YAKHAK HOEJI (약학회지)

The Pharmaceutical Society of Korea (대한약학회)
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Synthesis and ${\beta}-Lactamase$ Inhibitory Activity of 7-Exomethylene Cephalosporanates

7-엑소메칠렌 세팔로스포라네이트 유도체의 합성과 $\beta$- 락타메이즈 억제작용

  • 이종민 (중앙대학교 약학대학 의약화학 교실) ;
  • 최수항 (중앙대학교 약학대학 의약화학 교실) ;
  • 이현수 (중앙대학교 약학대학 의약화학 교실) ;
  • 임채욱 (중앙대학교 약학대학 의약화학 교실) ;
  • 임철부 (중앙대학교 약학대학 의약화학 교실)
  • Published : 1999.12.01
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Abstract

7-Oxocephalosporanate 1 was treated with phosphonium salts 2~4 by Wittig reaction to afford 7-exomethylene cephalosporanates 5~7. They were oxidized to sulfones 8~10 with mCPBA. Deprotecton of benzhydryl 7-exomethylene cephalosporanate with $AlCl_3$ and NaHCO_3$ gave sodium salts of 7-exomethylene cephalosporanates 11~16. The ${\beta}-lactamase$ inhibitory activity of synthesized compounds 11~16 were compared with sulbactam, tazobactam and clavulanic acid against Type I, II, III, IV and TEM-2 $\beta$-lactamase in vitro. Compound 15 showed more potent activity than sulbactam and clavulanic acid against Type III, IV ${\beta}-lactamase$ enzyme.

Keywords

References

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