Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthetic $\beta$-Lactam Antibiotics II. Synthesis and Antibacterial Activity of 7$\beta$-[2-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetamido]-3-[1-(halosubstitutedphenyl)-1H-tetrazol-5-yl]thiomethyl-cephalosporins

  • Koh, Dong-Soo (Organic Chemistry Lab., Korea Advanced Institute of Science & Technology) ;
  • Kim, Joong-Hyup (Organic Chemistry Lab., Korea Advanced Institute of Science & Technology) ;
  • Park, Sang-Woo (Organic Chemistry Lab., Korea Advanced Institute of Science & Technology) ;
  • Kim, You-Seung (Organic Chemistry Lab., Korea Advanced Institute of Science & Technology)
  • Published : 1987.10.20
Download PDF
⟨ Previous Next ⟩

Abstract

Syntheses of cefotaxime analogs with halosubstituted phenyltetrazolthiomethyl at the $C_{3^-}$position are described. Their in vitro potency was established. The compounds exhibited a broad antibacterial spectrum. Some of these compounds showed activity against Gram-positive bacteria superior to the parent cefotaxime. Against Gram-negative bacteria, these compounds are less effective than cefotaxime.

Keywords

References

  1. J. Antimicrob. Chemother. v.4 J. M. T. Hamilton-Miller;W. Brumfitt;A. V. Reynolds
  2. J. Antibiotics v.34 M. Ochiai;A. Morimoto;T. Miyawaki;Y. Matsushita;T. Okada;H. Natsugari;M. Kida
  3. Antimicrob. Agents Chemother. v.16 T. Kamimura;N. O. Matsumoto;M. N. Mine;S. Goto;S. Kuwahara
  4. J. Antibiotics v.36 H. Takasugi;H. Kochi;T. Masugi;H. Nakano;T. Takaya
  5. Chem. Pharm. Bull. v.25 M. Ochiai;O. Aki;A. Morimoto;T. Okada;Y. Matsushita
  6. J. Antibiotics v.33 R. Reiner;U. Weiss;U. Brombacher;P. Lanz;M. Montavon;A. Furlenmeier;P. Angehrn;P. J. Probst
  7. Antimicrob. Agents Chemother. v.17 K. Shannon;A. King;C. Warren;I. Phillips
  8. J. Antibiotics v.30 T. Naito;J. Okumura;H. Kamachi;H. Hoshi;H. Kawaguchi
  9. J. Med. Chem. v.22 no.10 G. S. Lewis;P. N. Nelson
  10. Angew. Chem., Int. Ed. Engl. v.24 W. Durckheimer;J. Blumbach;R. Lattrell;K. H. Scheunemann
  11. Chemistry and Biology of Lactam Antibiotics, Vol 1 Penicillins and Cephalosprons R. B. Morin;M. Gorman
  12. Bull. Korean Chem. Soc. v.8 no.3 D. Koh;S. Park;Y. Kim
  13. JP86 118391 Preparation of Cefotaxime Derivatives Han-Mi Pharm. Ind.
  14. J. Antibiotics v.39 no.1 W. J. Wheeler;D. R. Finley;R. J. Messenger;R. Koehler;J. T. Ott

Cited by

  1. Development of an Isolable Active Ester, Diethyl Thiophosphoryl [(Z)-(2-Aminothiazol-4-yl)-2-(Methoxyimino)acetate (DAMA) for the Synthesis of Cefotaxime vol.32, pp.2, 1987, https://doi.org/10.5012/bkcs.2011.32.2.407