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Volume 32, Issue 6
Displaying 1-50 of 61 articles from this issue
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KAZUNORI ANZAI, KEIICHIRO HATANO1984 Volume 32 Issue 6 Pages 2067-2072
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe rates of zinc incorporation into four atropisomers of tetra (o-pivalamidophenyl) porphyrin in dimethylformamide have been measured spectrophotometrically under pseudo-firstorder conditions. The anion species of zinc salts used have substantial effects on the kinetics of the porphyrin metallation. When Zn (OAc)2 was used as a metal salt, the values of the first-order rate constant were in the order αβαβ>αααβ≃ααββ>αααα, while when Zn (NO3)2 was used, the order was αααα>αααβ>αβαβ≃ααββ. Two factors, an"electronic factor"and a "steric factor, "were considered to affect the reaction. The electronic factor is dominant in the former case, while the steric factor is dominant in the latter case. On the basis of the zinc concentration dependence and temperature dependence of the rate constants, the difference in order among the atropisomers could be explained by a hypothetical reaction mechanism involving two alternative rate-determining steps.View full abstractDownload PDF (683K) -
MIKIO HONJO, TOKUMI MARUYAMA, YOSHIKAZU WADA, KAZUHIDE KAMIYA1984 Volume 32 Issue 6 Pages 2073-2076
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe title compound, C9H8Br2N2O6, crystallizes as hemihydrate in space group P62 with a=12.612 (1), c=13.431 (1) A, and Z=6. The structure was solved by a combination of the direct and the heavy atom methods and refined to an R value of 0.051. The novel structure having two oxygen bridges between the base and the sugar was confirmed by the analysis. The base is oriented anti with respect to the sugar with torsional angles C (6)-N (1)-C (1')-O (1')=57.2°and C (6)-N (1)-C(1')-C(2')=-55.6°, and the sugar ring is in a half-chair form, C(1')-endo-C(2')-exo. The oxygen atom of the water molecule lies on the two-fold axis and three independent hydrogen bonds connect the molecules of nucleoside and water in the crystals.View full abstractDownload PDF (468K) -
TOSHIKAZU MATSUOKA, MINORU SHINADA, FUMIHIRO SUEMATSU, KAZUNOBU HARANO ...1984 Volume 32 Issue 6 Pages 2077-2090
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe 1, 3-dipolar cycloaddition reactivity of pyridine N-oxides to phenyl isocyanate was calculated by the MINDO/3 MO method using the perturbation equation derived by Klopman and Salem. The calculation did not predict the low reactivity of acceptor substituted pyridine N-oxides. On the basis of the calculation data, the general 1, 3-dipolar cycloaddition reactivity of pyridine N-oxides towards various phenyl isocyanates is discussed in terms of the concept of cyclic conjugation. The aromaticity of the pyridine N-oxide may play an important role in determination of the reactivity. In connection with the cycloaddition, the 1, 5-sigmatropic rearrangement of the primary cycloadducts and the pyrolytic reaction behavior of the 2, 3-dihydropyridine derivatives formed by a 1, 5-sigmatropic shift from the primary adducts are discussed on the basis of the MINDO/3 calculation data.View full abstractDownload PDF (1144K) -
SULAN HSIU, HITOSHI TAKAI, YOSHIO SASAKI1984 Volume 32 Issue 6 Pages 2091-2099
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSubstituent effects on the 13C and 1H nuclear magnetic resonance (NMR) chemical shifts of aliphatic compounds have been studied, A good agreement was found between chemical shifts in the gas phase and those in CCl4 solution. Regression analyses of 13C and 1H chemical shifts in CCl4 solution and in the gas phase were carried out by using σi, σS°and σS°MA as descriptors for α-substituted butane and propane derivatives. Linear combinations of σi, σ+S° and/or (σ+S°)2, where the superscript"+"indicates an electron-donating substituent, are necessary for all 13C and α-1H chemical shifts of propane derivatives, but those of the β-and γ-positions are correlated with σi, Except for the β-position signals, a term expressed as σS°MA is needed to take account of the magnetic anisotropic effect of Cl, Br, I and CN groups on the 13C and 1H chemical shifts.View full abstractDownload PDF (690K) -
MICHIAKI TOMINAGA, EIYU YO, HIDENORI OGAWA, SHUJI YAMASHITA, YOUICHI Y ...1984 Volume 32 Issue 6 Pages 2100-2110
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSMany (1-piperazinyl)-2 (1H)-quinolinone derivatives were synthesized and examined for positive inotropic activities on the canine heart. Among them, 3, 4-dihydro-6-[4-(3, 4-dimethoxybenzoyl)-1-piperazinyl]-2 (1H)-quinolinone (XVIIb-1) was found to have a very potent activity.View full abstractDownload PDF (998K) -
TENJI KONISHI, SHIU KIYOSAWA, JUNZO SHOJI1984 Volume 32 Issue 6 Pages 2111-2116
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFrom the reddish reaction mixture of 3, 26-dimethoxy-furost-5, 20-diene (ψ-diosgenin dimethyl ether, 2) with Ehrlich reagent, a colorless condensation product was isolated and characterized as 3, 26-dimethoxy-23-(p-dimethylaminobenzylidenyl)-furost-5, 20-diene (3). However, a coexisting red product could not be isolated because of its instability. On treatment with dried hydrogen chloride or conc. hydrochloric acid, the colorless chloroform solution of 3 readily changed into a reddish solution, which was reversibly decolorized on addition of 3% ammonia-chloroform solution. Based on ultraviolet and carbon-13 nuclear magnetic resonance spectral analysis, the coloration mechanism of 2 with Ehrlich reagent has been inferred to be as follows. The reaction is initiated by condensation between p-dimethylaminobenzaldehyde and 2 to form 3, followed by protonation to form an iminium cation (3B) under acidic conditions.View full abstractDownload PDF (671K) -
TETSURO FUJITA, RYUJIRO FUJITANI, YOSHIO TAKEDA, YOSHIHISA TAKAISHI, T ...1984 Volume 32 Issue 6 Pages 2117-2125
