CHEMICAL MODIFICATION OF TAZOBACTAM - SYNTHESIS OF 2-BETA-[(4-SUBSTITUTED)-1,2,3-TRIAZOL-1-YL]METHYL PENICILLANIC ACID SULFONE DERIVATIVES

被引:8
作者
SETTI, EL
FIAKPUI, C
PHILLIPS, OA
CZAJKOWSKI, DP
ATCHISON, K
MICETICH, RG
MAITI, SN
KUNUGITA, C
HYODO, A
机构
[1] SYNPHAR LABS INC,TAIHO ALBERTA CTR 2,EDMONTON,AB T6E 5V2,CANADA
[2] TAIHO PHARM CO LTD,TOKUSHIMA RES INST,TOKUSHIMA 77101,JAPAN
关键词
D O I
10.7164/antibiotics.48.1320
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
A series of 2 beta-[(4-substituted)-1,2,3-triazol-1-yl]methyl penicillanic acid sulfones was synthesized as P-lactamase inhibitors. Many of these compounds showed good in vitro inhibitory activity against penicillinase, cefotaximase and plasmid-mediated class III TEM enzymes, but exhibited weaker cephalosporinase inhibition. One member in this series-2 beta-[(4-pyridiniummethyl)-1,2,3-triazol-1-yl]methyl-6,6-dihydropenicillanate 1,1-dioxide (12a), when tested in combination with piperacillin, showed excellent synergistic activity against microorganisms producing plasmid-mediated enzymes, but had insufficient activity against microorganisms producing chromosomally mediated class I enzymes.
引用
收藏
页码:1320 / 1329
页数:10
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