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Volume 24, Issue 9
Displaying 1-50 of 53 articles from this issue
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TAKASHI SUZUKI, MITSUHARU TAKEDA1976 Volume 24 Issue 9 Pages 1967-1975
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn order to understand the metabolic fate of N-methylcarbamate in soil, the metabolism of o-sec-butylphenyl N-methylcarbamate (BPMC) (I) in a fungus, Aspergillus niger van Tieghem, was investigated. The following ten metabolites were detected in addition to unchanged BPMC ; o-sec-butylphenol (M-1), o-sec-butylphenylcarbamate (M-2), o-(1-methylacetonyl) phenyl N-methylcarbamate (M-3), o-sec-butylphenyl N-hydroxymethylcarbamate (M-4), o-(1-hydroxy-1-methylpropyl) phenyl N-methylcarbamate (M-5), threo-o-(2-hydroxy-1-methylpropyl) phenyl N-methylcarbamate (M-6), erythro-o-(2-hydroxy-1-methylpropyl) phenyl N-methylcarbamate (M-7), o-(1-hydroxymethylpropyl) phenyl N-methylcarbamate (M-8), o-(3-hydroxy-1-methylpropyl) phenyl N-methylcarbamate (M-9) and one unidentified product (UK-1). Both thin-layer chromatography (TLC) and gas-liquid chromatography (GLC) were used for detection and isolation of these metabolites, and the structures of these materials were characterized by ultraviolet, infrared, nuclear magnetic resonance and mass spectral analyses. Some major metabolites were identified by comparison of their chemical and physicochemical properties with those of synthesized materials.View full abstractDownload PDF (945K) -
TAKASHI SUZUKI, MITSUHARU TAKEDA1976 Volume 24 Issue 9 Pages 1976-1982
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe characterized and anticipated metabolites of o-sec-butylphenyl N-methylcarbamate (BPMC) (I) were synthesized. And also it was described about the preliminary experiments with respect to the determination of configurations of o-(2-hydroxy-1-methylpropyl) phenyl N-methylcarbamate, main metabolites by Aspergillus niger van Tieghem.View full abstractDownload PDF (988K) -
TAKASHI SUZUKI, MITSUHARU TAKEDA1976 Volume 24 Issue 9 Pages 1983-1987
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe biotransformation, time dependent changes of metabolites and differences of the mode of metabolism among five fungi, which were all isolated from the soil of rice field treated with o-sec-buthylpenyl N-methylcarbamate (BPMC) (I) were investigated using 3H-BPMC. In every fungus used in the present study, a common metabolic pathway was that through hydroxylation at the alkyl side-chain. The metabolic breakdown of I by A. niger reached the maximum at 2 or 3 days cultivation and hydroxylation at alkyl side-chain of I was attained at the early stage of cultivation. Remarkable differences have been shown to exist among the various species as to formation of metabolites.View full abstractDownload PDF (586K) -
TAKASHI SUZUKI, MITSUHARU TAKEDA1976 Volume 24 Issue 9 Pages 1988-1991
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe metabolism of o-sec-butylphenyl N-methylcarbamate (BPMC) has been investigated using a fungus, Cladosporium cladosporioides. This fungus was isolated from the soil over which the drug had been sprayed. As the result, it has become apparent that BPMC is metabolized to phenols with hydroxylated side-chains and to ω-carboxylic acid.View full abstractDownload PDF (514K) -
MIWAKO MORI, YOSHIO BAN1976 Volume 24 Issue 9 Pages 1992-1999
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe N-(allyl) C bond of N-acyl-alkyl-allylamines could be easily cleaved by a stoichiometric amount of PdII in AcOH at 80°to afford the acyl derivatives of the primary amines and π-allyl palladium complex, the latter of which was attacked by the nucleophiles to furnish the unsaturated carbonyl compounds and Pd (0). An above amount of PdII could be replaced by a catalytic amount of PdCl2 combined with a sufficient amount of inexpensive reagents, that are CuCl2 and AcONa. Thus, this method is applied to a new synthesis of primary amines from the corresponding alkyl halides.View full abstractDownload PDF (903K) -
KOTARO TAKAHASHI, MASAKO TAKANI1976 Volume 24 Issue 9 Pages 2000-2006
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA new sesquiterpene keto alcohol named schizandronol has been isolated from the wooden part of Schizandra nigra MAX. and structure I has been proposed on the basis of chemical and spectral evidences. The carbon-13 nuclear magnetic resonance spectra of schizandronol and oplodiol were studied. β-Sitosterol, schizandrolic acid and oplodiol have also been isolated.View full abstractDownload PDF (814K) -
CHINGTAN CHEN, HIDEO KODAMA, YASUYUKI EGASHIRA, KEIJIRO SAMEJIMA, TOSH ...1976 Volume 24 Issue 9 Pages 2007-2013
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDuring long-term chronic intoxication studies, serum levels were measured in dogs and monkeys orally given 5-chloro-7-iodo-8-quinolinol (Clioquinol or Chinoform) (CF) with fixed or increasing doses. Typical neurotoxic symptoms and histological changes developed both in the adult and infant dogs, while the symptoms were poorly required in the monkeys which also showed neurohistological changes. The minimum serum levels of CF at the beginning of intoxication were 6.0-22.6 μg/ml in the adult dogs administered with 100 mg/kg/day, 0.1-1.9 μg/ml in the infant dogs with 740 mg/kg/day, and 2.6-8.8 μg/ml in the monkeys with 1100 mg/kg/day. The single dose experiments were also carried out in mice, rabbits and man. The maximum serum levels of CF reached for the corresponding dosages, (μg/ml)/(mg/kg) were ; 7.2/100 in mice, 0.5-0.7/100 in the rabbits and 2.7-5.8/7-9 in man. The data indicates the relatively easy absorption of CF in man. The relative molar abundance of CF, the glucuronide (CF-G) and the sulfate (CF-S) at maximum serum levels were CF-S&lneCF-G>CF in mice, CF-G>CF-S>CF in rabbits, CF-G>CF-S>CF in monkeys, CF>CF-S>CF-G in dogs and CF>CF-G>CF-S in man.View full abstractDownload PDF (731K) -