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe crystal structure of andrographolide (8) was determined and the absoluted configuration at C-14, which was previously undecided, was established as R. Reexamination of the constituents of Andrographis paniculata NEES resulted in the isolation of three new diterpenoids of ent-labdane type, and rographanin, andropanoside, and 14-deoxy-12-methoxy-andrographolide, together with three known compounds, 14-deoxyandrographolide (4), neoandrographolide (5) and andrographolide (8). The structures of the new diterpenoids were determined to be 1, 2, and 3 on the basis of spectral and chemical evidence.View full abstractDownload PDF (909K) -
KUNIHIKO IRIE, AKIHIKO ISHIDA, TOHRU NAKAMURA, TOKURO OHISHI1984 Volume 32 Issue 6 Pages 2126-2139
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSeveral 5-substituted Nb-methoxycarbonyl-L- and -D-tryptophan derivatives were synthesized from proline by a new route involving electrochemical oxidation, as well as by the known procedures. Removal of the Nb-methoxycarbonyl group was accomplished by treatment with Me3SiI in refluxing chloroform, then alkaline hydrolysis of the methyl esters afforded 5-substituted L- and D-tryptophans with high optical purities.View full abstractDownload PDF (1699K) -
JEONGROK YOUM, HITOSHI TAKAI, YOSHIO SASAKI1984 Volume 32 Issue 6 Pages 2140-2145
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS^<13>C Substituent-induced chemical shifts (SCS) of phenyl ring carbons of monosubstituted benzenes and their homologs are well correlated with linear combinations of entropic and enthalpic descriptors, namely (σs°)2, σS°, σi, σπ. The novel substituent entropy constant σS°contributes to SCSipso of an electron-donating group of monosubstituted benzenes and α-substituted toluenes. The effects of magnetic anisotropy in SCS could be represented by σs°.View full abstractDownload PDF (570K) -
SEIICHI MATSUGO, MITSUO SAITO, YOHKO KATO, AKIRA TAKAMIZAWA1984 Volume 32 Issue 6 Pages 2146-2153
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reaction of 2-aryl-5-phenyl-2, 4-dihydro-3H-pyrazol-3-ones (1) with acetone gave 2-aryl-4-(1-methylethylidene)-5-phenyl-2, 4-dihydro-3H-pyrazol-3-ones (2) in nearly quantitative yields, and these products reacted further with acetone in the presence of triethylamine (NEt3) as a catalyst to give 1-aryl-4, 6, 6-trimethyl-3-phenyl-1, 6-dihydropyrano [2, 3-c] pyrazoles (3). Reaction of 3 with dimethyl acetylenedicarboxylate (DMAD) or diethyl acetylenedicarboxylate (DEAD) in dimethylformamide (DMF) at reflux gave 1-aryl-4-methyl-3-phenyl-1H-indazole-6, 7-dicarboxylate (7) in high yields. Thus, a new and convenient route for the synthesis of highly substituted 1H-indazoles has been developed.View full abstractDownload PDF (761K) -
SEITARO SAEKI, TAKAAKI HAYASHI, MASATOMO HAMANA1984 Volume 32 Issue 6 Pages 2154-2159
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe pseudo-Gomberg reaction of 1-substituted pyrrole derivatives with substituted anilines was examined. Pyrrole derivatives with electron-attracting groups at the 1-position, i.e., ethoxycarbonyl, methanesulfonyl, and benzoyl groups, were found to react smoothly with nitroaniline, chloroaniline and aniline. In each case, 2-arylated pyrrole derivatives were obtained in good or moderate yields.View full abstractDownload PDF (529K) -
KENICHI OZAKI, YOSHIHISA YAMADA, TOYONARI OINE1984 Volume 32 Issue 6 Pages 2160-2164
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo novel ring systems, 12-methyl-6H-isoquino [2, 1-a] quinazolin-6-one (2) and 6-methyl-13H-quinazolino [3, 4-a] quinazolin-13-one (3a), were synthesized. Reaction of 3-methylisocoumarin (4) with 2-cyanoaniline gave 2-(2-cyanophenyl)-3-methylisocarbostyril (5), which was converted to 2-(2-carbamoylphenyl)-3-methylisocarbostyril (6) by treatment with alkaline hydrogen peroxide. The cyclization of 6 with boron trifluoride etherate afforded 2. Compound 3a was prepared by the reaction of 2-methyl-4H-3, 1-benzoxazin-4-one (8a) with 2-cyanoaniline in one step. Some derivatives (3b-g) were also prepared by this method. The reaction mechanism is discussed.View full abstractDownload PDF (608K) -
TAKUO OKUDA, TAKASHI YOSHIDA, MASAAKI KUWAHARA, M.USMAN MEMON, TETSURO ...1984 Volume 32 Issue 6 Pages 2165-2173
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSFour new ellagitannins, potentillin (1), agrimoniin (2), and agrimonic acids A (3) and B (4), have been isolated from the roots of Agrimonia japonica (MIQ.) KOIDZ., and their structures, with an α-glucosidic linkage, were elucidated on the basis of spectral and chemical evidence. Potentillin (1) and agrimoniin (2) have also been isolated from Potentilla kleiniana WIGHT et ARNOTT.View full abstractDownload PDF (986K) -
TAKEHISA KUNIEDA, TSUNEHIKO HIGUCHI, YOSHIHIRO ABE, MASAAKI HIROBE1984 Volume 32 Issue 6 Pages 2174-2181
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSHighly preservable amino protecting reagents derived from the 2-oxazolone moiety as a common activating mediator have been developed. 3-Alkoxycarbonyl-2-oxazolones serve as easily handled reagents for amino protection, including tert-butoxycarbonylation, benzyloxycarbonylation, p-methoxybenzyloxycarbonylation, methoxycarbonylation and ethoxycarbonylation. For example, high yield N-protection of α-amino acids has been smoothly performed by the use of 3-tert-butoxycarbonyl [Boc-Ox] and 3-benzyloxycarbonyl-2-oxazolones [Cbz-Ox] in aqueous solution at room temperature. A series of homopolymers, poly (3-alkoxycarbonyl-2-oxazolone), is readily obtainable by radical-initiated chain reaction of the corresponding 4, 5-unsubstituted oxazolone monomers (except for the tert-butoxy derivative, which failed to give polymeric compounds), and these were successfully used for amino protection as well. Use of the polymer reagents greatly simplifies the purification procedure, though a longer reaction time is required.View full abstractDownload PDF (820K) -
MASASHI TOMODA, NORIKO SHIMIZU, KAZUYO SHIMADA, RYOKO GONDA, HARUMI SA ...1984 Volume 32 Issue 6 Pages 2182-2186
