All issues
Volume 22, Issue 10
Displaying 1-50 of 51 articles from this issue
-
TOZO FUJII, FUMIKO TANAKA, KAZUYO MOHRI, TAISUKE ITAYA1974 Volume 22 Issue 10 Pages 2211-2216
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSOxidation of N, 9-dimethyladenine (IIIa) with m-chloroperbenzoic acid in ethanol or 30% aqueous hydrogen peroxide in acetic acid produced the 1-N-oxide (VIII). N-Oxide VIII underwent methylation at the oxygen atom when treated with methyl iodide in N, N-dimethylacetamide, giving 1-methoxy-N, 9-dimethyladenine hydriodide (IX·HI) in 89% yield. The Dimroth rearrangement of IX to N-methoxy-1, 9-dimethyladenine (XI) was readily effected by treating the free base (IX) with boiling water under mildly alkaline conditions. On the other hand, treatment of IX with water at room temperature furnished the ring-opened intermediate (X), which recyclized in boiling water to XI with the formation of a trace of the reversion product (IX). On treatment with 0.2N hydrochloric acid at room temperature, intermediate X gave both XI (62% yield) and IX (13% yield as the perchlorate). Catalytic hydrogenolysis of XI to 1, 9-dimethyladenine (Ia) (71% yield as the perchlorate), effected with hydrogen and Raney nickel catalyst, completed the reaction sequence which made possible a reverse Dimroth rearrangement of IIIa to Ia.View full abstractDownload PDF (821K) -
YASUNORI MORIMOTO, RYOHEI HORI, TAKAICHI ARITA1974 Volume 22 Issue 10 Pages 2217-2222
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe solubility of antipyrine derivatives has been determined in water and several organic solvents. Aminopyrine and isopropylantipyrine exhibited a solubility minimum near 25° and 15°, respectively, corresponding to a zero heat of solution. Hildebrand's solubility parameters were assigned to these compounds. The experimental results in benzene and ethylene chloride were compared with the theoretical solubility calculated from the Hildebrand's equation for regular solutions at 25°. Fair agreement was found for aminopyrine and isopropylantipyrine in benzene, but the agreement was not close for antipyrine and 4-aminoantipyrine in benzene and ethylene chloride. These discrepancies are the reflection of specific solute-solvent interaction.View full abstractDownload PDF (666K) -
KIYOSHIGE OCHI, KIYOSHI OKUI1974 Volume 22 Issue 10 Pages 2223-2230
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSynthesis of 5-amino-5-deoxyuronic acid and 5-amino-5-deoxysaccharic acid derivatives from D-glucuronolactone is described. 1, 2-O-Isopropylidene-D-glucofuranurono-6, 3-lactone (I) was oxidized to 5-ulose (II), sodium salt of which was derived to the oxime (IVb). Catalytic hydrogenation of IVb using Adams' catalyst gave crystalline 5-aminated 1, 2-O-isopropylidene-hexuronic acid (V) consisting of D-gluco and L-ido isomers. N-Acetylation of V gave each isomer separated as crystals of 6, 3-lactone. Acid hydrolysis of the isopropylidene group in 5-acylamino-5-deoxy-1, 2-O-isopropylidene-hexofuranurono-6, 3-lactones (VI and VII) gave 5-acylamino-5-deoxy-D-glucofuranurono-6, 3-lactone (VIII) and 5-acylamino-5-deoxy-L-idofuranurono-6, 3-lactone (IX), respectively. Catalytic oxidation of IXa and VIIIa using Adams' catalyst gave 5-acetamido-5-deoxysaccharo-6, 3-lactones (XI and XII), and gave 5-acetamido-4, 5-dideoxy-L-threo-hex-4-enaro-6, 3-lactone (XIVa) in the presence of sodium hydrogen carbonate. Some derivatives of XIVa were prepared.View full abstractDownload PDF (981K) -
SHOJI KISHIMOTO, TETSUYA AONO, YOSHIAKI ARAKI, ISAO MINAMIDA, KUNIHIRO ...1974 Volume 22 Issue 10 Pages 2231-2241
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn the course of synthetic study of metabolites of a new potent antiinflammatory agent, 6-chloro-5-cyclohexylindan-1-carboxylic acid (TAI-284), 5-(cis-and trans-3'-hydroxy-cyclohexyl) indan-1-carboxylic acids (25 and 26) and 5-(cis- and trans-4'-hydroxycyclohexyl) indan-1-carboxylic acids (17 and 16) were stereoselectively prepared by sodium borohydride reduction (equatorial alcohol formation) and catalytic hydrogenation (axial alcohol formation) of the corresponding 3'-oxo and 4'-oxo compounds (24 and 15), respectively. Chlorination of 25, 26, 17 and 16 with molecular chlorine in acetonitrile gave their 6-chloro derivatives (27, 28, 21 and 20), which were correlated with metabolites of TAI-284. Of these indans, 3'-hydroxy compounds (25-28) were prepared as a pair of racemic diastereoisomers.View full abstractDownload PDF (1238K) -