KIKUO IWAMOTO, NORIKO OZAWA, FUMIE ITO, NORIKO OKAMOTO, JUN WATANABE1976 Volume 24 Issue 9 Pages 2014-2020
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSEffect of ascorbic acid on in situ small intestinal absorption and hepato-biliary system of bile salts was investigated, by employing guinea pigs, for the purpose of explaining the physiological role of it to lower serum cholesterol. Firstly, the major bile acid and its salt were identified as chenodeoxycholic acid and its taurine conjugate, respectively. The critical micelle concentration (cmc) value of sodium chenodeoxycholate was estimated to beabout 0.9 mM, suggesting approximately the same order as reported on others with di-hydroxy groups. Added ascorbic acid did not exert any effect on the cmc value. Sodium taurochenodeoxycholate was favorably absorbed from the ileum portion of guinea pigs, and the absorption there appeared to obey such a type of saturation kinetics as has been demonstrated with other bile salts. Ascorbic acid was observed to inhibit the absorption significantly and especially in the lower concentration region of sodium taurochenodeoxycholatethan its cmc, where the percentage of inhibition was approximately 30 to 35. Double reciprocal treatment did not indicate any feasibility of competitive inhibition for the system of taurochenodeoxycholate and ascorbic acid. This effect of ascorbic acid should be explained neither by a change in physicochemical properties of the bile salt nor the direct action on intestinal mucosa, based on the results of cmc and additional pretreatment tests, but may be rather discussed by some participation in the hydrolysis and/or dehydroxylation of that salt occurring in the intestinal tissues other than mucosal membrane. Intraperitoneal administration of this vitamin and its dehydro form for 4 days enhanced the biliary amount of total chenodeoxycholate by about 60% of the control. Both in situ and in vitro experiments supported the in vivo results, so this metabolic aspect could be also recognized as one of the physiological functions of ascorbic acid which has been reported to lower serum cholesterol, in addition to suppressive effect on the ileal absorption of taurochenodeoxycholate.View full abstractDownload PDF (840K) -
KIKUO IWAMOTO, NORIKO OZAWA, YASUKO HAYASHI, TYOTARO TSUKAMOTO, JUN WA ...1976 Volume 24 Issue 9 Pages 2021-2025
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSGastrointestinal tract of guinea pigs was recirculated in situ with ascorbic acid, and absorption rate was determined in order to discuss its feasible mechanism involved. The absorption rate of ascorbic acid from the small intestine was a little larger than that from the stomach especially in relatively lower dose, and a type of saturation kinetics was observed in both sites. Apparent Michaelis constants were 1.30 mM and 1.27 mM for stomach and small intestine respectively, indicating almost the same apparent affinity to both sites. Additional absorption experiments were carried out in the presence of three metabolic inhibitors (phlorizin, ouabain, and 2, 4-dinitrophenol), dehydroascorbic acid, and glucose. Phlorizin or glucose was considered to exert a competitively inhibiting effect on the small intestinal absorption of ascorbic acid, while the stomach absorption was affected neither remarkably nor competitively by almost all of the adjuvants. A difference in those inhibitoty effects as well as the properities of drug moiety is fully suggestive of that in absorption mechanism between the two sites. It may be simultaneously implied, from the blood level immediately after 1 hr tests of recirculation and its curve following i. v. administration of ascorbic acid, that the absorbed drug will be rapidly distributed in the animal tissue cells.View full abstractDownload PDF (674K) -
MAMORU SUGIURA, MUTSUKO SUZUKI, MASAO ISHIKAWA, MASANORI SASAKI1976 Volume 24 Issue 9 Pages 2026-2031
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSLeucine aminopeptidase was purified from culture filtrate of Aspergillus japonica by calcium acetate treatment, ammonium sulfate fractionation, and column chromatography with diethylaminoethyl (DEAE)-cellulose, Sephadex G-100 and CM-Sephadex C-50. The purified enzyme was homogeneous in disc electrophoretic analysis. Its molecular weight was estimated to be 57000 by Sephadex G-75 gel-filtration. The enzyme was most active at pH 8.0 towards L-leucylglycylglycine (Leu-Gly-Gly) and L-leucyl β-naphthylamide (Leu-β-NA), and its optimum temperature was 50°. The enzyme was stable in a pH range of 5.5 to 8.5 and below 50°. The purified enzyme was highly activated by Co2+ and was strongly inhibited by Fe3+, Hg2+, Cu2+, Pb2+, Ni2+, ethylenediaminetetraaceticacid (EDTA), o-phenanthroline and N-bromosuccinimide. However, it was not affected by SH-reagents and diisopropyl fluorophosphate (DFP). The enzyme is considered to be leucine aminopeptidase, because it preferentially hydrolyzed di-or tripeptides with N-terminal leucine.View full abstractDownload PDF (754K) -
YASUAKI ARAKAWA, TOSHIO IMANARI, ZENZO TAMURA1976 Volume 24 Issue 9 Pages 2032-2037
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA gas chromatographic method for the determination of neutral and amino sugars in glycoproteins was developed by using trifluoroacetyl derivatives of sugar alcohols and by selecting trifluoroacetic acid as acid catalyst for hydrolysis. The method is as follows : As the hydrolytic condition, 2.5 N TFA, 100°, 7 hr was common to obtain excellent recovery of neutral and amino sugars in many glycoproteins. In the case of having enough sample, it was recommendable to select 4 and 7 hr for hydrolysis of neutral sugars and 7 and 10 hr for amino sugars. In sample preparation for gas chromatography, sugars were reduced with sodium borohydride to corresponding sugar alcohols and trifluoroacetylated with trifluoroacetic anhydride in ethyl acetate. This method was further improved for micro-analysis of sugars in glycoproteins, taking full advantage of the sensitivity of an electron capture detector (ECD) to trifluoroacetyl derivatives. Consequently, it was suggested to be able to analyze constituent neutral and amino sugars in microgram amounts of glycoproteins.View full abstractDownload PDF (703K) -