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe O-acetyl groups in Plantago-mucilage A, the representative mucous polysaccharide isolated from the seeds of Plantago major L. var. asiatica DECAISNE (=Plantago asiatica L.), were located at position 2 of about one-fourth of L-arabinofuranosyl residues, about two-fifths of the terminal D-xylopyranosyl residues, and about one-ninth of the non-terminal D-xylopyranosyl residues. Reinvestigation of earlier methylation analysis results, showed that the mucilage possesses a main chain composed of β-1→4-linked D-xylopyranose residues having other β-D-xylopyranose units and branches composed of O-α-(D-glucopyranosyluronic acid)-(1→3)-α-L-arabinofuranose and of O-α-(D-galactopyranosyluronic acid)-(1→3)-α-L-arabinofuranose at position 3 as side chains.View full abstractDownload PDF (663K) -
KAZUKI SAITO, TSUTOMU HIGASHIJIMA, TATSUO MIYAZAWA, MITSUHIRO WAKIMASU ...1984 Volume 32 Issue 6 Pages 2187-2193
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe 4-methoxy-2, 3, 6-trimethylbenzenesulfonyl (Mtr) group was introduced for protection of the ε-amino function of lysine and its acid lability was examined. The cleavage of Lys (Mtr) was accelerated by addition of methyl sulfide, as a second scavenger, to methanesulfonic acidcontaining trifluoroacetic acid-thioanisole. In order to examine the usefulness of the new cleaving system with methyl sulfide, a wasp venom peptide, mastoparan, was synthesized. This system was found to give a highly pure product in good yield.View full abstractDownload PDF (804K) -
AKIYOSHI KAWAI, HIROSHI AKIMOTO, NAOTO HASHIMOTO, HIROAKI NOMURA1984 Volume 32 Issue 6 Pages 2194-2199
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS4, 5-Deoxymaytansinoids, e.g., 4, 5-deoxyansamitocin P-3 (VI) and 4, 5-deoxymaytansine (VII), were synthesized a) by conversion of maytansinol into 4, 5-deoxymaytansinol (V), followed by acylation using active esters of appropriate carboxylic acids, and b) by direct deoxygenation of the parent maytansinoids. Chromatographic and spectral analyses proved that conformational isomerism exists among these 4, 5-deoxymaytansinoids. Compounds VI and VII showed biological activities characteristic of maytansine ; thus, the epoxide function in maytansinoids is not essential for their biological properties.View full abstractDownload PDF (722K) -
HISAKAZU MORI, MUTSUKO OKUBO, YOSHIKO OKE, NOBUKO NOGUCHI, MIHO FUKUDA ...1984 Volume 32 Issue 6 Pages 2200-2204
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe carboxylation of nitromethane with carbon dioxide proceeded in the presence of potassium phenoxides in DMF, yielding dipotassium nitroacetate as a precipitate. This reaction proceeded well at 0°C. The substituent effect upon the carboxylation was investigated by using potassium phenoxides with various substituents (p-OCH3, p-CH3, H, p-Cl, m-Cl, p-COCH3, and p-NO2). The reaction was completed in 5 min at 0°C. The maximum yield of carboxylate was obtained when unsubstituted phenoxide was used ; the yield of carboxylate was low when potassium phenoxide with a substituent having a highly negative or highly positive σ value was used. The mechanism of the carboxylation is discussed. The formation of the carboxylate as a precipitate is considered to be an important factor. Methods for the effective transformation of dipotassium nitroacetate to methyl nitroacetate are briefly surveyed.View full abstractDownload PDF (613K) -
SHUN INOKUMA, AKIHIKO SUGIE, KOICHI MORIGUCHI, HIROMI SHIMOMURA, SHIGE ...1984 Volume 32 Issue 6 Pages 2205-2217
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (1431K) -
HAJIME KATAYAMA, YOSHIAKI HIGUCHI, KIMIYOSHI KANEKO1984 Volume 32 Issue 6 Pages 2218-2223
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA competitive Cope rearrangement was observed during Claisen rearrangement of substituted tetrahydroquinolines. It was found that the introduction of an ethyl group onto the methylene of the migrating allylic moiety greatly accelerated the Cope rearrangement. At the same time, replacement of the 1-ethyl-2-propenyl group on the aromatic ring by a 1-propenyl (allyl) group was observed.View full abstractDownload PDF (657K) -
REIKO YODA, YUICHI YAMAMOTO, YOSHIKAZU MATSUSHIMA1984 Volume 32 Issue 6 Pages 2224-2229
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSN, N-Dimethyl-N'-(4-methyl-2-thiazolyl)-S-methylisothiourea (1a) was pyrolyzed at 155°C for 14h. N, N-Dimethyl-N'-(3, 4-dimethyl-4-thiazolin-2-ylidene) thiourea (2a) was identified as a main product. A similar pyrolytic methyl migration from isothiourea-S to thiazole-N was demonstrated in derivatives of N-monomethyl-N'-(2-thiazolyl)-S-methylisothiourea. The results are interpreted in terms of predominant species in an equilibrium between (E) and (Z) forms.View full abstractDownload PDF (503K) -
MIYOJI HANAOKA, CHISATO MUKAI, KAZUYOSHI NAGAMI, KEIKO OKAJIMA, SHINGO ...1984 Volume 32 Issue 6 Pages 2230-2240
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIrradiation of berberinephenolbetaine (12a) and its 8-alkyl derivatives (12b-e) readily effected valence isomerization to afford the corresponding novel 8, 14-cycloberbines (13a-e) in high yields. On treatment with ethyl chloroformate, the 8, 14-cycloberbines (13a, 13b, and 13c) were efficiently converted to the spirobenzylisoquinolines (14, 15, and 16-18, respectively) via regioselective C8-N bond cleavage. The 8, 14-cycloberbine (13a), on treatment with methyl iodide, provided the benzindenoazepine (21) through regioselective C14-N bond cleavage, whereas 8-methyl- and 8-ethyl-8, 14-cycloberbine (13b and 13c) gave 8-methylidene- and (Z)-8-ethylidenespirobenzylisoquinoline (22 and 23), respectively. Irradiation of 8-methoxyberberinephenolbetaine (26) directly afforded the spirobenzylisoquinoline (31) having a ketone and a ketal on the five-membered ring. The product (31) was converted easily to a variety of spirobenzylisoquinolines such as the diketone (36), the hydroxy-ketal (38), and the keto-alcohol derivatives (41 and 42) in excellent yields.View full abstractDownload PDF (1199K) -
