Art

J-GLOBAL ID：200902199298277177   Reference number：02A0182305

Synthesis and Activities of Bactobolin Derivatives Having New Functionality at C-3.

C-3位に新官能基をもつバクトボリン誘導体の合成と活性

Author (3)： ADACHI H (Inst. Microbial Chemistry, Tokyo, JPN) ,  NISHIMURA Y (Inst. Microbial Chemistry, Tokyo, JPN) ,  TAKEUCHI T (Inst. Microbial Chemistry, Tokyo, JPN)
Material： Journal of Antibiotics  (J Antibiot)
Volume： 55  Issue： 1  Page： 92-98  Publication year： Jan. 25, 2002 
JST Material Number： G0489A  ISSN： 0021-8820  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *antibiotics ,...
Semi thesaurus term： MIC(concentration)

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JST classification (2)： Synthesis of antibiotics  (GX04000Z) ,  Structure-activity relationship of drugs  (GV01050B)

Substance index (9)： Bactobolin ,  (S)-2-Amino-N-[(3R,4R,4aR,5R,6R)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-(chloromethyl)-3-methyl-1-oxo-1H-2-benzopyran-4-yl]propanamide ,  (S)-2-Amino-N-[(4R,4aR,5R,6R)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3,3-dimethyl-1-oxo-1H-2-benzopyran-4-yl]propanamide ,  (S)-2-Amino-N-[(3R,4R,4aR,5R,6R)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-(hydroxymethyl)-3-methyl-1-oxo-1H-2-benzopyran-4-yl]propanamide ,  (S)-2-Amino-N-[(3R,4R,4aR,5R,6R)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-carboxy-3-methyl-1-oxo-1H-2-benzopyran-4-yl]propanamide ,  (S)-2-Amino-N-[(3R,4R,4aR,5R,6R)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-(methylsulfonyloxymethyl)-3-methyl-1-oxo-1H-2-benzopyran-4-yl]propanamide ,  (S)-2-Amino-N-[(3R,4R,4aR,5R,6R)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-(hydroxyiminomethyl)-3-methyl-1-oxo-1H-2-benzopyran-4-yl]propanamide ,  Actinobolin ,  (S)-2-Amino-N-[(3S,4R,4aR,5R,6R)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-methyl-1-oxo-1H-2-benzopyran-4-yl]propanamide

Reference (17)：

• 1) KONDO, S.; Y. HORIUCHI, M. HAMADA, T. TAKEUCHI & H. UMEZAWA: A new antitumor antibiotic, bactobolin, produced by Pseudomonas. J. Antibiotics 32: 1069-1071, 1979
• 2) UEDA, I.; T. MUNAKATA & J. SAKAI: Structure of 2-amino-N-(3-dichloromethyl-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-methyl-7-oxo-1H-2-benzopyran-4-yl)-propanamide hydrobromide dehydrate. Acta Crystallogr. B36: 3128-3131, 1980
• 3) MUNAKATA, T.; Y. IKEDA & H. MATSUKI: Cultural conditions and strain improvement for production of bactobolin. Agric. Biol. Chem. 47: 929-934, 1983
• 4) OKUMOTO, T.; M. KOTANI, H. HOSHINO & M. NAKANISHI: Antitumor activity of newly isolated antibiotics, 3-dichloromethylactinobolins. J. Pharm. Dyn. 3: 177-182, 1980
• 5) HORI, M.; K. SUZUKAKE, C. ISHIKAWA, H. ASAKURA & H. UMEZAWA: Biochemical studies on bactobolin in relation to actinobolin. J. Antibiotics 34: 465-468, 1981

Terms in the title (4)： 官能基 ,  バクトボリン ,  誘導体 ,  活性