MOTOHIRO NISHIO, SHOJI ZUSHI, TAKAFUMI ISHII, TSUTOMU FURUYA, KUNIHIKO ...1976 Volume 24 Issue 9 Pages 2038-2042
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFree indole-3-acetic acid was identified and the amount of which was estimated in extracts of auxin-requiring and nonrequiring calluses of P. ginseng and N. tabacum by means of gas chromatograph-mass fragmentography (GC-MS-MF). The data well compare with those reported for other plant materials determined by conventional methods. It has been shown that biological samples less than 1 g are sufficient to give a confident result with this method. This will enable to determine rapidly the physiological levels of natural auxins and to discuss the delicate roles of these plant growth regurators.View full abstractDownload PDF (600K) -
HIDEO FUKUDA, TAKAO HAYAKAWA, JIRO KAWAMURA, YOSHIO AIZAWA1976 Volume 24 Issue 9 Pages 2043-2051
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn order to elucidate the functional role of single amino acid residue, histidine or tyrosine of neurophysin I for the binding ability of the protein, these amino acids have been modified photochemically or chemically and their effects on the binding abilities for oxytocin and [8-arginine] vasopressin have been investigated. Upon irradiation of NP-I with visible light in the presence of rose bengal and oxygen, single histidine residue was photooxidized very rapidly without any decrease in the hormones-binding ability. On the other hand, single tyrosine residue was found to be photooxidized almost completely after 240 min of irradiation with decrease in the hormone-binding ability. Neither significant changes in other amino acid residues nor peptide bond rupture were found even after 240 min of irradiation. The decrease in the binding ability of the photooxidized protein proceeds almost identically for oxytocin and vasopressin as the ligand. O-Acetylation of the tyrosine residue of NP-I with N-acetylimidazole gives no significant effects on the hormone-binding ability. These findings suggest that the single histidine residue of NP-I has no contribution to the binding process, while the single tyrosine residue, particularly its aromatic ring, of NP-I may participate with the binding process of the protein to both oxytocin and vasopressin with similar contribution.View full abstractDownload PDF (1134K) -
TAKEHIKO NAKA, MIKIO HONJO1976 Volume 24 Issue 9 Pages 2052-2056
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reaction of 8-bromo-cAMP (cAMP : adenosine 3', 5'-cyclic phosphate) (I) with potassium cyanide in hot dimethylformamide (DMF) afforded 8-carbamoyl-cAMP (IV). Compound IV was hydrolyzed with aqueous sodium hydroxide to 8-carboxy-cAMP (VI), which was converted to cAMP by heating in dimethylsulfoxide. A similar reaction of 8-bromo-5'-AMP (II) or 8-bromo-2', 3'-O-isopropylideneadenosine (VII) with potassium cyanide in DMF yielded 8-bromoadensine or 8, 5'-anhydro-2', 3'-O-isopropylidene-8-oxyadenosine (VIII) respectively. The treatment of 5'-nucleotides with hot aqueous DMF afforded the corresponding nucleosides in high yields.View full abstractDownload PDF (609K) -
KOHEI NISHIKAWA, HISAO SHIMAKAWA, YOSHIYUKI INADA, YUMIKO SHIBOUTA, SH ...1976 Volume 24 Issue 9 Pages 2057-2077
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe diuretic activity of 219 nitrogen containing heterocyclic compounds, classified into 13 groups based on the structural features, was studied on the saline loaded rats. One hundred and four out of the 219 compounds were active at the oral doses of 10 to 30 mg/kg. Several of pyrimidopyridazines, pyridazinopyridazines and pyridopyridazines produced as potent diuresis and natriuresis as hydrochlorothiazide at the oral dose of 0.1 mg/kg, in which 2-phenyl-5, 8-dimorpholinopyrimido [4, 5-d]-pyridazine (DS-210) and 1, 4-dimorpholino-7-phenylpyrido [3, 4-d] pyridazine (DS-511) were selected for more extensive evaluation as diuretic agents. Structure-activity relationships of the tested compounds are discussed.View full abstractDownload PDF (1367K) -
EIJI MIZUTA, KOHEI NISHIKAWA, KIYOSHI OMURA, YOSHIKAZU OKA1976 Volume 24 Issue 9 Pages 2078-2088
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSRegression analysis by the Free-Wilson technique was applied to estimate the contribution of substituents on azanaphthalene skeletons to diuretic activity of pyrimido [4, 5-d] pyridazine and pyrido [3, 4-d] pyridazine derivatives. In the former group, one of the most preferable compounds was 2-phenyl-5, 8-dimorpholinopyrimido [4, 5-d] pyridazine and that in the latter group proved to be 1, 4-dimorpholine-7-phenylpyrido [3, 4-d] pyridazine. Subsequently, electron density distributions on a variety of azanaphthalene skeletons were calculated by extended Huckel Theory calculation. Linear multiple regression analysis to find a correlation between diuretic activity and electron density at some positions of azanaphthalene skeletons suggested that the diuretic activity might be influenced largely by electronic structures at the ring junction.View full abstractDownload PDF (1023K) -
TAKESHI MIYOSHI, SHIGEO SUZAKI, AKIHIRO YAMAZAKI1976 Volume 24 Issue 9 Pages 2089-2093
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAs an interesting analog of thio-AICA-riboside (5-amino-1-β-D-ribofuranosyl-4-imidazolethiocarboxamide), 3'-deoxy-thio-AICA-riboside (XV) was prepared. 5'-Acetyl-AICA-riboside (X) synthesized from Ip-AICA-riboside (VIII) was allowed to react with triphenylphosphine and carbon tetrachloride to give, after ammoniacal treatment, the 3'-chloro derivative (XI). Treatment of the compound XI with alkali gave a epoxide derivative (XVI). Hydrogenation of XI followed by acetylation gave 2', 5'-diacetyl derivative (XIII). When XIII was thiolated with phosphorus pentasulfide, 2', 5'-di-O-acetyl-thio-AICA-riboside (XIV) formed. Deacetylation of XIV with ammonia furnished XV, which did not show any significant antitumor activity.View full abstractDownload PDF (683K) -
