Studies on novel bacterial translocase I inhibitors, A-500359s. I. Taxonomy, fermentation, isolation, physico-chemical properties and structure elucidation of A-500359 A, C, D and G.
In the course of our screening for bacterial phospho-N-acetylmuramyl-pentapeptide-translocase (translocase I: EC 2.7.8.13) inhibitors, we found inhibitory activity in the cultured broth of the strain identified as Streptomyces griseus SANK 60196. The strain produced capuramycin and four novel capuramycin derivatives designated as A-500359 A, C, D and G. Purification and structural analysis were performed, and the structures of A-500359 A, C, D and G were elucidated as 6'''-methylcapuramycin, 3'-demethyl-6'''-methylcapuramycin, 2''-deoxy-6'''-methylcapuramycin and 3'-demethylcapuramycin, respectively.
Muramatsu
Yasunori
Y
Lead Discovery Research Laboratories, Sankyo Co., Ltd., 1-2-58 Hiromachi, Shinagawa-ku, Tokyo 140-8710, Japan.
Muramatsu
Akiko
A
Ohnuki
Takashi
T
Ishii
Michiko Miyazawa
MM
Kizuka
Masaaki
M
Enokita
Ryuzo
R
Tsutsumi
Shinya
S
Arai
Masatoshi
M
Ogawa
Yasumasa
Y
Suzuki
Toshihiro
T
Takatsu
Toshio
T
Inukai
Masatoshi
M
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000145:classification* / Q000302:isolation & purification / Q000494:pharmacology; D001381:Azepines / Q000737:chemistry / Q000145:classification* / Q000302:isolation & purification / Q000494:pharmacology; D001419:Bacteria / Q000201:enzymology*; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000145:classification* / Q000302:isolation & purification / Q000494:pharmacology; D005285:Fermentation; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry; D017855:Transferases (Other Substituted Phosphate Groups) / Q000037:antagonists & inhibitors*; D014529:Uridine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification / Q000494:pharmacology
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D001381:Azepines; D004791:Enzyme Inhibitors; C049983:capuramycin; D017855:Transferases (Other Substituted Phosphate Groups); C100130:phospho-N-acetylmuramoyl pentapeptide transferase; D014529:Uridine