TOSHIO NAMBARA, YASUHIKO MATSUKI, JUNKO IGARASHI, YOSHIHIKO KAWARADA, ...1974 Volume 22 Issue 10 Pages 2242-2245
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA new estrogen conjugate, 16-epiestriol 16-glucuronide, was separated from human late-pregnancy urine. The structure was definitely characterized by transforming into the 3H-acetate-methyl ester with use of 3H-acetic anhydride, followed by reverse isotope dilution analysis.View full abstractDownload PDF (581K) -
SHUNICHI KISAKI, YOSHINORI TOMINAGA, YOSHIRO MATSUDA, GORO KOBAYASHI1974 Volume 22 Issue 10 Pages 2246-2251
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReaction of methyl 2-cyano-3-(2-substituted indol-3-yl) thio-3-methylthioacrylates (III) with various nucleophilic reagents (amines, active methylene compounds) resulted in the formation of products by substitution of the methylthio or the indolylthio group. Treatment of these compounds (III, IVa, IVd) with 10% hydrochloric acid gave thieno-[3, 2-b] indole derivatives 3-methoxycarbonyl-2-methylthiotbieno [3, 2-b] indole, 2-benzyl-amino-3-methoxycarbonylthieno [3, 2-b] indole, 3-carbamoyl-2-(methylthio) thieno [3, 2-b]-indole.View full abstractDownload PDF (676K) -
KENSAKU KINOSHITA, KAZUO YAYANAGI, TAKESHI FUJITA, KIYOMI YAMATSU1974 Volume 22 Issue 10 Pages 2252-2257
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe metabolic fate of 57Co-labeled methylcobalamin (57Co-CH3-B12) at various doses (5, 50 and 500 μg/kg/day) after consecutive, intraperitoneal administration within 7 days to rats, of which the right sciatic nerve was degenerated by crushing, was studied. The uptake of radioactivity by sciatic nerve in both sides was increased with time and doses but the radioactivities in sciatic nerve and muscles innervated by this nerve such as musculus gastrocnemius were significantly higher in crushed side than in intact one at all doses investigated. The distribution of radioactivity in tissues other than nerve and muscles was also increased with time and doses. The highest uptake was observed in kidney, followed by adrenal gland, pancreas and liver and the lowest in brain and testis. The urinary excretion of radioactivity in each dosage within 24 hr after every administration of 57Co-CH3-B12 was found to be nearly constant at each dose during 7 days, namely, about 25, 70 and 75%/day at 5, 50 and 500 μg/kg/day, respectively.View full abstractDownload PDF (763K) -
YOSHIO UENO, MICHIKO NAKAJIMA1974 Volume 22 Issue 10 Pages 2258-2262
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS(-) Luteoskyrin and (+) rugulosin, anthraquinoid pigments produced by Penicillium islandicum, P. rugulosum and other species are hepatotoxic and carcinogenic in mice and rats. The activity of these mycotoxins was investigated in a respiratory-deficient mutation system of yeast Saccharomyces cerevisiae. The yeast cells were treated with several concentration of mycotoxins and the colonies produced after treatment were tested for their ability to reduce 2, 3, 5-triphenyltetrazolium chloride to its red formazan or to reduce a staining by trypanblue. Yeast cells in exponential phase of growth were more sensitive to the cytotoxic and mutagenic effects of rugulosin than cells in stationary phase of growth. Luteoskyrin in concentration from 10-4M to 10-5M and rugulosin in concentration from 10-3M to 10-4M induced a high frequency of mutation and the exposure of mycotoxins to ultraviolet or magnesium ion reduced their ability for mutagenicity.View full abstractDownload PDF (642K) -
KIYOSHI TAKIURA, HIDETAKA YUKI, YOSHIHIKO OKAMOTO, HITOSHI TAKAI, SUSU ...1974 Volume 22 Issue 10 Pages 2263-2269
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDigitoxigenin oligosaccharides of the 1, 6-β-linked D-glucose series and 1, 4-β-linked D-digitoxose series were obtained by the Konigs-Knorr condensation of digitoxigenin with gentio oligosaccharides and by the partial hydrolysis of digitoxin, followed by chromatographic fractionation of products, respectively. Cardiac activity as well as toxicity increased and decreased with the increasing number of unit monosaccharides for glycosides of the D-glucose and the D-digitoxose series, respectively. There was observed a parallelism between the activity as well as toxicity and the lipophilicity of these glycosides.View full abstractDownload PDF (912K) -