SHOZO MIYAZAKI, MASAHIRO NAKANO, TAKAICHI ARITA1976 Volume 24 Issue 9 Pages 2094-2101
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effect of various additives on the polymorphic transformation of the more energetic chlortetracycline hydrochloride (CTC-HCl) β form to the water stable α form in aqueous suspensions was studied by infrared spectrophotometric method. This transformation was found to be retarded by the addition of some pharmaceutical additives such as sodium carboxymethylcellulose (CMC-Na), pectin, gelatin, and acacia ; which have been commonly coadministered with drugs. The attempt was made to elucidate possible mechanisms of this effect. The results suggest that the effect of CMC-Na or pectin on transformation rates may be mainly due to the increased viscosity. On the other hand, the adsorption of gelatin or acacia on drug particles may be one of several factors which retard the transformation. The effect of these additives on the blood levels of the CTC-HCl β form in suspensions was also tested using the rat as the test animal. Higher blood levels were observed when the CTC-HCl β form was administered with CMC-Na or pectin than those in its absence, probably because the additives retarded the transformation. Administration of the CTC-HCl β form with gelatin or acacia resulted in slightly lower or almost identical blood levels compared to control values. It is suggested that gelatin or acacia may interfere with intestinal absorption of the drug.View full abstractDownload PDF (1031K) -
MUNEHARU OGAWA, YUKIO OGIHARA1976 Volume 24 Issue 9 Pages 2102-2105
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSNudiposide (I), a new lignan xyloside isolated from the ericaceous plant Enkianthus nudipes, has been shown to be 2 (S)-hydroxymethyl-3 (S)-(β-D-xylosyloxymethyl)-6-hydroxy-5, 7-dimethoxy-4 (R)-(4'-hydroxy-3', 5'-dimethoxyphenyl)-tetralin.View full abstractDownload PDF (544K) -
KANAME KOYAMA, HIROKI KAWATANI, HARUAKI YAJIMA, MASAHIKO FUJINO, OSAMU ...1976 Volume 24 Issue 9 Pages 2106-2111
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe nonatriacontapeptide corresponding to the newly revised amino acid sequence of bovine adrenocorticotropic hormone was synthesized by successive condensation of 3 peptide fragments ; Z(OMe)-(15-19)-OH, Z (OMe)-(11-14)-OH and Z-(1-10)-OH, with H-(20-39)-OBzl, a synthetic intermediate of bovine type corticotropin-like intermediate lobe peptide. The synthetic peptide exhibited the in vivo steroidogenetic activity of 93.8 IU/mg.View full abstractDownload PDF (897K) -
MASAHIKO FUJINO, MITSUHIRO WAKIMASU, MITSUHIKO MANO, KUNIYOSHI TANAKA, ...1976 Volume 24 Issue 9 Pages 2112-2117
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSL-Aspartyl-aminomalonic acid diesters are representatives of new group of sweet compounds. Chemical synthesis of the dipeptide esters was effected by coupling carbobenzoxy-β-benzylaspartic acid with an aminomalonic acid diester by the conventional activated ester method, followed by catalytic hydrogenation to remove the protecting groups. Among the 21 products, trans-2-methyl-cyclohexyl, methyl diester was over 5000 times sweeter than sucrose, 2, 6-dimethyl-cyclohexyl, methyldiester was about 5000 times sweeter and fenchyl, methyl diester was over 20000 times sweeter. These compounds appear to be the most potent sweeteners known of either natural or synthetic origin. On the basis of the potencies of the products, structure-taste relations in the C-terminal part of this molecule were discussed in detail.View full abstractDownload PDF (686K) -
EIICHI FUJITA, YOSHIMITSU NAGAO, KIMIYOSHI KANEKO, SHOZO NAKAZAWA, HIR ...1976 Volume 24 Issue 9 Pages 2118-2127
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSOridonin (1), lasiokaurin (2), enmein (8), and enmein-3-acetate (9) and related compounds (3 and 10, ) all of which have α-methylene cyclopentanone function in their molecule, have been shown to have antitumor activity against Ehrlich ascites carcinoma inoculated into mice. These compounds have also indicated specific activity against gram-positive bacteria. On the other hand, oridonin dihydro-derivative (4), compound (5), trichokaurin (6), and dihydroenmein (11) show any activity against neither tumor nor bacteria. Thus, it is concluded that the α-methylene-cyclopentanone system must be an important active center. Biomimetic reactions of oridonin and enmein with several thiols etc. support this conclusion.View full abstractDownload PDF (1001K) -
RAMESHI R. DALVI, WILBERT TOWNSEND1976 Volume 24 Issue 9 Pages 2128-2131
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSMethanol has been known to be oxidized by liver alcohol dehydrogenase (ADH) and catalase enzymes. The data presented here indicate that this primary alcohol is also metabolized by rat liver mixed function oxidase (MFO) induced by phenobarbital. Comparative studies on the oxidation of methanol and N-demethylation of benzphetamine by MFO reveal that SKF 525-A inhibits both reactions whereas aminotriazole, a known inhibitor of catalase, abolishes the activity of microsomal methanol oxidase with no effect on N-demethylase. While disulfiram depresses N-demethylase activity, pyrazole and cyanide have little or no effect on the microsomal enzyme activity. Although ethanol appears to be a competitive inhibitor of microsomal methanol oxidase it is a poor inhibitor of this enzyme system.View full abstractDownload PDF (510K) -
MASUMI SAKANE, HARUO KANAZAWA, AKIRA OHARA1976 Volume 24 Issue 9 Pages 2132-2136