FUMIO SAKAMOTO, SHOJI IKEDA, GORO TSUKAMOTO1984 Volume 32 Issue 6 Pages 2241-2248
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS(5-Substituted 2-oxo-1, 3-dioxolen-4-yl) methyl esters were designed as a new type of ampicillin prodrug. These esters were prepared and confirmed to produce higher blood levels of ampicillin than ampicillin trihydrate itself after oral administration to mice. The compounds which produced particularly high blood levels of ampicillin were found to be hydrolyzed readily in blood in vitro. Ampicillin (5-methyl-2-oxo-1, 3-dioxolen-4-yl) methyl ester hydrochloride (KBT-1585) showed the best oral absorbability in mice.View full abstractDownload PDF (824K) -
NAOKI TAKEUCHI, TOSHIO KASAMA, RIKA IKEDA, KAZUE SHIMIZU, KUMIKO HATAK ...1984 Volume 32 Issue 6 Pages 2249-2261
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe hexahydro-4-hydroxy-1-benzofuran-2-ones 3a, 4a, and 5a (related to the 6β-hydroxyeremophilenolides 1 and 2, which show anti-histaminic and anti-allergic activities) were synthesized from dimedone through the compounds 18a, 23a, and 24a, followed by dehydration reactions. Pharmacological investigations of 3a, 4a, 5a, 18a, 23a, and 24a showed that compounds 4a and 5a have anti-histaminic activity and cause marked inhibition in the Schultz-Dale reaction.View full abstractDownload PDF (1311K) -
YOSHIKAZU MATSUSHIMA, SADAHIRO MORI, YOSHIHARU KARUBE, SETSURO SUGATA, ...1984 Volume 32 Issue 6 Pages 2262-2266
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS^<99m>Tc labeled N-pyridoxylidenehydrazine-N', N'-diacetic acid and related hydrazones were evaluated as hepatobiliary imaging agents. Hydrazones used in the study were N-pyridoxylidenehydrazine-N', N'-diacetic acid (PLHzDA), N-(3-hydroxy-4-pyridylmethylene) hydrazine-N', N'-diacetic acid (FHPHzDA), N-(4-pyridylmethylene) hydrazine-N', N'-diacetic acid (INHzDA), and N-pyridoxylidene-N', N'-dimethylhydrazine (PLDMHz). The hydrazones were labeled with 99mTc by the SnCl2 method and the 99mTc labeling was examined by thin-layer chromatography and high-performance liquid chromatography. 99mTc labeled hydrazones were administered to golden hamsters, and the distribution indicated that clearance occurred through the hepatobiliary system. Scintigraphic studies in rabbits indicated that 99mTc-labeled PLHzDA and FHPHzDA are useful hepatobiliary radiotracers.View full abstractDownload PDF (575K) -
TAKASHI SOHDA, KANJI MEGURO, YUTAKA KAWAMATSU1984 Volume 32 Issue 6 Pages 2267-2278
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSCompounds 2-9 possessing a hydroxy or an oxo moiety on the cyclohexane ring of 5-[4-(1-methylcyclohexylmethoxy) benzyl]-2, 4-thiazolidinedione (1, ciglitazone) were synthesized to clarify the structure of the metabolites of 1 and for studies of their pharmacological properties. Of the metabolites identified, 5-[4-(t-3-hydroxy-1-methyl-r-1-cyclohexylmethoxy) benzyl]-2, 4-thiazolidinedione (7) exhibited extremely potent antidiabetic activity compared to 1. Stereoselective syntheses of 3- or 4-hydroxy-1-methylcyclohexanecarboxylic acids required for the preparation of 3'- or 4'-hydroxylated compounds (6, 7 or 3, 4, respectively) are described.View full abstractDownload PDF (1203K) -
TAKESHI KATO, HARUMITSU ISHII, KIYOHISA KAWAI, YOICHI SAWA1984 Volume 32 Issue 6 Pages 2279-2289
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSN, N-Dimethyl-(6-benzyl-2-cyclohexenyl) methylamine derivatives (I) were prepared by dehydrochlorination of the 1, 2-cis-N, N-dimethyl-(6-benzyl-2-chlorocyclohexyl) methylamines (XII), which were obtained by the reaction of the 1, 2-trans-cyclohexanol derivatives (X) with thionyl chloride. The cyclohexenylmethylamine derivatives and related compounds were examined for analgesic activity by using the phenylquinone writhing method. Some of them, in particular, 1, 6-trans-N, N-dimethyl-(6-benzyl-4, 4-dimethyl-2-cyclohexenyl) methylamine hydrochloride (37) showed pronounced pharmacological activities. Structure-activity relationships are discussed.View full abstractDownload PDF (978K) -
HISAYUKI KANAMORI, IKUNORI SAKAMOTO, MARI MIZUTA, KAZUHISA HASHIMOTO, ...1984 Volume 32 Issue 6 Pages 2290-2295
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe mutagenicity of the extract of Swertiae Herba is attributable to its xanthone derivatives. Seven active principles were isolated and six of them were identified as methylbellidifolin, methylswertianin, swertianin, bellidifolin, norswertianin and desmethylbellidifolin, all of which have already been isolated from this plant. The seventh mutagenic compound, a new xanthone derivative formulated as 5, 8-dimethylbellidifolin, was also obtained from methylbellidifolin by methylation with diazomethane as a minor product. The structure-mutagenicity relationship of these compounds, together with some other derivatives, is discussed.View full abstractDownload PDF (662K) -
MUNEKAZU IINUMA, TOSHIYUKI TANAKA, SHIN MATSUURA1984 Volume 32 Issue 6 Pages 2296-2300
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTwo unusual flavones, 5, 5'-dihydroxy-2', 3', 6', 7-tetramethoxyflavone (1) from Gardenia cramerii and 4', 5-dihydroxy-3', 5', 6, 7-tetramethoxyflavone (6) from Artemisia mesatlantia, and their position isomers were synthesized to investigate the structural correlation in terms of spectral data. The structure of the flavone from G. cramerii is discussed.View full abstractDownload PDF (699K) -
KAZUTAKE SHIMADA, SHIGENORI MIZUSAWA, TADASHI OHKUBO, TOSHIO NAMBARA1984 Volume 32 Issue 6 Pages 2301-2306
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe preparation and antigenic properties of etianic acid-[C-17]-and digoxin-[C-12]-bovine serum albumin (BSA) conjugates are described. The antisera raised against the conjugate having an [O-[N-(carboxymethyl) carbamoyl] methyl] oxime bridge at C-12 in rabbits were highly specific to digoxin, exhibiting no significant cross-reactions with digoxigenin, or its bis- and monodigitoxosides. The specificity of antisera elicited is discussed in relation to the coupled position of the hapten with BSA.View full abstractDownload PDF (757K) -