SHOJI KOJIMA, RITSUKO TANAKA1974 Volume 22 Issue 10 Pages 2270-2275
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effect of fasting on the oral absorption and excretion of sodium salicylate and aspirin was studied in rabbits. The attainment of the maximum blood levels of those drugs in the fasted rabbits was somewhat slower than in the nonfasted rabbits. However, the extents of absorption of those drugs were the same in the fasted rabbits as in the nonfasted rabbits. The elimination rates of sodium salicylate and aspirin in the nonfasted rabbits were markedly enhanced by the increase in the urine pH owing to the food, resulting in the decrease in the blood levels of those drugs in the nonfasted rabbits. Also, the absorption rate constant for sodium salicylate in the nonfasted rabbits, in which the elimination rate constant was almost the same with that in the fasted rabbits, was significantly greater than that in the fasted rabbits. The percent of sodium salicylate remaining in the stomach after oral administration of the drug was significantly greater in the fasted rabbits. Therefore, it is concluded that the rates of stomach emptying of sodium salicylate and aspirin in the fasted rabbit are much slower than in the nonfasted rabbit, resulting in a decrease in the gastrointestinal absorption of those drugs.View full abstractDownload PDF (729K) -
TAKASHI TSUCHIYA, MASATO HASEBE, HEIHACHIRO ARAI, HIROSHI IGETA1974 Volume 22 Issue 10 Pages 2276-2282
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIrradiation of 3 (2H)-pyridazinone (1a-f) in methanol afforded 1-amino-5-methoxy-Δ3-pyrrolin-2-one (2) and 1-methyleneimino-5-methoxy-Δ3-pyrrolin-2-one (3) by novel type ring contraction. Irradiation of them in EtOH or in the presence of Et2NH gave 5-ethoxy- or 5-diethylaminopyrrolinone, respectively. Similarly, N-methyl-3 (2H)-pyridazinone (7) gave N-methylamino-pyrrolinone (8). Some reactions of these compounds were carried out and the mechanism of the photochemical ring contraction was also discussed.View full abstractDownload PDF (758K) -
TOSHIKAZU MIYAGISHIMA, TOTARO YAMAGUCHI, KIMIO UMINO1974 Volume 22 Issue 10 Pages 2283-2287
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSN-Substituted N-thioformylhydroxylamine derivatives represented by the general formula [chemical formula] (I) were synthesized and examined for antimicrobial activities. The synthesis was performed by the replacement of the carbonyl in an appropriate N-sub-stituted N-formylhydroxylamine with sulfur. These compounds were analogues of an antibiotic thioformin (II), N-methyl N-thioformylhydroxylamine, which was isolated as cupric complex (antibiotic YC-73 (III)) from a culture filtrate of Pseudomonas sp. The derivatives synthesized showed broad antimicrobial activities in vitro similar to that of the original antibiotic, particularly against gram-positive bacteria.View full abstractDownload PDF (624K) -
TOSHIKAZU MIYAGISHIMA1974 Volume 22 Issue 10 Pages 2288-2293
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe quantitative correlations between the chemical structure and the antibacterial activity against Staphylococcus aureus 209P, Bacillus subtilis PCI-219, Escherichia coli NIHJ and Salmonella typhimurium of 19 N-substituted N-thioformylhydroxylamine derivatives have been studied by Hansch-Fujita's method. These compounds are analogues of an antibiotic thioformin, N-methyl N-thioformylhydroxylamine. The following parameters were used in this study ; Hansch's π and chromatographic Rm values as hydrophobic parameters and pKa value as an electronic parameter. As the result, in the N-substituted N-thioformylhydroxylamine series, the hydrophobic character of the molecule as expressed by π or Rm is closely correlated to the antibacterial activity of these compounds.View full abstractDownload PDF (661K) -
YOSHIHIRO KUMEKAWA, HIDEJI ITOKAWA, MITIITI FUJITA1974 Volume 22 Issue 10 Pages 2294-2300