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS1) Only a tryptophan residue was exclusively modified by photooxidation at pH 4.0 with the loss of enzyme activity. 2) This residue is considered to be identical with the first NBS-oxidizable residue. 3) This residue is different from the residues to be photooxidized at pH 8.0. 4) A tryptophan residue to be photooxidized at pH 4.0 and to be first NBS-oxidized is considered to exist in or nearby the active site of papain. These findings agree with X-ray model of papain. 5) Two tryptophan residues other than the essential residue were modified by photooxidation at pH 8.0 and by NBS oxidation at pH 3.0. These two residues may be exposed in native papain. 6) Other two tryptophan residues were not affected by photooxidation at pH 4.0 and pH 8.0 and by NBS oxidation. It is considered that these two residues are buried in native papain. 7) Based on the interpretation described above, the state of tryptophan residues of papain is illustrated schematically.View full abstractDownload PDF (616K) -
HIROTERU SAYO, MASAICHIRO MASUI1976 Volume 24 Issue 9 Pages 2137-2142
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe anodic oxidation of 4-diethylaminoantipyrine (I) has been investigated in acetonitrile at a glassy-carbon electrode. The first step in the anodic oxidation of I is a quasireversible one-electron transfer to form the blue-violet cation radical (II) just as that of 4-dimethylaminoantipyrine (DMA). However, the lifetime of II is much longer than that of the cation radical of DMA (DMA·+). A slightly resolved ESR spectrum of II was obtained. In the absence of oxygen II decays in a first-order manner up to 50% decay, whereas in the presence of oxygen II decays in a second-order manner up to 60% decay. The difference in the behaviors between II and DMA·+ is interpreted on the basis of a much less reactivity of II towards disproportionation than that of DMA·+. A mechanism for the disappearance of II in the absence of oxygen is suggested.View full abstractDownload PDF (681K) -
EIKO OHTSUKA, TOSHIKI TANAKA, MORIO IKEHARA1976 Volume 24 Issue 9 Pages 2143-2148
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSApUpA (XI) and its 1, N6-ethenoadenosine analog, εApUpA (XII) were synthesized by condensation of the protected mononucleotides, 5'-O-monomethoxytrityl-N, 2'-O-dibenzoyladenosine 3'-phosphate (VIII) or 5'-O-monomethoxytrityl-2'-O-benzoyl-1, N6-ethenoadenosine 3'-phosphate (IX) with the triester, 2'-O-benzoyluridylyl-(3'-5')-N, N-2', -3'-O-tetrabenzoyladenosine (VI), in yields of 29% and 24%, respectively. The triester (VI) was prepared by two appraoches. Best results were obtained by condensation of 5'-O-monomethoxytrityl-2'-O-benzoyluridine 3'-phosphate (I) with N, N-2', 3'-O-tetrabenzoyladenosine (III) in the presence of 2, 4, 6-triisopropylbenzenesulfonyl chloride and subsequent treatment with β-cyanoethanol. Deprotected trinucleoside diphosphates, ApUpA (XI) and εApUpA (XII), were isolated by chromatography on diethylaminoethyl cellulose and the fluorescence quenching of εApUpA was observed by measurement of the spectra before and after enzymatic digestion of the trimer.View full abstractDownload PDF (772K) -
MANABU NODE, HITOSHI HORI, EIICHI FUJITA1976 Volume 24 Issue 9 Pages 2149-2156
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSOn the hypoiodite reaction, 17-norkauran-6α-ols 3, 5, 13, 17, and 22 gave 4, 6, 14, 18, and 28, respectively. The same reactions on 7-norgibberellane derivatives, 30 and 32 afforded 31 and 33, respectively. Finally 17-norkauran-6β-ols 36, 38, and 41 on the same reaction yielded 37, a mixture of 39 and 40, and 42, respectively. Thus, the O-functionalization of the inactive C-19 methyl group of 17-norkauran-6-ols was achieved by means of the hypoiodite reaction with 6β-ols.View full abstractDownload PDF (1012K) -
MASASHI TOMODA, SACHIKO KANEKO1976 Volume 24 Issue 9 Pages 2157-2162
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA mucous polysaccharide, named Lilium-S-glucomannan, has been isolated from the bulbs of Lilium speciosum THUNB. It was homogeneous on glass-fiber paper electrophoresis and by ultracentrifugal analysis. The component sugars of it were D-mannose and D-glucose in the molar ratio of 2 : 1, and its molecular weight was estimated at 388000. Methylation, periodate oxidation and partial acetolysis studies suggested that the polysaccharide is mainly composed of β-1→4 linked aldohexopyranose residues and it contains about six aldohexose units per one end group on the average. Mannose units occupy nonreducing terminal positions and branch points at position 3. The O-acetyl groups in the polysaccharide were identified and determined as the content of 3.3%. They were located in both positions 3 and 6 of a part of D-mannose units.View full abstractDownload PDF (974K) -
YOSUKE SAWADA, TETSUZO KUBO, HYOZO TANIYAMA1976 Volume 24 Issue 9 Pages 2163-2167
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAs a part of the investigation on the biosynthesis of streptothricin antibiotics, the incorporation of 14C-labeled D-glucose, L-lysine, L-arginine, acetic acid, and sodium bicarbonate into racemomycin-A from Streptomyces lavendulae ISP 5069 was examined. By the analysis of the degradation products from 14C-labeled racemomycin-A produced by the addition of lysine, a high rate of the isotope was shown to be present in the β-lysine moiety. Incorporation of glucose followed by degradation of racemomycin-A demonstrated that glucose was incorporated into gulosamine moiety. Acetic acid was incorporated into streptolidine moiety and carbonate showed a preferential incorporation into a carbamoyl group.View full abstractDownload PDF (623K) -
HIROAKI YAMAMOTO, HIDETOSHI YOSHIMURA, MAMORU FUJITA, TORAO YAMAMOTO1976 Volume 24 Issue 9 Pages 2168-2174
