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Hisanobu Yoshida, Ikue Morita, Tsutomu Masujima, Hideo Imai
1982 Volume 30 Issue 10 Pages
3827-3830
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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A reverse phase method combined with direct pre-column enrichment and HPLC is proposed for the analysis of tryptophan (Trp) and its metabolites in plasma. A pre-column of protein-coated ODS did not adsorb plasma proteins, but quantitatively adsorbed Trp and its metabolites with an indole ring from acidified plasma in the presence of trichloroacetate anion. After elution of plasma proteins with phosphate buffer, the enriched metabolites were separated by an ODS analytical column by stepwise elution method. The HPLC analysis with native fluorescent detection showed several peaks corresponding to Trp, 5-hydroxy tryptophol, serotonin (5-HT), 5-hydroxy indole-3-acetic acid (5-HIAA), indole-3-acetic acid (IAA) and indole-3-propionic acid (IPA). The peaks were identified by fluorescent and electrochemical characterization. The peak heights were proportional to the injected volume of plasma samples (50-500μl), and the recovery of the spiked metabolites (2 nmol each/ml plasma) was almost quantitative (99-102%) with good reproducibility (within-run c.v., less than 3%). The present method is simple and reproducible enough for routine analysis of total Trp and its metabolites in plasma.
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Fumio Masumi, Hiroshi Takeuchi, Shigeo Kondo, Kikuji Suzuki, Shunichi ...
1982 Volume 30 Issue 10 Pages
3831-3833
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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L-Tryptophan was synthesized from L-glutamic acid via L-glutamic-γ-semialdehyde derivatives with almost no racemization.
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Mariko TADA, Kazuhiko TAKAHASHI, Yutaka KAWAZOE
1982 Volume 30 Issue 10 Pages
3834-3837
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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It was evidenced that quinoline was metabolized to quinoline 1-oxide catalyzed by cytochrome P-450-linked mixed function monooxygenase system and to 5, 6-trans-dihydroxy-5, 6-dihydroquinoline by cytochrome P-448-linked one. The third metabolite, 3-hydroxyquinoline, may be produced in another course of metabolism, which might be connected with genotoxicity of quinoline, as previously discussed.
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Masayuki Kuzuya, Masanori Hosoda, Akihiro Noguchi, Takachiyo Okuda
1982 Volume 30 Issue 10 Pages
3838-3841
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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Molecular orbital quantities of several cinnamate derivatives were calculated by the CNDO/2 method to evaluate the influence of the cooperative effect of multiple hydroxy substituents on their electronic features. The pathways undergone in TFA have been differentiated from each other by such substituents, which were totally consistent with the indices deduced from the calculated quantum chemical quantities.
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Kiyoshi Tatsumi, Hiroshi Yamada
1982 Volume 30 Issue 10 Pages
3842-3845
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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The present study provides first evidence for enzymatic reduction of a noncyclic nitrosamine to the corresponding hydrazine. Under anaerobic conditions, N-nitrosodiphenylamine was reduced to 1, 1-diphenylhydrazine by guinea pig liver 9, 000xg supernatant or cytosol in the presence of an NADPH-generating system and FAD, or NADH and FAD. However, guinea pig liver microsomes did not catalyze the reduction of the nitrosamine at all. The reduction product was isolated from the reaction mixture and identified unequivocally by comparing with authentic samples its mass and UV spectra, and its behavior in HPLC and TLC. Under aerobic conditions, no formation of the hydrazine was observed by HPLC and TLC examinations. However, when aerobic incubation was performed in the presence of acetaldehyde, a reduction product was isolated and identified as the acetaldehyde hydrazone derivative.
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Tohru Kikuchi, Shigetoshi Kadota, Keiko Nakamura, Arasuke Nishi, Tooru ...
1982 Volume 30 Issue 10 Pages
3846-3848
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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Dethio-tetra (methylthio) chetomin, a new antimicrobial metabolite, was isolated from a fungus, Chaetomium globosum KINZE ex FR., and its structure was determined to be 2 on the basis of chemical correlation with chetomin and X-ray crystallographic analysis.
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Toyohiko Aoyama, Kimio Sudo, Takayuki Shioiri
1982 Volume 30 Issue 10 Pages
3849-3851
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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Lithium trimethylsilyldiazomethane, prepared from trimethylsilyldiazomethane and n-butyl lithium, reacts smoothly with various nitriles to give 4-substituted 5-trimethylsilyl-1, 2, 3-triazoles in excellent yields.
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Hideo Baba, Toshio Hayashi, Takeshi Oishi
1982 Volume 30 Issue 10 Pages
3852-3855
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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In the reactions of lithium salts of allylic N, N-dimethyldithiocarbamates with p-substituted aromatic aldehydes and ketones, the α-selectivity increases as the substituent of the phenyl ring becomes more electron-attractive. The regioselectivity also depends upon the substitution pattern of the allylic moiety. The Hard and Soft Acid and Base (HSAB) approach was used to rationalize the results.
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Seiichi Inayama, Nobuko Shimizu, Hitoshi Hori, Tetushi Ohsaka, Tadaaki ...
1982 Volume 30 Issue 10 Pages
3856-3859
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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The structure and conformation of newly obtained 2β-chloro-1, 2-dihydro-l-α-santonin (1) were elucidated in comparison with those of 2α-chloro-1, 2-dihydro-(2) and 1α, 2β-dichloro-1, 2-dihydro-l-α-santonin (3) and firmly characterized by IR, NMR, MS and CD spectrometry and X-ray crystallographic analysis. While both 2β-chloro-(1) and 1α, 2β-dichloroenone (3) were found to take a half-boat conformation (A), 2α-chloroisomer (2) was shown to be in the inverted half-chair conformation (B).
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Kaneto Uekama, Tetsumi Irie, Miki Sunada, Masaki Otagiri, Yoshiki Arim ...
1982 Volume 30 Issue 10 Pages
3860-3862
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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Cyclodextrins (CyDs) protected human erythrocytes from hemolysis induced with prochlorperazine (PCP) in isotonic solution, depending upon the magnitude of the stability constant of PCP-CyD complexes (β- > γ- > α-CyD). The primary irritation produced by PCP on the skin of guinea pigs was found to be reduced by the addition of β- and γ-CyDs, particularly by γ-CyD, while α-CyD enhanced the irritancy of PCP. The most favorable protective effect observed for the γ-CyD complex was mainly ascribable to the weak irritancy of γ-CyD itself, suggesting a great utility of γ-CyD to alleviate the PCP-induced contact dermatitis.
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Katsuhide Matoba, Takao Yamazaki
1982 Volume 30 Issue 10 Pages
3863-3864
Published: October 25, 1982
Released on J-STAGE: March 31, 2008
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5, 5-Dimethyl-2-nitro-1, 3-cyclohexadienol (I), which was prepared from 5, 5-dimethyl-2-cyclohexenone (IIa), afforded 5, 5-dimethyl-2-hydroxyimino-3-cyclohexenone (VIII) by reaction with diazomethane. VIII was hydrolyzed to 2-hydroxy-5, 5-dimethyl-2, 5-cyclohexadienone (Vb) via nitrone (X). Vb was methylated to III by treating with dimethyl sulfate. The yield of III from VIII was satisfiable.
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