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe structures of three akebosides Sth, Stj, Stk were elucidated and the structures of five akebosides Stb, Ste, Std, Ste, Str were also suggested. Four (Ste, Stf, Stj, Stk) of them are newly isolated saponins. The chemical structures of akebosides Stk (I), Stj (VIII), Sth (XIII) were established to be 3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl hederagenin 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside, 3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl oleanolic acid 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside, and 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl hederagenin 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside, respectively. Furthermore, saponins of seed, leaf, stem, and root of A. quinata were compared.View full abstractDownload PDF (811K) -
TAKASHI TSUCHIYA, HEIHACHIRO ARAI, MASATO HASEBE, HIROSHI IGETA1974 Volume 22 Issue 10 Pages 2301-2305
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIrradiation of 6-unsubstituted-2-methyl-3 (2H)-pyridazinone 1-oxide (5) in neutral alcohol resulted in the ring contraction to form N-methylamino-isomaleimide (6), γ-lactone of 4-hydroxy-2-pentenoic acid (7), 2-methyl-3, 6-pyridazinedione (8), and the deoxygenated parent pyridazinone (9). The 6-substituted 1-oxide (5) afforded 7 and 9 alone. On the other hand, in the case of irradiation in alcohol containing HCI, the 6-unsubstituted compound (5) afforded 6-chloro-2-methyl-3 (2H)-pyridazinone (14), derived by chlorination at the α-position to the N-oxide group. The 6-substituted compound (5) gave 6-chloromethyl-3 (2H)-pyridazinone (15), derived by chlorination at N-CH3 group. The formation mechanism of these compounds is also discussed.View full abstractDownload PDF (656K) -
MASASHI TOMODA, NORIKO SATOH1974 Volume 22 Issue 10 Pages 2306-2310
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSScven oligosaccharides have been isolated from the tuberous roots of Asparagus cochinchinensis MERR. Determination of components, periodate oxidation, methylation, and partial degradation studies provided the evidences that they are neo-kestose and the other six oligosaccharides which possess non-reducing linear structure made up of 2→1 linked β-D-fructofuranose residues having a neo-kestose unit on the end of the molecule.View full abstractDownload PDF (635K) -
AKIO HOSHI, MASAAKI IIGO, KAZUO KURETANI, TADASHI KANAI, MOTONOBU ICHI ...1974 Volume 22 Issue 10 Pages 2311-2317
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe distribution of cyclocytidine was investigated by means of whole-body autoradiographic technique following intravenous injection in mice. Significant difference was found in the distribution pattern of radioactivity between cyclocytidine and other cytidine analogues such as aracytidine. Distribution of cyclocytidine was more localized in some organs than that of aracytidine, and was analogous to that of cytidine and not deoxycytidine. Cyclocytidine and aracytidine disappeared almost completely from the body within 24 hr. These two compounds were scarcely incorporated in acid-insoluble components in tissues within 10 min, whereas cytidine and deoxycytidine was rapidly incorporated into nucleic acids and the latter two compounds retained over 24 hr.View full abstractDownload PDF (1248K) -
MASAO TANIGUCHI, KENJI KOGA, SHUNICHI YAMADA1974 Volume 22 Issue 10 Pages 2318-2323
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSStereoselective synthesis of several D-pentose derivatives from L-glutamic acid without resolution step was performed. Isolation of all possible isomers of methyl 2, 3-anhydro-5-O-benzyl-D-pentofuranosides and their reactions leading to deoxy, amino, and thio derivatives were discussed on the stereochemical ground. Examples in which methoxy group at C1 exhibits more steric hindrance in the reactions than the benzyloxymethyl group at C4 are presented.View full abstractDownload PDF (785K) -
YORISHIGE IMAMURA, KEIKO SHIGEMORI, HISASHI ICHIBAGASE1974 Volume 22 Issue 10 Pages 2324-2328
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS1. Plasma levels of sulfadimethoxine determined by bioassay, namely antibacterial activities, were markedly low in comparison with that of sulfadimethoxine determined by chemical assay in rabbits. 2. The antibacterial activities of sulfadimethoxine in rabbits following intravenous administration of sulfadimethoxine were significantly increased by the concomitant administration of salicylic acid. 3. On the other hand, plasma levels of sulfadimethoxine determined by chemical assay in rabbits following intravenous administration of sulfadimethoxine were decreased by the concomitant administration of salicylic acid. 4. These results suggest that the distribution of sulfadimethoxine from blood to tissues is enhanced by salicylic acid.View full abstractDownload PDF (580K) -
