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$\beta$-Lactamase Inhibitory Activity and Comparative Activity of 6-Exomethylenepenam Derivatives Combined with $\beta$-Lactam Antibiotics  

임채욱 (중앙대학교 약학대학 의약품화학 교실)
박희석 (중앙대학교 약학대학 의약품화학 교실)
정미량 (중앙대학교 약학대학 의약품화학 교실)
강주성 (중앙대학교 약학대학 의약품화학 교실)
임철부 (중앙대학교 약학대학 의약품화학 교실)
Publication Information
YAKHAK HOEJI / v.47, no.6, 2003 , pp. 456-460 More about this Journal
Abstract
In vitro $\beta$-lactamase inhibitory activity of 6-exomethylenepenam compounds ( 1, 2, 3, 4 and 5) was compared with clavulanic acid, sulbactam and tazobactam. The inhibitory activity of compound 3 was stronger than those of sulbactam and clavulanic acid against Type I and II enzymes and stronger than tazobactam against Type III, IV, TEM enzymes. The inhibitory activity of 5 was stronger than sulbactam and clavulanic acid against Type I and II enzymes and stronger than tazobactam against Type III, and IV enzymes. The in vitro antimicrobial activity of 3, 4 and 5 combined with ampicillin and cefoperazone was compared with the sulbactam against $\beta$-lactamase producing 27 strains. But, synergistic activity of 3 and 5 was inferior to tazobactam.
Keywords
antimicrobial activity; $\beta$-actamase inhibitors; 6-exomethylenepenam;
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1 Jacoby, G. A. and Archer, G. L. : New mechanisms of bacterial resistance to antimicrobial agents. New Eng. J. Med. 324, 60, 1, (1991)
2 Moland, E. S., Black, J. A., Ourada, J., Reisbig, M. D., Hanson, N. D. and Thomson, K. S. : Occurrence of newer $\beta$-lactamases in Klebsiella pneumoniae isolates from 24 U.S. Hospitals. Antimicrobial Agents and Chemotherapy 46, 12, 3837 (2002)
3 Maddux, S. M. : Effects of $\beta$-lactamases mediated antimicrobial resistance: The role of $\beta$-lactamases inhibitors. Pharmaco-theraphy 11, Parts 2, 40 (1991)
4 Aronoff, S. C., Jacobs, M. R., johenning, S. and Yamabe. S. : Comparative activities of the $\beta$-lactamase inhibitors YTR830, sodium clavulanate, and sulbactam combined with amoxicillin or ampicillin. J. Antimicrob. Chemother. 26, 580 (1984)   DOI   ScienceOn
5 Bennet, I., Broom, N. J. P., Bruton, G. S., Alvert, C., Clarke, B. P., Coleman, K., Edmondson, R., Edwards, P., Jones, D., Osbone, N. E and Walker, G. : 6-(Substituted methylene) penems, potent broad spectrum inhibitors of bacterial $\beta$-lactamase. J. Antibiotics 44, 331 (1990)
6 Sandanayaka, V. P. and Prashad, A. S. : Preparation of 6-(spirocyclopropyl) penicillanic acid 4,4-dioxides as $\beta$-lactamase inhibitors. U.S. Pat. Appl. 2002147178 A1 20021010 (2002)
7 American national standards institute: Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that grow Aerobically. 2nd. NCCLS Document M7-A2. 10, 1 (1990)
8 Sandanayaka, V. P. and Prashad, A. S. : Resistance to $\beta$-lactam antibiotics: Structure and mechanism based design of $\beta$-lactamase inhibitors. Current Medicinal Chemistry 9, 12, 1145 (2002)   DOI   ScienceOn
9 Fassand, J. R. and Prior, B. R. : Comparative In vitro activities of piperacillin-tazobactam and ticarcillin-clavulanate. Antimi-crob. Agents Chemother. 33, 1268 (1989)
10 Lin, Y. I., Bitha, P., Li, Z. and Francisco, G. D. : Preparation of 3,6-disubstituted penam sulfone derivatives with $\beta$-lactamase inhibiting activity for use as antibacterial agents, US Patent 6395726 B1 20020528 (2002)
11 Quinn, J. P. : Clinical significance of extended spectrum beta-lactamases. Eur. J. Clin. Microbiol. Infect. Dis. 13, (Suppl. 1), S39 (1994)
12 Waley, S. G. : A spectrophotometric assay of $\beta$-lactamase action on penicillins. Biochem. J. 139, 789 (1974)
13 Smith, J. T., Hampton-Miller, J. M. T. and Knox, R. : Bacterial resistance to penicillins and cephalosporins. J. Pharm. Pharmac. 21, 337 (1969)
14 Ross, G. W, Chanter, K. V., Harris, A. M., Kirby, S. M., Marshall, M. J. and O'Callaghan, C. H. : Comparison of assay techniques for $\beta$-lactamase activity. Anal. Biochem. 54, 9 (1973)   DOI   ScienceOn