CP6679, a new injectable cephalosporin. Part 1: Synthesis and structure-activity relationships

A series of cephalosporins bearing a 5,5-fused ring system, an (imidazo[5,1-b]thiazolium-6-yl)methyl group, at the C-3 position were synthesized and evaluated for in vitro antibacterial activities. CP6679 (1s) and its analogues showed potent antibacterial activities against gram-positive and gram-ne...

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Bibliographic Details
Published in:	Bioorganic & medicinal chemistry Vol. 8; no. 12; pp. 2781 - 2789
Main Authors:	TSUSHIMA, Masaki, IWAMATSU, Katsuyoshi, TAMURA, Atsushi, ATSUMI, Kunio, UMEMURA, Eijiro, KUDO, Toshiaki, SATO, Yasuo, SHIOKAWA, Sojiro, TAKIZAWA, Hiromasa, KANO, Yuko, KOBAYASHI, Kazuko, IDA, Takashi
Format:	Journal Article
Language:	English
Published:	Oxford Elsevier Science 01-12-2000
Subjects:	Antibacterial agents Antibiotics. Antiinfectious agents. Antiparasitic agents Biological and medical sciences Cefpirome Ceftazidime - pharmacology Cephalosporins - chemical synthesis Cephalosporins - chemistry Cephalosporins - pharmacology Gram-Negative Bacteria - drug effects Gram-Positive Bacteria - drug effects Humans Injections Medical sciences Methicillin Resistance Microbial Sensitivity Tests Pharmacology. Drug treatments Pseudomonas aeruginosa - drug effects Staphylococcus aureus - drug effects Structure-Activity Relationship Pseudomonadales Sulfur nitrogen heterocycle Lactam Oxime Thiadiazole derivatives In vitro Resistance Cephalosporin derivatives Structure activity relation Carboxylate Bicyclic compound Bacteria Micrococcales Pseudomonadaceae Pseudomonas aeruginosa Reversibility Micrococcaceae Fluorine Organic compounds Antibacterial agent Chemical synthesis Staphylococcus aureus
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Summary:	A series of cephalosporins bearing a 5,5-fused ring system, an (imidazo[5,1-b]thiazolium-6-yl)methyl group, at the C-3 position were synthesized and evaluated for in vitro antibacterial activities. CP6679 (1s) and its analogues showed potent antibacterial activities against gram-positive and gram-negative bacteria, including Pseudomonas aeruginosa. They were also highly active against methicillin-resistant Staphylococcus aureus (MRSA). CP6679 (1s) showed more potent antibacterial activity than ceftazidime (CAZ) or cefpirome (CPR) against Pseudomonas aeruginosa and MRSA.
Bibliography:	ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-1 content type line 23
ISSN:	0968-0896 1464-3391
DOI:	10.1016/s0968-0896(00)00214-5