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSWhen 2, 3, 4, 3', 4'-pentachlorobiphenyl (PenCB), a component of Kanechlor 400, was administered orally at a single dose of 150 mg/kg or 60 mg/kg to 3 rats, all died in 8 days or 9 to 11 days, after treatment, respectively, with approximately a 30% decrease in body weight. Marked disappearance of fat from adipose tissues and severe fatty change in the liver were observed within 3 days after treatment, and became enhanced after 7 days. No metabolites possessing phenolic nature could be detected in the feces, urine or tissues, although about 34% of the dose was recovered unchanged in the feces collected for 8 days following administration. Treatment with 2, 4, 3', 4'-tetrachlorobiphenyl (2, 4, 3', 4'-TCB) did not induce either a decrease in body weight nor damage of any tissues of the rat. The lethality of PenCB in mice, on the other hand, was much weaker than in rats, because the 14-day i. p. LD50 was determined to be 0.40 g/kg. This value is about 5 times as high as that of 2, 4, 3', 4'-TCB in mice (i. e., LD50, 2.15 g/kg).View full abstractDownload PDF (1675K) -
NAOKI OKAMURA, TATSUYA TAKANO, SADAHIKO ISHIBASHI, DAISUKE AMANO, TOMO ...1976 Volume 24 Issue 9 Pages 2175-2180
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSNew method for nitroblue-tetrazolium (NBT) test was developed by the following modifications. (1) After 10 N KOH treatment, bathochromic shift in the maximal absorption took place from 515 nm to 710 nm and the optical density of the new peak was 5 times higher than that of non-treated sample. In this assay, dimethylformamide extraction was substituted for pyridine. (2) Because of the smallness of the incubation mixture (100 μl), the background of the test was greatly reduced. (3) Increase in the concentration of latex particles elevated the NBT reducing activity. In consideration with the background absorption, 2.9-5.7×108 particles/assay was set as the optimal condition. The particles themselves, however, did not interrupt the reading of optical density in this system. In this modified method, 3 ml of blood was enough to estimate the NBT reducing activity in the duplicate tests (6 samples). This assay system is, therefore, applicable for weak children, from whom the collection of the large volume of the blood is not desirable.View full abstractDownload PDF (710K) -
MAKOTO TAKAI, YUKIO OGIHARA, YOICHI IITAKA, SHOJI SHIBATA1976 Volume 24 Issue 9 Pages 2181-2184
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe crystal structure of tri-N-methylfrangulanine methiodide, C32H54O4N4I has been determined in order to clarify the conformation and absolute configuration of frangulanine, C28H44O4N4, a peptide alkaloid isolated from Hovenia dulcis. The crystals are orthorhombic with space group P212121 and unit cell dimensions are a=8.826 (8), b=49.95 (2), c=8.296 (8) A, Z=4. The crystal structure was solved by the heavy-atom method and refined by the block-diagonal least-squares method including anisotropic thermal parameters. The final R value for 1383 observed structure factors was 0.10. The absolute configuration was determined by the use of the anomalous dispersion of iodine atom for Cu Kα radiation. Frangulanine is composed of all L-amino acids and the conformation of the peptide units is of the β-pleated sheets structure.View full abstractDownload PDF (483K) -
HIDEO SETO, TAMIHIKO SASAKI, KOJI HAYASHI, HIROSHI MITSUHASHI1976 Volume 24 Issue 9 Pages 2185-2190
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFour new polyoxypregnane derivatives, deacetyldehydrotomentodin (12β-O-cinnamoylutendin) (III), 20-O-acetylpenupogenin (12β-O-cinnamoyl-20-O-acetylsarcostin) (V), deacetylkidjoladinin (12β-O-tigloylsarcostin) (VIII), and kidjoladinin (12β-O-tigloyl-20-O-acetylsarcostin) (IX), were isolated from the stem of Marsdenia tomentosa DECNE. Deacetyldehydrotomentodin is the first example of a monoester possessing the utendin skeleton to be isolated from the Asclepiadaceae plants.View full abstractDownload PDF (777K) -
SHIGERU KOBAYASHI, SATOSHI MINEO, MASARU KIHARA, SUSUMU TAGASHIRA1976 Volume 24 Issue 9 Pages 2191-2198
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSMethylenedioxydiphenides (IIa and IIIa) and dimethoxydiphenides (IIb, c and IIIb, c) were prepared from unsymmetrical diphenaldehydes (IVa-c) by intramolecular Cannizzaro reactions and then lactonization of the resulting alcoholic acids (Va-c and VIa-c). The structures of IIa-c and IIIa-c were confirmed by comparison of physical and spectral data of these compounds with those of authentic samples prepared by unambiguous methods. The directions of the two kinds of intramolecular Cannizzaro reactions of IV to form V and VI are discussed.View full abstractDownload PDF (849K) -
MASAMI INOUE, SABURO ENOMOTO1976 Volume 24 Issue 9 Pages 2199-2203
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFerric oxide and chromium oxide, were found as new alkylation catalysts of phenols. The activity and the selectivity of these oxide catalysts were examined by liquid-phase reaction. Methylation of phenol, cresol, xylenol, and α-naphthol was carried out in an autoclave at 400°, using methanol as an alkylating agent. The selective methylation of phenols to their ortho-position took place, and o-cresol and 2, 6-xylenol were obtained selectively from phenol. Their yield reached 70% after 5 hr. Ferric oxide was effective only in methanol, whereas chromium oxide was available for C1 to C4 alcohols. From the distribution of methylated products on various oxides, an outline of oxide-catalyzed alkylation was presented.View full abstractDownload PDF (568K) -
SHOJI YAHARA, OSAMU TANAKA, TETSUYA KOMORI1976 Volume 24 Issue 9 Pages 2204-2208
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFrom the leaves of Panax ginseng C. A. MEYER, six saponins I, II, III, IV, V, and VI were isolated. Saponins IV, V, and VI were proved to be identical, respectively with ginsenosides-Rg1, -Re, and-Rd, all of which have already been isolated from Ginseng roots. The high contents of these saponins in the leaves indicate significance of the leaves as the source of the dammarane-type saponins and their sapogenins. New saponins I, II, and III designated as ginsenosides-F1, -F2, and-F3 were established to be formulated as 20-O-β-glucopyranosyl-20 (S)-protopanaxatriol, 3, 20-di-O-β-glucopyranosyl-20 (S)-protopanaxadiol, and 20-O-(α-arabinopyranosyl-(1→6)-β-glucopyranosyl)-20 (S)-protopanaxatriol, respectively, on the basis of the enzymatic hydrolysis, mass spectra of their acetates, nuclear magnetic resonance, and chemical evidences.View full abstractDownload PDF (659K) -