KOKI SHIGENOBU, YUTAKA KASUYA, JUNICHI ISHIKO, HIDEOMI FUKUDA1974 Volume 22 Issue 10 Pages 2329-2336
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe antiarrhythmic and general cardiovascular effects and acute toxicity of N-propyl ajmaline (NPA) and ajmaline (AJM) were studied in the dog, rabbit and mouse. NPA was approximately three to seven times more potent than AJM. In addition, the antiarrhythmic mechanism was investigated electrophysiologically on the isolated guinea pig atria and on the isolated dog ventricular muscle, right bundle branch and Purkinje fibres. Both drugs caused a decrease in the spontaneous beating rate of the atria, a prolongation of the refractory period and a reduction in the conduction velocity in the Purkinje fibres. The results of the study suggest that the actions of both drugs do not substantially differ, although they have quantitative differences.View full abstractDownload PDF (912K) -
ICHITOMO MIWA, KEIKO(INA) IKEDA, YOSHIO SUZUKI, JUN OKUDA, KAZUO MAEDA1974 Volume 22 Issue 10 Pages 2337-2340
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe mutarotase activity in the kidney, liver, serum, and urine of rats with experimental nephrotic syndrome induced by the intravenous injection of rabbit anti-rat kidney serum, was measured by our sensitive assay. It became clear that the mutarotase activity in the liver was almost constant, that in the kidney markedly decreased, and a considerable amount of mutarotase appeared in the serum and urine. It was therefore concluded that some amount of mutarotase in the kidney of rat was surely released into the serum and urine when the animal was suffered from nephrosis.View full abstractDownload PDF (551K) -
SEITARO SAEKI, AYAKO YAMASHITA, YOKO MATSUKURA, MASATOMO HAMANA1974 Volume 22 Issue 10 Pages 2341-2345
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (576K) -
YOSHIHARU MACHIDA, TSUNEJI NAGAI1974 Volume 22 Issue 10 Pages 2346-2351
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIntending to explore useful directly compressible vehicles containing hydroxypropyl cellulose (HPC), investigations were made on the fluidity of the combined powders of HPC with potato starch (PS) and with lactose and then on the hardness and the disintegration property of the directly compressed tablets of these mixtures. The addition of HPC to PS or lactose gave no remarkable effect on the fluidity of the powder. The plot of the hardness of tablet against the concentration of HPC gave a flexional point in PS/HPC mixture, while not in lactose/HPC mixture. A critical disintegration time concentration (c. d. t. c.) of HPC was found for the tablets of both PS/HPC and lactose/HPC mixtures, above which the disintegration time was strikingly prolonged. It was considered from the relationships of tablets between the compressional pressure and such properties as thickness, hardness and disintegration time that a crushing of particles might take place during compression in lactose/HPC mixture, while a rather elastic deformation might take place in PS/HPC mixture. A freeze dried lactose/HPC mixture was considered to be applicable to making troches by direct compression. As a result, it was shown that HPC would be useful as a binder in a tablet making by direct compression combining properly with such disintegrators as PS and lactose.View full abstractDownload PDF (709K) -
RENSUKE GOTO, OSAMU TAMEMASA1974 Volume 22 Issue 10 Pages 2352-2358
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn order to develop a new molecular species of compounds with antibiotical activities by the application of radiation-chemical reaction, a study was made on the alterations of antibiotical activity of chloramphenicol after gamma-irradiation of its aqueous solution. The results suggested that the gamma-irradiation over 6.25×106 R of aqueous chloramphenicol solution resulted in the formation of new substance (s) that had an inhibitory activity of protein biosynthesis in Ehrlich ascites tumor cells, to the same extent as the activity of chloramphenicol before irradiation, although the antibacterial and protein biosynthesis-inhibiting actions on E. coli cells were markedly destroyed by irradiation. Furthermore, when chloramphenicol solution irradiated at a dose of 6.25×105 R was separated into five fractions by Sephadex G-10 gel filtration, some new substances, which were distinctly different from chloramphenicol in both Rf values on thin-layer chromatograms and antibiotical activities, appeared in the fractions 1, 4 and 5. However, the chemical nature of these products have not been characterized till now.View full abstractDownload PDF (761K) -
