El. Setti et al., CHEMICAL MODIFICATION OF TAZOBACTAM - SYNTHESIS OF 2-BETA-[(4-SUBSTITUTED)-1,2,3-TRIAZOL-1-YL]METHYL PENICILLANIC ACID SULFONE DERIVATIVES, Journal of antibiotics, 48(11), 1995, pp. 1320-1329
A series of 2 beta-[(4-substituted)-1,2,3-triazol-1-yl]methyl penicill
anic acid sulfones was synthesized as P-lactamase inhibitors. Many of
these compounds showed good in vitro inhibitory activity against penic
illinase, cefotaximase and plasmid-mediated class III TEM enzymes, but
exhibited weaker cephalosporinase inhibition. One member in this seri
es-2 1,2,3-triazol-1-yl]methyl-6,6-dihydropenicillanate 1,1-dioxide (1
2a), when tested in combination with piperacillin, showed excellent sy
nergistic activity against microorganisms producing plasmid-mediated e
nzymes, but had insufficient activity against microorganisms producing
chromosomally mediated class I enzymes.