SEIICHI INAYAMA, AIKO SAWA, EIKICHI HOSOYA1976 Volume 24 Issue 9 Pages 2209-2218
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe mass spectra of Δ1-(Ia), Δ6-tetrahydrocannabinol (Δ6-THC) (IIa), 6α-(IIIa), 6β-hydroxy-(IVa), 7-hydroxy-Δ1-THC (Va), 7-hydroxy-(VIa), 7-oxo-Δ5-THC (VIIa), cannabinol (CBN, VIIIa), 6-hydroxy-(IXa), 7-hydroxy-(Xa), 7-oxo-CBN (XIa) and their acetyl derivatives were determined. Structure correlations and principal fragmentation pathways for these compounds were studied with the aid of the high resolution mass spectrometry and of d3-acetyl derivatives. A typical fragmentation pattern was observed in both spectra of Δ1-and Δ6-THC series. The structure of the essential fragment ion for the compound mentioned above was well characterized by reasonable interpretation.View full abstractDownload PDF (908K) -
YOSHIRO KOBAYASHI, AKIO OHSAWA, MASAHIRO BABA, TORU SATO, ITSUMARO KUM ...1976 Volume 24 Issue 9 Pages 2219-2224
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSPhotolysis of 2, 4, 6-trimethyl-3, 5-bis (trifluoromethyl) pyridine (I) afforded 2, 4, 6-trimethyl-3, 5-bis (trifluoromethyl)-1-azabicyclo [2. 2. 0] hexa-2, 5-diene (II), a stable derivative of 1, 4-bonded Dewar pyridine. Protons of 2- and 6-methyl groups in II were exchanged with deuterium atoms in the presence of a base, while those of 4-methyl group were not. II was converted to I on thermolysis or catalysis by the action of some metal ions. Stable complexes, Pd (II)2Cl2 (VI) and Pt (II)2Cl2 (VI'), were isolated. VI was thermally converted to Pd (I) (II) Cl2 (VII), which was in turn converted to Pd (I)2Cl2 (VIII). The structure of VII was established as square and coplanartrans-(N-)σ-structure by X-ray analysis.View full abstractDownload PDF (757K) -
YOSHIRO KOBAYASHI, AKIO OHSAWA1976 Volume 24 Issue 9 Pages 2225-2228
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSKinetic studies were made on the thermal isomerization of 2, 4, 6-trimethyl-3, 5-bis (trifluoromethyl)-1-azabicyclo [2. 2. 0] hexa-2, 5-diene (I) to 2, 4, 6-trimethyl-3, 5-bis (trifluoromethyl)-pyridine (II), M (I)2Cl2 (M=PdII and PtII) to M (II)2Cl2, and M (I). (II) Cl2 to M (II)2Cl2 The isomerization of I or I moiety of metal complexes to II or II moiety, respectively, was found to be first-order in various solvents. Mechanism of isomerization was discussed and was suggested to be a symmetry forbidden state-conservative concerted mechanism facilitated through configuration interaction, or a process through recombination of two skewed allyl radical parts. The isomerization I→II was facilitated by the presence of strong acids or Lewis acids and this isomerization catalyzed by acids seems to pass through the ionic mechanism.View full abstractDownload PDF (523K) -
YOSHIHISA MATSUDA, YUHKO MINAMIDA1976 Volume 24 Issue 9 Pages 2229-2236
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe solid-state stability of sulfisomidine tablet under the irradiation of ultraviolet rays, was investigated colorimetrically and spectrophotometrically. The coloration of tablet surface was followed in the Lab system in the fade-o-meter. In order to examine the effect of ultraviolet intensity on the rate of coloration and photolytic degradation, a series of glass color filters which shut off the ultraviolet rays in order, were employed. The coloration was found to best fit an apparent second-order degradation equation with respect to colorimetric values. Photolytic degradation was investigated by the semi-integral attenuance spectra in the ultraviolet region. It proceeded following the apparent zero-order kinetics which accompany an induction period. The ultraviolet intensity affected the kinetic constants as well as in the coloration. These degradation behaviors in the solid state were compared with the aqueous solution state.View full abstractDownload PDF (841K) -
MASAYASU YAMAMOTO, TOYOZO UNO1976 Volume 24 Issue 9 Pages 2237-2240
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESScis-Aconitic anhydride reacts with aliphatic tert-amines in alcoholic solution in the presence of acetic anhydride to produce a yellow color, which can be applied to detection and determination of aliphatic tert-amines and alkaloids. Limits of identification are about 1-3 μg/0.5 ml, while the calibration curves for the determination show linear correlations in the range of concentration 1-10 μg/ml (3-dimethylamino-1-propanol), 1.7-17 μg/ml (2-dimethylaminoethanol), 3-30 μg/ml (nicotine), 5-50 μg/ml (homatropine and cinchonine) or 15-90 μg/ml (reserpine and aconitine).View full abstractDownload PDF (456K) -
TAKAO MURAKAMI, SATOSHI TAGUCHI, CHIUMING CHEN1976 Volume 24 Issue 9 Pages 2241-2243
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAus den oberirdischen Teilen von Hypolepis punctata (THUNB.) METT. wurden neben 3 (S)-Pterosid D (V), 3 (S)-(VI) sowie 3 (R)-Pterosin D (VII) zwei neue Indan-1-on-Glukoside, d. h., 2 (R), 3 (R)-Pterosin L-2'-O-β-D-Glukosid (I) und 2 (S), 3 (R)-Pterosin L-2'-O-β-D-Glukosid (III) isoliert ; ihre Strukturen wurden aufgeklart. Durch eine Gaschromatographie-Massenspektrometrie-Analyse lasst sich das Vorhandensein von Pterosin K (VIII) nachweisen.View full abstractDownload PDF (489K) -
TAKUZO HISANO, MASATAKA ICHIKAWA, KEIJI MURAOKA, YUKO YABUTA, YUTAKA K ...1976 Volume 24 Issue 9 Pages 2244-2247
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA series of 2-pyridyl-3-phenyl-4 (3H)-quinazolinone and the anthranilate was reacted with phosphorus pentasulfide to give the corresponding 4 (3H)-quinazolinethiones, which were oxidized with hydrogen peroxide to afford readily the above 4 (3H)-quinazolinones. The hydrogen peroxide oxidation of them in trifluoroacetic acid gave the 1, 1'-dioxide and that in acetic acid gave the 1'-oxide. The nuclear magnetic resonance spectra of oxidation products were compared. It was found that some 4 (3H)-quinazolinethiones (Vc, VIa) were effective against several kinds of gram-positive bacteria, while exchange of the carbonyl group of 4 (3H)-quinazolinone by thione resulted in a loss of action for central nervous system.View full abstractDownload PDF (548K) -