MASAICHIRO MASUI, KOHJI SUDA, MITSUE INOUE, KEIKO IZUKURA, MASASHIGE Y ...1974 Volume 22 Issue 10 Pages 2359-2364
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn the reaction of 2, 4 (5)-dialkylimidazoles, hydroxymethylated products (II) and dihydropyrazine derivatives (III) were obtained considerable yield in weakly acidic media, but poor yield in weakly basic media. These two reaction products (II) and (III) would be formed competitively.View full abstractDownload PDF (641K) -
MASAYUKI ONDA, KUMIKO YUASA, JUNKO OKADA1974 Volume 22 Issue 10 Pages 2365-2371
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAn analogue of corynoline, trans-11-hydroxy-10b-methyl-cis-4b, 5, 6, 10b, 11, 12-hexahydrochelerythrine, is stereoselectively synthesized from the ψ-cyanide 7 which has been derived from berberine chloride. This synthetic procedure is also connected with α-allo-cryptopine by its transformation to berberine chloride.View full abstractDownload PDF (825K) -
KUNIO KAWAI, SHIGEO BABA1974 Volume 22 Issue 10 Pages 2372-2376
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIsotope effect which is among problems on the applicability of a drug labeled with deuterium on the benzene ring to the metabolic studies in man was investigated. l-Ephedrine [α-14C, arom. -2H5] or l-ephedrine [α-14C] was subcutaneously injected to rats and rabbits, and the urine excreted during 24 hr after dosing was submitted to the inverse isotope dilution analysis. The urinary excretion of 14C activity in rats or rabbits given the deuterio-compound was not significantly different from that given the protio-compound. No significant difference was observed in the amount of main urinary metabolites (in rabbits, 1-phenyl-1, 2-propanediol and hippuric acid, and in rats, p-hydroxyephedrine) between the deuterio-and the (proti-odrug) except the amount of unchanged ephedrine which was excreted more by rats receiving deuterated ephedrine. The increased excretion of unchanged ephedrine after dosing of the deuterated compound did not seem to be due to deuterium-isotope effect by another experiment using a mixture of l-ephedrine-[α-14C, arom. -2H5] and l-ephedrine [arom. U-3H1].View full abstractDownload PDF (594K) -
TOHRU UEDA, KAZUNOBU MIURA, MASAOKI IMAZAWA, KEIKO ODAJIMA1974 Volume 22 Issue 10 Pages 2377-2382
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTreatment of cytidine with liquid hydrogen sulfide-pyridine afforded 4-thiouridine in an excellent yield. Similar treatment of sodium cytidine 5'-phosphate, cytidine 5'-diphosphate (CDP), cytidine 5'-triphosphate (CTP), and CDP-choline afforded the respective 4-thiouridine phosphates. In the case of CDP and CTP the hydrolytic cleavage of pyrophosphate linkage was noticed. Several cytidine derivatives such as arabinofuranosylcytosine, 3-methylcytidine, and 2-thiocytidine also underwent sulfhydrolysis affording respective 4-thio derivatives. The present method seemed to be the most versatile procedure for the synthesis of-4 thiouracil nucleosides and nucleotides.View full abstractDownload PDF (746K) -
YOSHISUKE TSUDA, TAKEHIRO SANO, AKIRA MORIMOTO, MINORU HATANAKA, YASUO ...1974 Volume 22 Issue 10 Pages 2383-2395
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe structures of triterpenoid-triols, serratriol, 21-episerratriol, and lycoclavanol, isolated from Lycopodium plants, were established as serrat-14-en-3β, 21α, 24-triol (3), serrat-14-en-3β, 21β, 24-triol (36), and serrat-14-en-3α, 21β, 24-triol (22), respectively. The fourth possible stereoisomeric triol, serrat-14-en-3α, 21α, 24-triol (43), was prepared from lycoclavanol. New method of acetonide formation of 1, 3-glycol was reported.View full abstractDownload PDF (1455K) -