HIROH IKEZAWA, MAKOTO MIZUNO, MAKOTO INOUE, RYO TAGUCHI, HARUKI OGAWA, ...1984 Volume 32 Issue 6 Pages 2307-2315
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe effects of hydroxypyruvaldehyde phenylosazone (1) and its CH3-and Cl-derivatives (2-5) on the osmotic fragility of bovine erythrocytes treated or untreated with sphingomyelinase C of Bacillus cereus were examined by coil planet centrifugation (CPC). These drugs proved to stabilize sphingomyelinase C-untreated erythrocytes as well as erythrocytes which had been treated with the enzyme in the presence of Ca2+ and / or Mg2+ : The peak of hemolysis normally observed in the untreated erythrocytes in the range between 50 and 100mOSM shifted to the range of 40 to 90 mOSM when CPC was performed in the presence of the drugs 1-5, indicating an increase in the osmotic stability of these cells. The bands between 135 and 160 mOSM and between 160 and 200 mOSM which were produced by treatment of the erythrocytes with sphingomyelinase C in the presence of 10mM Ca2+ and / or 10mM Mg2+ disappeared when CPC was carried out in the presence of the drugs. In this case, the peak of the hemolytic band between 50 and 100 mOSM also shifted to the range of lower osmolarity, i.e. between 30 and 80 mOSM or between 40 and 90 mOSM, indicating stabilization of sphingomyelinase C-treated bovine erythrocytes. Observations by scanning electron microscopy showed that the drug-induced deformability of bovine erythrocytes was altered or almost completely destroyed by treatment with sphingomyelinase C of Bacillus cereus.View full abstractDownload PDF (1493K) -
TOSHIAKI KOIZUMI, YASUHIRO YAMANE1984 Volume 32 Issue 6 Pages 2316-2324
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn order to gain a better understanding of the protective mechanism of Na2MoO4 against the acute toxicity of HgCl2 in rats, turnover of 35S-cysteine in the liver and kidney cytosols of rats given HgCl2 (0.03 mmol / kg, once, s.c.) with or without Na2MoO4 pretreatment (1.24 mmol / kg, once a day for 3 days, i.p.) was investigated, together with lactic dehydrogenase (LDH) activity and mercury content in the cytosols. In the liver cytosol, there was no appreciable difference in the radioactivity of 35S-cysteine incorporated into the high molecular weight (HM) fraction at various times between Hg-dosed and Mo-Hg-dosed groups, but that incorporated into the metallothionein-like (MT) fraction was higher in Hg-dosed rats than in Mo-Hg-dosed rats. In the kidney cytosol, the radioactivity of 35S-cysteine was considerably higher in Mo-Hg-dosed rats than in Hg-dosed rats in all fractions including the MT fraction. On the other hand, the radioactivities of 35S-cysteine incorporated into HM and MT fractions of liver and kidney cytosols dereased more rapidly in Mo-Hg-dosed rats than in Hg-dosed rats. The rate in decrease of LDH activity observed in the liver and kidney cytosols after esposure to HgCl2 was smaller in Mo-Hg-dosed rats than in Hg-dosed rats, although there was no difference in mercury content of HM fraction in the cytosols of these tissues at the same time point between the two groups. These results suggest that Na2MoO4 may alleviate the acute HgCl2 toxicity by affecting the metabolism of cysteine-containing proteins, including metallothionein-like protein, in the liver and kidney cytosols.View full abstractDownload PDF (982K) -
KAZUO NITTA, GIICHI TAKAYANAGI, HIROAKI KAWAUCHI1984 Volume 32 Issue 6 Pages 2325-2332
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSLectin from eggs of Xenopus laevis showed strong agglutination of various tumor cells such as Ehrlich ascites cells and Sarcoma 180 ascites cells. Agglutination of human erythrocytes by the lectin occurs only after digestion of these cells by sialidase. Since lectin-induced cell agglutination was inhibited by D-galactose (the most effective monosaccharide inhibitor), and since the inhibitory activity of lacto-N-biose I was much higher than that of N-acetyllactosamine, the lectin seems to recognize the terminal D-galactosyl residues and particularly 3-O-β-D-linked oligosaccharide chains involving the Gal-GlcNAc-X-sequence. Trypsin or pronase treatment of sialidasetreated human erythrocytes converted them from an agglutinable to a nonagglutinable form. This result demonstrates that the lectin receptor site (s) exists in trypsin-labile cell surface glycoprotein (s).View full abstractDownload PDF (1133K) -
YOSHIO INOUYE, YUKIE KAWAGUCHI, SHOSHIRO NAKAMURA1984 Volume 32 Issue 6 Pages 2333-2339
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSN-Carbobenzoxy-glycyl-leucyl-aminohexyl-Sepharose was found to be an effective affinity adsorbent for alkinonase A, an alkaline metalloendopeptidase of Streptomyces violaceorectus. The enzyme was adsorbed on this affinity adsorbent at pH 9.0 and eluted at pH 7.0. The purified enzyme was shown to be homogeneous by polyacrylamide gel electrophoresis, and the molecular weight of the enzyme was estimated to be 35000. The kinetics of the enzyme was studied using N-carbobenzoxy-glycyl-leucine amide as a substrate. The Km value decreased with increase of pH in the range of 6.0-9.0. The optimum pH for casein hydrolysis was 9.0-9.5, but the specificity rate constant (kcat / Km) in Tris-HCl (pH 7.0) was 9 times higher than that in Tris-HCl (pH 9.0) due to the much higher ratio of kcat values. No remarkable change in the relative rate constant was observed, when the leucine residue was replaced by phenylalanine in N-carbobenzoxy-glycyl-leucine amide. The replacement of the glycine moiety of the peptide with tryptophan or proline, however, markedly decreased the relative rate constant.View full abstractDownload PDF (787K) -
MAKIKO SUZUKI, MASAYOSHI TABARA, FUMIO IINUMA, MITSUO WATANABE1984 Volume 32 Issue 6 Pages 2340-2345