KIMIO MIZUNO, TOSHIO MIYAZAKI1976 Volume 24 Issue 9 Pages 2248-2250
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSBredinin 5'-monophosphate was synthesized. It lost the anticandida activity but the cytotoxicity was enhanced approximately twofold in L5178Y cells. The effect of the nucleotide on life prolongation in mice inoculated with L 1210 was much the same as that of bredinin.View full abstractDownload PDF (457K) -
YOSHIFUMI MAKI, MAGOICHI SAKO1976 Volume 24 Issue 9 Pages 2250-2253
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn sharp contrast to 4-methyl-2-methoxycarbonylmethylene-3, 4-dihydro-3-oxo-2H-1, 4-benzothiazine (Z-form), the photochemically produced isomer (E-form) underwent a facile thermal dimerization to form a cyclobutane derivative. The present observation is notable for demonstrating that the apparent photodimerization of the open-chain olefin could involve primarily the thermal dimerization of its isomer formed photochemically.View full abstractDownload PDF (526K) -
MASAWO KAKEMI, TAKEKO KOBAYASHI, CHIHOKO MAMURO, MICHIHIRO UEDA, TAMOT ...1976 Volume 24 Issue 9 Pages 2254-2257
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe purpose of this investigation was to represent quantitatively the relationship between the time course of pharmacological effects and drug disposition data after oral administration of salicylamide, an antipyretic drug, in normal (afebrile) rats, using pharmacokinetic method. After administration of salicylamide, rectal temperature and skin temperature were measured continuously, and the changes in metabolic heat production rate and in vaporization heat loss rate were also measured by indirect calorimetry. The blood concentration of salicylamide versus time course was determined as the drug disposition data. From the observed data, an electrical analog was constructed to simulate the effects of salicylamide including physiological thermoregulation in afebrile rats. The results indicate that the time course of pharmacological effects of salicylamide are reasonably simulated by a mathematical model.View full abstractDownload PDF (489K) -
MICHIYA KIMURA, MEIJI KAWATA, TAKUJI SAWAYA1976 Volume 24 Issue 9 Pages 2258-2261
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSMetal-free autoxidation of cholesterol (I) was examined at 70°for twenty hours in an aqueous colloidal dispersion which was made by sodium cholesteryl sulfate as a solubilizer and entirely freed of organic solvent. The products isolated and/or identified were cholest-5-ene-3β, 7α-diol (II), cholest-5-ene-3β, 7β-diol (III) (16.7% as the diols), 5α-cholestane-3β, 5, 6β-triol (IV ; 8.3%), 3β-hydroxycholest-5-en-7-one (V ; 14.5%), cholesta-3, 5-dien-7-one (VI ; 5.2%), and the unidentified compounds A (3.0%), B (1.4%), and C (0.7%) as shown in Table I. Autoxidation of I was also observed in the colloidal systems dispersed by four kinds of solubilizer, sodium stearate, sodium taurocholate, sodium cholesteryl hemisuccinate, and the sulfate as shown in Fig. 1. Effects of the detergent in higher concentration were noticeable in the hemisuccinate dispersions.View full abstractDownload PDF (574K) -
MASACHIKA IRIE1976 Volume 24 Issue 9 Pages 2262-2265
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSRibonuclease T1 modified with diazonium-1-(H)-tetrazole (DHT-RNase T1) reported by Kasai has been known to be inactive towards RNA, but active towards guanylyl (3'→5')-cytidine (GpC). In order to explain this peculiar phenomenon, a couple of experiments were performed. DHT-RNase T1 is almost inactive towards poly G and poly C as well as RNA, but active against GpCpC. Michaelis constants of DHT-RNase T1 for GpC was about twice as large as that of native RNase T1. Although Ki value for 2', (3')-GMP of DHT-RNase T1 was about 4 times as large as that of native RNase T1, that of (Cp)3Gp for DHT-RNase T1 was more than 60 times larger than that for the native enzyme. From the results described above, it was suggested that a peculiar nature of DHT-RNase T1 towards RNA was probably due to the unfavorable effect of the modification on the binding of guanylic acid residue having polynucleotide at 5'-OH side.View full abstractDownload PDF (543K) -
KUNIO TAKADA, JOJU HAGINIWA, ISAMU MURAKOSHI1976 Volume 24 Issue 9 Pages 2265-2266
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSCycl [3, 2, 2] azine (III) was synthesized from II by Pd-C dehydrogenation.View full abstractDownload PDF (329K) -
HIROSHI KOGA, MASAAKI HIROBE, TOSHIHIKO OKAMOTO1976 Volume 24 Issue 9 Pages 2267-2269
Published: September 25, 1976
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS2-Amino-1, 3-dimethylindazolium mesitylenesulfonate (I) was allowed to react with a large excess of acetic anhydride in the presence of anhydrous sodium acetate to give the unexpected rearrangement products, 3-acetoxymethyl-1-methylindazole (IV), 3-acetylaminomethyl-1-methylindazole (V) and the deaminated product, 1, 3-dimethylindazole (II), and the desired product, pyrazolo [2, 3-b] indazole derivative (III), could not be obtained. Likewise, the same reactions of 2-amino-1, 3, 5-trimethylpyrazolium mesitylenesulfonate (VII) and 2-amino-1, 3, 4, 5-tetramethylpyrazolium mesitylenesulfonate (VIII) gave the rearrangement products, 5-acetoxymethyl-1, 3-dimethylpyrazole (IX) and 5-acetoxymethyl-1, 3, 4-trimethylpyrazole (X), respectively. This is the first example of a rearrangement reaction of aromatic amine N-imine with acid anhydride. The desired product (III) was obtained by the reaction of 2-amino-1-methylindazolium mesitylenesulfonate (XIV) with acetylacetone in the presence of triethylamine, followed by oxidation with lead tetraacetate.View full abstractDownload PDF (428K)