Synthesis and Antimicrobial Activity of Polyacryloylcephalexine and Polymethacryloylcephalexine

Polyacryloylcephalexine과 Polymethacryloylcephalexine의 합성 및 그 항균작용

  • Euy Kyung Yu (Department of Chemistry, Sejong University) ;
  • Gwon, Gyu Hyeok (Department of Chemical Engineering, Chosun University) ;
  • Wol Suk Cha (Department of Chemistry, Sejong University) ;
  • Jae-Woon Na (Department of Chemistry, Sejong University)
  • 유의경 (세종대학교 자연과학대학 화학과) ;
  • 권규혁 (조선대학교 화학공학과) ;
  • 차월석 (세종대학교 자연과학대학 화학과) ;
  • 나재운 (세종대학교 자연과학대학 화학과)
  • Published : 1993.07.20

Abstract

Polyacryloylcephalexine and polymethacryloylcephalexine were prepared by the reaction of polyacryloylchloride or polymethacryloyl chloride with cephalexine. The antimicrobial activities of these polymeric drugs were investigated by the common twofold dilution technique and the minimum inhibitory concentration (MIC) of polymeric durgs was also examined. Polyacryloylcephalexine revealed an excellent antibacterial activity against Micrococcus luteus ATCC 9341, Escherichia coli ESS, Bacillus subtilis ATCC 6633, Staphylococcus aureus ATCC 25923, Mycobacterium phlei IFO 3158, Klebsiella pueumouiae KCTC 1560, Escherichia coli KCTC 1039, Salmonella typhimurium KCTC 1925. Polymethacryloylcephalexine revealed an excellent antibacterial activity against Micrococcus luteus ATCC 9341, Klebsiella pueumouiae KCTC 1560, Bacillus subtilis ATCC 6633, Staphylococcus aureus ATCC 25923, Mycobacterium phlei IFO 3158, Escherichia coli KCTC 1039, Escherichia coli ESS, Salmonella typhimurium KCTC 1925.

방출조절성 약제를 개발하기 위한 방법으로 polyacrylic acid와 polymethacrylic acid에 thionylchloride로 chlorination하여 cephalexine을 반응시켜 Polyacryloylcephalexine 과 polymethacryloylcephalexine을 합성하였다. Polyacryloylcephalexine 중합체약에 대한 최소 발육 저지 농도로서 항균력은 Micrococcus luteus ATCC 9341과 Escherichia coli ESS이 우수하고, Bacillus subtilis ATCC 6633, Staphylococcus aureus ATCC 25923, Mycobacterium phlei IFO 3158, Klebsiella pueumouiae KCTC 1560, Escherichia coli KCTC 1039, Salmonella typhimurium KCTC 1925 균주들에 대해서도 항균성이 대체적으로 우수하였다. polymethacryloylcephalexine 중합체약에 대한 최소 발육 저지 농도는 Micrococcus luteus ATCC 9341과 Klebsiella pueumouiae KCTC 1560이 우수하고, Bacillus subtilis ATCC 6633, Staphylococcus aureus ATCC 25923, Mycobacterium phlei IFO 3158, Escherichia coli KCTC 1039, Escherichia coli ESS, Salmonella typhimurium KCTC 1925 균주들에 대해서는 항균력이 양호하였다.

Keywords

References

  1. Polymeric Drugs L. Gug Donaruma;Otto Vogl
  2. Brit. J. Exp. Pathol. v.10 A. Fleming
  3. Antibiotics v.2 H. W. Florey;E. B. Chain;N. G. Heatley;M. A. Jennings;A. G. Sanders;E. P. Abraham;M. E. Florey
  4. Antibiotics containing the $\beta$-lactam structure E. P. Abraham;A. L. Demain(ed.);N. A. Solomon(ed.)
  5. Cephalosporins and Penicillins, Chemistry and Biology E. P. Abraham;P. B. Loder;E.H. Flynn(ed.)
  6. Nature v.289 A. Imada;K. Kitano;K. Kintaka;M. Muroi;M. Asai
  7. J. Am. Chem. Soc. v.84 R. B. Morin;B. G. Jackson;E. H. Flynn;R. W. Roeske
  8. J. Am. Chem. Soc. v.84 R. R. Chauvette; E. H. Flynn;B. G. Jackson;E. R. Lavagnino;R. B. Morin;R. A. Mueller;R. P. Pioch;R. W. Roeske;C. W. Ryan;J. L. Spencer;E. Van Heyningen
  9. Antimicrob. Agents Chemother. M. Nishida;T. Matsubara;T. Murakawa;Y. Mine;Y. Yokota;S. Kuwahara;S. Goto
  10. J. Antibiot. v.31 S. Tanayama;T. Kondo;Y. Kania
  11. Antimicro Agents Chemother. v.213 J. B. Boerema;H. L. Moesker;A. Notwicz;H. J. Vand Rhe
  12. J. Med. Chem. v.29 J. M. Domagala;C. L. Heifetz;T. F. Mich;J. B. Nichols
  13. Medical plications of Controlled Release v.2 R. S. Langer;D. L. Wise
  14. Drug Delivery Systems J. G. Lioyd-Jones
  15. Drug Delivery Systems J. G. Lioyd-Jones
  16. 醫藥高分子 竹本喜一;田伏岩夫
  17. J. Biomed. Mater. Res. v.17 R. G. Buckles
  18. Polymer News v.8 Polymers as Antitumor Agents E. M. Hodnett
  19. U. S. Patent, May 2,3,660,353
  20. J. Med. Chem. v.8 R. J. Cornell;L. G. Donaruma
  21. J. Polym. Sci. v.3 R. J. Cornell;L. G. Donaruma
  22. Nature v.232 H. Smith;A. C. Marshall
  23. J. Med. Chem. v.10 F. Ascoli;G. Casinit;M. Ferappi;E. Tubaro
  24. J. of the Chemical Society v.36 no.2 S. I. Kim;W. S. Cha;J. W. Na;Y. H. Kim;O. H. Ko
  25. Nature v.187 C. A. Claridge;A. Gourevitch;S. Lein
  26. Yakhak Hoeji v.34 no.2 Y. S. Kim;O. H. Ko;H. R. Kang