title: Semisynthetic beta-lactam antibiotics. I. Synthesis and antibacterial activity of new ureidopenicillin derivatives having catechol moieties.
abstract: The synthesis and antibacterial activity of new ureidopenicillin derivatives having catechol moieties in the 6-acyl side chain are described. These compounds showed remarkably strong activities against Pseudomonas aeruginosa. Especially, 6-[(R)-2-[3-(3,4-dihydroxybenzoyl)-3-methyl-1-ureido]-2- phenylacetamido]penicillanic acid (7a) had the most potent activity in vitro against Gram-negative bacteria, its activity being 30 approximately 60-fold greater than that of piperacillin against most strains of P. aeruginosa.
authors.forename: N
authors.initials: N
authors.lastname: Ohi
authors.forename: B
authors.initials: B
authors.lastname: Aoki
authors.forename: T
authors.initials: T
authors.lastname: Shinozaki
authors.forename: K
authors.initials: K
authors.lastname: Moro
authors.forename: T
authors.initials: T
authors.lastname: Noto
authors.forename: T
authors.initials: T
authors.lastname: Nehashi
authors.forename: H
authors.initials: H
authors.lastname: Okazaki
authors.forename: I
authors.initials: I
authors.lastname: Matsunaga
mesh_terms: D000818:Animals; D001424:Bacterial Infections / Q000188:drug therapy; D002396:Catechols / Q000494:pharmacology; D008297:Male; D051379:Mice; D008815:Mice, Inbred Strains; D010406:Penicillins / Q000138:chemical synthesis* / Q000494:pharmacology; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D002396:Catechols; D010406:Penicillins; C034221:catechol