YOSHISUKE TSUDA, TAKEHIRO SANO, KIMIAKI ISOBE, MUNEYO MIYAUCHI1974 Volume 22 Issue 10 Pages 2396-2401
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTriterpenoid glycols carrying hydroxy-groups at C3 and at one of 4, 4-dimethyl groups were converted to the corresponding acetonides (A-D), whose characterization by nuclear magnetic resonance spectroscopy were discussed in connection with their stereochemical properties, and a reliable method to determine their stereochemistry was presented. The stabilities of these acetonides to hydrolytic cleavage were also discussed. The conformation of the monoacetonide (16) derived from platicodigenin was suggested to be as 16b.View full abstractDownload PDF (678K) -
JUTARO OKADA, SHUSHI MORITA, YOSHIHISA MIWA1974 Volume 22 Issue 10 Pages 2402-2406
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe kinetics of heterogeneous vapor-phase ammoxidation of lutidine isomers was studied over a Cr2O3-Al2O3 catalyst in a flow system. The reaction was carried out at atmospheric pressure and at a temperature of 360°. 3-Cyano-5-methylpyridine, 4-cyano-3-methylpyridine, 2-cyano-6-methylpyridine, 2-cyano-5-methylpyridine and 2-cyano-3-methylpyridine were produced selectively at low conversion from 3, 5-lutidine, 3, 4-lutidine, 2, 6-lutidine, 2, 5-lutidine and 2, 3-lutidine respectively. 2-Cyano-4-methylpyridine and 4-cyano-2-methylpyridine were produced in same amounts from 2, 4-lutidine. The reaction rate depended on the partial pressure of lutidine and oxygen. Experimental rate data were well interpreted by Langmuir-Hinshelwood mechanism, where the rate determining step was the surface reaction between adsorbed lutidine molecules and adsorbed oxygen molecules.View full abstractDownload PDF (582K) -
SYUICHI SANADA, NORIKO KONDO, JUNZO SHOJI, OSAMU TANAKA, SHOJI SHIBATA1974 Volume 22 Issue 10 Pages 2407-2412
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSGinsenoside-Re, -Rf and -Rg2, the saponins of Ginseng root (root of Panax ginseng C. A. MEYER) were isolated. The structures of these saponins were established as being 20S-protopanaxatriol-6-[O-α-L-rhamnopyranosyl (1→2)-β-D-glucopyranoside]-20-O-β-D-glucopyranoside (II), 20S-protopanaxatriol-6-O-β-D-glucopyranosyl (1→2)-β-D-glucopyranoside (III) and 20S-protopanaxatriol-6-O-α-L-rhamnopyranosyl (1→2)-β-D-glucopyranoside-(IV), respectively.View full abstractDownload PDF (672K) -
TOSHIO KINOSHITA, FUMIO IINUMA, AKIO TSUJI1974 Volume 22 Issue 10 Pages 2413-2420
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe fluorescence of dansyl amino acids and dansyl proteins in aqueous media was found to be greatly enhanced by addition of cycloheptaamylose. This finding was successfully applied for improvement of the assay procedure of amino acids and proteins. Dansyl amino acids of 50 picomoles per ml in final concentration was estimated. Interaction of cycloheptaamylose with dansyl amino acids was thermodynamically studied. The entropies and the enthalpies were found to vary with polarities of the dansyl amino acid.View full abstractDownload PDF (828K) -
TOSHIO KINOSHITA, FUMIO IINUMA, AKIO TSUJI1974 Volume 22 Issue 10 Pages 2421-2426
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA complex between cycloheptaamylose and dansyl chloride was prepared and the product (CDC) was applied to the fluorescent labeling of proteins in aqueous media. Excellent degree of labeling was achieved without using any organic solvent. CDC was found to be moderately soluble in the presence of excess cycloheptaamylose and highly soluble in the presence of urea in aqueous solution. CDC-cycloheptaamylose system was successfully applied to the fluorescent labeling of rat liver plasma membrane. CDC in urea solution provided dansylation method for proteins in a homogeneous system. Rapid dansylation was observed in all the methods described.View full abstractDownload PDF (690K) -
TOMOKO SHOMURA, KOSHIRO UMEMURA1974 Volume 22 Issue 10 Pages 2427-2433