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAn enzyme activity forming xanthurenic acid 8-methyl ether, a carcinogenic tryptophan metabolite, was found in the organs of various animals by using a new method of analysis. After incubation of a 105000g supernatant of the tissues with xanthurenic acid and S-adenosylmethionine at pH 10.0, the xanthurenic acid 8-methyl ether was separated by high-performance liquid chromatography on a LiChrosorb RP-18 column and determined fluorometrically. Potent enzyme activity was found in the liver and kidney of pig and wild boar, and in bovine liver. Low activity was found in the liver and kidney of sheep, deer, and monkey. Our data suggest that the ether may be formed from xanthurenic acid by this enzyme, because the enzyme activity was high in porcine liver, and pigs excrete xanthurenic acid 8-methyl ether in the urine.View full abstractDownload PDF (632K) -
HIDENORI HAYASHI, KENJI FUKUI, FUMIE YAMASAKI, TETSUYA SUGA1984 Volume 32 Issue 6 Pages 2346-2352
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe existence of peroxisomes was investigated in the liver of frog, Bombina orientalis, which characteristically cannot degrade cholesterol further than to C27 higher bile acids such as 3α, 7α, 12α-trihydroxy-5β-cholestanoic acid (THCA) or 3α, 7α-dihydroxy-5β-cholestanoic acid (DHCA). The activities of catalase, D-amino acid oxidase, urate oxidase, and the CN-insensitive fatty acyl-CoA β-oxidizing system (FAOS) were used as markers of peroxisomes. Catalase activity was present to almost the same extent in Bombina liver as in rat liver. D-Amino acid oxidase and urate oxidase were also present in the frog liver, but the activities were much lower than those in the rat liver. In a cell fractionation experiment, the highest specific activities of catalase, D-amino acid oxidase, urate oxidase and CN-insensitive FAOS were all found in the light mitochondrial fraction, and upon sucrose density gradient centrifugation, these activities were concentrated in the density fraction around 1.21-1.22. On the other hand, the densities of mitochondria and lysosomes were 1.19 and 1.20, respectively. From the above results, we concluded that Bombina liver contains peroxisomes. Next, the characteristics of CN-sensitive (mitochondrial) or CN-insensitive (peroxisomal) FAOS and carnitine acyltransferase activities were compared in the partially purified peroxisomes and mitochondria using various chain length fatty acyl-CoAs (C2-C20). FAOS activities of the peroxisomes were effective for long-chain fatty acyl-CoAs (C8-C16), while the mitochondrial FAOS showed broad specificity for short- to long-chain fatty acyl-CoAs. Both the peroxisomes and the mitochondria showed high carnitine acyltransferase activities for acetyl-CoA and C8 to C12 fatty acyl-CoAs. Administration of clofibrate for 7 d enhanced the activities of catalase and CN-insensitive FAOS, but the D-amino acid oxidase activity decreased and the urate oxidase activity was unchanged. The results indicate that peroxisomes do exist in Bombina liver, but the particles may be involved primarily in the exhaustive degradation of general fatty acids, not in the synthesis of bile acids. When necessary, the mitochondria and peroxisomes may act cooperatively in order to obtain energy from various fatty acids.View full abstractDownload PDF (734K) -
HIROSHI SHIMENO, YOKO FUKUMOTO, MASAKATSU FUJI, ATSUO NAGAMATSU1984 Volume 32 Issue 6 Pages 2353-2363
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS1) Single administration of tryptophan (25-200 mg / kg) to Wistar male rats resulted in a dose-related increase in liver tryptophan pyrrolase (TP) activity. The increase in brain serotonin (5-HT) concentration was not proportional to the dose given, and brain 5-HT concentration rapidly fell to the control (saline-treated) level or below. 2) The tryptophan-induced increase in liver TP activity was clearly prevented by DL-3-pyridylalanine (3-PA, 100 mg/kg). Serum free tryptophan and brain 5-HT concentrations increased more markedly and maintained higher levels after the combined administration of tryptophan with 3-PA than after a single administration of tryptophan. 3) Although allopurinol (20 mg/kg) reduced liver TP activity under control and tryptophan-treated conditions, it did not increase serum free tryptophan and brain 5-HT concentrations. 4) Nicotinamide also failed to alter the catabolism of tryptophan and the concentration of brain 5-HT in control or tryptophan-treated rats. 5) These data suggest that 3-PA would increase the therapeutic effect of tryptophan given to treat depressive illness, but that allopurinol and nicotinamide would not be suitable drugs for this purpose.View full abstractDownload PDF (1020K) -
KAZUYASU NAKAYA, YASUHARU NAKAMURA1984 Volume 32 Issue 6 Pages 2364-2370
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe possibility that phosphorylation of protein (s) is related to the differentiation of mouse myeloid leukemia cells (M1 cells) was examined by comparing phosphoproteins in M1 cells and in M1 cells treated with dexamethasone for various lengths of time. For this purpose, M1 cells or M1 cells treated with dexamethasone were incubated with [32P] H3PO4 in vivo and fractionated into subcellular fractions, then phosphoproteins were analyzed by gel electrophoresis followed by autoradiography. The analyses revealed no changes either in proteins detectable with Coomassie blue staining or in phosphoproteins except H1 histone at the early stage of differentiation of M1 cells. Phosphorylation of H1 histone in M1 cells occurred almost exclusively on H1B. The amount of H1B decreased remarkably after dexamethasone treatment, whereas the H1B phosphorylation level increased significantly between 16 and 48h after dexamethasone treatment and thereafter decreased.View full abstractDownload PDF (2118K) -
YOSHIFUMI MATSUDA, YUKIO FUJIMOTO, SUMIYUKI AKIHAMA, HIROSHI MORIYA1984 Volume 32 Issue 6 Pages 2371-2379
