title: Synthesis and antibacterial activity of novel lincomycin derivatives. I. Enhancement of antibacterial activities by introduction of substituted azetidines.
abstract: The synthesis and antibacterial activity of (7S)-7-sulfur-azetidin-3-yl lincomycin derivatives are described. Modification was achieved by a simple reaction of (7R)-7-O-methanesulfonyllincomycin and the corresponding substituted azetidine-2-thiol. Several compounds first showed moderate antibacterial activity against Streptococcus pneumoniae and Streptococcus pyogenes with erm gene as lincomycin derivatives.
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Pharma Co., Ltd., Yokohama, Japan.
authors.forename: Ko
authors.initials: K
authors.lastname: Kumura
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Pharma Co., Ltd., Yokohama, Japan.
authors.forename: Yoshinari
authors.initials: Y
authors.lastname: Wakiyama
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Pharma Co., Ltd., Yokohama, Japan.
authors.forename: Kazutaka
authors.initials: K
authors.lastname: Ueda
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Pharma Co., Ltd., Yokohama, Japan.
authors.forename: Eijiro
authors.initials: E
authors.lastname: Umemura
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Pharma Co., Ltd., Yokohama, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Watanabe
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Pharma Co., Ltd., Yokohama, Japan.
authors.forename: Eiki
authors.initials: E
authors.lastname: Shitara
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Pharma Co., Ltd., Yokohama, Japan.
authors.forename: Hideki
authors.initials: H
authors.lastname: Fushimi
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Pharma Co., Ltd., Yokohama, Japan.
authors.forename: Takuji
authors.initials: T
authors.lastname: Yoshida
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Pharma Co., Ltd., Yokohama, Japan.
authors.forename: Keiichi
authors.initials: K
authors.lastname: Ajito
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001384:Azetidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005798:Genes, Bacterial; D008034:Lincomycin / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013296:Streptococcus pneumoniae / Q000187:drug effects / Q000235:genetics; D013297:Streptococcus pyogenes / Q000187:drug effects / Q000235:genetics; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D001384:Azetidines; D008034:Lincomycin