An efficient and practical method for solid-phase synthesis of tripeptide-bearing glycopeptide antibiotics: combinatorial parallel synthesis of carboxamide derivatives of chloroorienticin B.
An efficient and practical method was established for solid-phase parallel synthesis of the peptide-bearing carboxamide derivatives of chloroorienticin B, and over 80 compounds were synthesized simultaneously. Among the derivatives prepared, compounds having both tryptophan and tyrosine residues (1-3) were found to possess potent antibacterial activity against VRE.
Yasukata
Tatsuro
T
Discovery Research Laboratories, Shionogi & Co., Ltd., Sagisu 5-12-4, Fukushima-ku, Osaka 553-0002, Japan. tatsuro.yasukata@shionogi.co.jp
Shindo
Hirohisa
H
Yoshida
Osamu
O
Sumino
Yukihito
Y
Munekage
Tadashi
T
Narukawa
Yukitoshi
Y
Nishitani
Yasuhiro
Y
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000596:Amino Acids / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D020650:Combinatorial Chemistry Techniques; D016983:Enterococcus / Q000187:drug effects; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects; D014640:Vancomycin / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D020713:Vancomycin Resistance
D000577:Amides; D000596:Amino Acids; D000900:Anti-Bacterial Agents; D009842:Oligopeptides; C057894:chloroorienticin B; D014640:Vancomycin