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA preliminary experiment employing the technique of isoelectric focusing on an Ampholine column revealed the presence of three arginine ester hydrolyzing activities (using N-α-benzoyl-L-arginine ethyl ester (Bz-Arg-Et) as substrate) which show isoelectric points (pI) of 4.2, 4.5 and 4.7. The first fraction (pI 4.2), as expected from its elution position, was confirmed to be urinary kallidrein based on vasodilation activity measurement. The second (pI 4.5) and third (pI 4.7) fractions were hitherto unidentified arginine esterases, and we tentatively designated them as DUAE (dog urinary arginine esterase)-1 and -2, respectively. DUAE-2 was purified to homogeneity mainly by chromatographic methods (about 140-fold purification from dialyzed dog urine), and it represented about 7% of the initial N-α-tosyl-L-arginine methyl ester (Tos-Arg-Me) hydrolyzing activity. The specific activity of the finally purified DUAE-2 was 12.4 μmol/min/A280 of Tos-Arg-Me esterolytic activity and this enzyme had neither plasmin nor plasminogen activator activity. The molecular weight of this enzyme was estimated to be 3.0×104 daltons by Sephadex G-100 gel filtration and vertical plate polyacrylamide gel electrophoresis with sodium dodecyl sulfate (SDS). The optimum pH for Tos-Arg-Me esterolytic activity of DUAE-2 was found to be 9.0 and this enzyme was fairly heat stable. Soybean trypsin inhibitor strongly suppressed the Tos-Arg-Me esterolytic activity of DUAE-2, while aprotinin and ovomucoid trypsin inhibitor were less effective. The esterolytic and amidolytic activities of this enzyme showed broad profiles against arginine and lysine derivatives as substrates.View full abstractDownload PDF (940K) -
MASARU YAMAZAKI, TAKUMI SUZUKA, YOKO ITO, SOICHI ITOH, MIHOKO KITAMURA ...1984 Volume 32 Issue 6 Pages 2380-2386
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe overlapping pKa values of several thiazide diuretics were determined at 25±2°C by an improved spectrophotometric method. The absorbance of the ionized form cannot be measured directly due to the overlapping, but can be calculated from the data obtained experimentally in a region where overlapping does not occur. This method can be used to determine the pKa values of drugs to which the usual means available for measurement of the ionization constants cannot be applied. The partition coefficients of these drugs between water and n-octanol were also determined at pH 2-10, and the behavior on an adsorption chromatographic column was studied. The pH profiles of both characteristics were very similar.View full abstractDownload PDF (679K) -
MASARU YAMAZAKI, YOKO ITO, TAKUMI SUZUKA, HIDEYA YAGINUMA, SOICHI ITOH ...1984 Volume 32 Issue 6 Pages 2387-2394
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA rapid, specific and sensitive high-performance liquid chromatographic method for the determination of hydrochlorothiazide in small volumes of plasma, urine, blood cell and bile was developed. The method has been applied in a drug level study in patients given a single oral dose of 100 mg of hydrochlorothiazide. The drug was extracted into ethyl acetate from biological fluid, and then the endogenous substances were eliminated with ion exchange cellulose and silica gel. A methanol solution of the drug extract, containing hydroflumethiazide as an internal standard, was chromatographed on a silica gel column with a mobile phase containing n-hexane and ethanol. Eluted components were detected by ultraviolet absorption measurement at 270 nm. Based on 0.3ml of plasma, the limit of detection of the method was 5 ng/ml, and the detector response was linear in the range of 20-1600-ng/ml with an overall recovery of 96.8±1.5%. Similarly, detector responses were linear over the concentration ranges of 5 to 200 μg/ml for urine, 20 to 400 ng/ml for hemolysate, and 20 to 600 ng/ml for bile. No interference was observed in this assay from the following drugs which may be administered concurrently with hydrochlorothiazide therapy : prednisolone, spironolactone, deslanoside, nifedipine, penicillins and cephalosporins.View full abstractDownload PDF (799K) -
TAKAHARU MIZUTANI, AYAKO ASAOKA1984 Volume 32 Issue 6 Pages 2395-2400
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe relationship between the affinity of proteins for glass surfaces in a water medium and the fluorescence intensity of a probe [7-(p-methoxybenzylamino)-4-nitrobenz-2-oxa-1, 3-diazole (MBD)] of hydrophobic areas on proteins was studied. Proteins displaying a weak affinity for glass surfaces, such as bovine serum albumin and horse-radish peroxidase, showed stronger fluorescence than those displaying a stronger affinity for glass surfaces, such as serum globulin and fibrinogen. Compatible results were obtained in the chromatography of protein mixtures, such as serum or extract of liver, on porous glass columns. These results suggest that hydrophobic interactions do not participate in the adsorption of proteins on glass surfaces.View full abstractDownload PDF (660K) -
MASAKI OTAGIRI, TOSHIO FUJINAGA, ATSUSHI SAKAI, KANETO UEKAMA1984 Volume 32 Issue 6 Pages 2401-2405
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn vitro release of betamethasone (BeM) from ointment bases containing BeM or its β- and γ-cyclodextrin (β- and γ-CyD) complexes was investigated by using an ointment release simulator with artificial double-layer membranes. The release of BeM from gel and hydrophilic ointments was significantly improved by CyD complexation, owing to increases in the apparent rates of dissolution and membrane permeation of the drug. The enhanced release of BeM from the two ointments may be attributed to the faster dissolution of the complex and the lower binding affinity of the complex to the ointment bases. The present data suggest that an improvement of topical bioavailability of BeM can be obtained by means of inclusion complexation.View full abstractDownload PDF (555K) -
AKIRA KUSAI, SEIGO UEDA1984 Volume 32 Issue 6 Pages 2406-2413