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe absorption studies by means of rat ligated loop technique indicated that this antibiotic was absorbed from the intestine most efficiently in the from of unaltered SF-837, in contrast to the low absorption of the metabolites. Most of the absorption occurred in the middle of small intestine of the rat where SF-837 was remarkably changed into M1. The metabolic pathway of this antibiotic was established as SF-837→M1→M2 from the urinary and biliary excretion study. The biliary to urinary excretion ratio of this antibiotic increased with decreasing dosage, as evidence by the infusion study. From comparative studies on portal and femoral vein infusion than the femoral vein infusion. This difference was in particular remarkable at a low speed of infusion (25-200μg/rat/hr).View full abstractDownload PDF (783K) -
AKIRA TSUJI, TSUKINAKA YAMANA1974 Volume 22 Issue 10 Pages 2434-2443
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAn analytical procedure for the simultaneous determination of hetacillin and ampicillin was developed by use of iodometric titration method. The method is shown to yield accurate results in the analysis of synthetic mixtures of both antibiotics. The hydrolytic behavior of hetacillin at low initial concentration was studied over a wide pH range at 35° and μ=0.5 by the proposed analytical method, the colorimetric determination of acetone and by a thin-layer chromatography. The hydrolysis of hetacillin in the range of pH0-9.5 undergoes to form ampicillin and acetone, while that in high alkaline region above pH 9.5 was found to be relatively complex and to produce simultaneously both ampicillin and epihetacillin. The log k1-pH profile for hetacillin disappearance gave a bell-shaped curve with a maximum rate constant (k1≃2hr-1) near pH6. The activation energies for kf were evaluated to be 23.8 and 16.7 kcal/mole at pH6.60 and pH9.10, respectively. The comparative stabilities of hetacillin and ampicillin depending upon their initial concentrations were also examined at pH6.60 and pH9.10. By means of an analog computer-simulation, a proposed scheme taken into account the concentration dependency of both ampicillin hydrolysis and hetacillin-ampicillin equillibrium was found to be sufficient to interpret the experimental data. Although time for 10% loss in activity (utilization time) for hetacillin is much close to that for ampicillin at 35° because of the rapid conversion to ampicillin, relatively large temperature dependency on kf produced a remarkable prolonged effect on the utilization time for concentrated hetacillin solution at 25°.View full abstractDownload PDF (968K) -
TAMIO NISHIMURA, CHIJI YAMAZAKI, HIROSHIGE TOKU, SHIN YOSHII, KATSUSHI ...1974 Volume 22 Issue 10 Pages 2444-2447
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (551K) -
KAZUO KIGASAWA, KAZUMI OHKUBO, HIROAKI SHIMIZU, TOSHITAKA KOHAGIZAWA, ...1974 Volume 22 Issue 10 Pages 2448-2451
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (559K) -
KIYOSHI TAKIURA, MINORU YAMAMOTO, YOKO MIYAJI, HITOSHI TAKAI, SUSUMU H ...1974 Volume 22 Issue 10 Pages 2451-2454
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (579K) -
TOSHIO NAMBARA, MUNETAKA NOKUBO1974 Volume 22 Issue 10 Pages 2455-2457
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (506K) -
CHIAKI TANI, KIYOSHI TAGAHARA1974 Volume 22 Issue 10 Pages 2457-2459
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (470K) -
OSAMI TSUZUKI, ATSUKO NODA, SADAO IGUCHI1974 Volume 22 Issue 10 Pages 2459-2462
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (563K) -
KENJI SUZUKI, NOBUYOSHI ENDO, REIKO TANI, HIROSHI KIKUCHI1974 Volume 22 Issue 10 Pages 2462-2466
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (807K) -
TOZO FUJII, SATOSHI KAWAKATSU, TAISUKE ITAYA1974 Volume 22 Issue 10 Pages 2466-2469
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (571K) -
TOSHIMITSU UJIIE1974 Volume 22 Issue 10 Pages 2470-2475
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (654K) -
TAKAYOSHI TERUI, TOSHIRO YADOMAE, HARUKI YAMADA, OSAMU HAYASHI, TOSHIO ...1974 Volume 22 Issue 10 Pages 2476-2479
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (461K) -
YASUO OHTSUKA, YOSHIKO MAKOSHI, AKIRA TAHARA1974 Volume 22 Issue 10 Pages 2483-2485
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (416K) -
MIKIO HORI, TADASHI KATAOKA, HIROSHI SHIMIZU1974 Volume 22 Issue 10 Pages 2485-2487
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (398K) -
TATSU KAWANO, EIKO MATSUMURA1974 Volume 22 Issue 10 Pages 2487-2489
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (432K) -
ICHIRO MATUO, SADAO OHKI1974 Volume 22 Issue 10 Pages 2489-2490
Published: October 25, 1974
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (320K)