title: Synthesis and antimycobacterial activity of calpinactam derivatives.
abstract: Synthesis of calpinactam 1, a fungal antimycobacterial metabolite, utilizing solid-phase peptide synthesis is described. To explore the structure-activity relationships of 1, its derivatives with different amino acids were also synthesized on the basis of the same synthetic strategy. These derivatives were examined for antimycobacterial activity against Mycobacterium smegmatis. Among them, only peptide 6d having d-Ala in place of d-Glu showed moderate activity.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan. nagaik@pharm.kitasato-u.ac.jp
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Nagai
authors.forename: Nobuhiro
authors.initials: N
authors.lastname: Koyama
authors.forename: Noriko
authors.initials: N
authors.lastname: Sato
authors.forename: Chisato
authors.initials: C
authors.lastname: Yanagisawa
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Tomoda
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002209:Caprolactam / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D020102:Mycobacterium smegmatis / Q000187:drug effects*; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D009842:Oligopeptides; C547263:calpinactam; D002209:Caprolactam