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe kinetics and mechanisms of the degradation of carboquone (CQ) in aqueous solution were studied and compared with those of 2, 5-bis (1-aziridinyl)-3, 6-dialkyl-1, 4-benzoquinones [EBs : R=-H (EB); -CH3 (MEB); -CH (CH3)2 (IPEB)] determined previously. The degradation of CQ was essentially similar to those of EBs : it followed pseudo first-order kinetics (specific acid-base catalysis), and involved the hydrolytic cleavage of aziridine rings in acidic solutions, the substitution of aziridine rings by hydroxyl ion (radical) in basic solutions and a combination of these two mechanisms in solutions of neutral pH. High performance liquid chromatography patterns of CQ solutions at acidic pH gave two peaks corresponding to two intermediate compounds with one aziridine ring and one hydroxyethylamino group (due to the asymmetrical structure of CQ). However, we could not identify each peak component, or estimate which aziridine ring (at the 2 or 5 position of CQ) was unreacted. This was also the case for the two intermediate compounds with one aziridine ring and one hydroxyl group observed in CQ solutions at basic pH. Kinetic studies of MEB and the two intermediate compounds obtained in acidic solutions by thin-layer chromatography separation made it possible to estimate the chemical structures of these four intermediate compounds.View full abstractDownload PDF (752K) -
KAZUO MARUYAMA, SETSUKO HARADA, HIDEO NISHIGORI, MOTOHARU IWATSURU1984 Volume 32 Issue 6 Pages 2414-2420
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe classification of drugs on the basis of binding sites on human serum albumin was studied by means of displacement experiments with bilirubin. The displacement of bilirubin by various drugs was evaluated through the kinetic measurement of free bilirubin concentration based on oxidation with hydrogen peroxide and peroxidase. The drugs tested could be classified into three groups, I, II and III. Oxyphenbutazone, phenylbutazone, sulfinpyrazone, ketophenylbutazone, glibenclamide, tolbutamide, sulfisoxazole, warfarin, salicylic acid and furosemide (group I drugs) effciently displaced bilirubin. Flufenamic acid, mefenamic acid, ibuprofen, acetohexamide and ethacrynic acid (group II drugs) did not displace bilirubin at a low molar ratio (drug / albumin<1.5), but did displace it at a high molar ratio. Clofibrate, buformin and phenytoin (group III drugs) did not displace bilirubin. These results suggested that (1) the primary binding site and secondary binding site for the group I drugs were identical or very close to the bilirubin-binding site, (2) the primary binding site of the group II drugs was independent of the bilirubin-binding site, but a secondary site was close to it, (3) the binding site of the group III drugs was independent of the bilirubin site.View full abstractDownload PDF (821K) -
ATSUKO NOSE, TADAHIRO KUDO1984 Volume 32 Issue 6 Pages 2421-2425
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reduction of heterocyclic compounds with the sodium borohydride-transition metal salt system was investigated. Among transition metal salts examined in this system, the sodium borohydride-nickelous chloride system was found to exhibit the strongest reducing activity. Quinoline, isoquinoline, quinoxaline and their derivatives were reduced with this system to give the corresponding tetrahydro derivatives.View full abstractDownload PDF (593K) -
TADASHI OKAWARA, RIE KATO, MITSURU FURUKAWA1984 Volume 32 Issue 6 Pages 2426-2429
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe reaction of benzylidene hydrazines (1) with various haloacyl halides (2) was carried out in aqueous NaOH-CH2Cl2 in the presence of a phase transfer catalyst to afford 1, 4-(diphenylmethyleneamino) piperazine-2, 5-diones (3) and N-phenylmethyleneamino-β, γ, and δ-lactams in yields of 31-84%.View full abstractDownload PDF (422K) -
MASAHIRO MIYASHITA, KIYOKO KAJI, YOSHIYUKI SEYAMA, SABURO YAMASHITA1984 Volume 32 Issue 6 Pages 2430-2432
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA simple and sensitive reversed-phase high-performance liquid chromatographic (HPLC) method was developed for the determination of iodide (I-). Iodide was separated on a reversedphase C18 column with 0.01M dibutylamine phosphate in H2O-CH3OH (80 : 20) (pH 3.0) as a mobile phase, and detected with an ultraviolet (UV) detector at 225nm. The assay can be practically performed in the range of 50 pmol (6.4ng) to 15 nmol (1.9μg) of iodide. The limit of detection was 500 pg (S/N=3). The method was applied to the detection and assay of inorganic iodide contained in organic iodine compounds as an impurity.View full abstractDownload PDF (407K) -
TOSHIAKI NISHIHATA, TOMOKO SAKAKURA, MIRE HITOMI, MASARU YAMAZAKI, AKI ...1984 Volume 32 Issue 6 Pages 2433-2438
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe enhancing action of sodium salicylate on rectal ampicillin absorption in rabbits showed a strong dependency on the concentration of sodium salicylate in the administered solution. Maximum bioavailability of ampicillin obtained when increasing sodium salicylate concentration was 60 to 70%. Although maximum bioavailability of ampicillin administered as a suppository was also 60 to 70%, the suppository formulation required a significantly lower dose of sodium salicylate compared to the solution, suggesting that the effective fluid volume available to dissolve drugs in rabbits might be very small. Further, sodium ion might enhance the adjuvant action of sodium salicylate.View full abstractDownload PDF (665K) -
Susumu Ishimitsu, Sadaki Fujimoto, Akira Ohara1984 Volume 32 Issue 6 Pages 2439-2441
Published: June 25, 1984
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIntraperitoneal administration of L-phenylalanine in rats gave rise to three hydroxylated products which were identified by high performance liquid chromatography as p-tyrosine, m-tyrosine and o-tyrosine.View full abstractDownload PDF (357K)