Calixcephems: clustered cephalosporins analogous to calixpenams as novel potential anti-MRSA agents

Two novel clusters of cephalosporin based on calixarene were synthesized directly or by ring expansion of the penicillin arms of calixpenams to the corresponding cephem arms via sulfoxide intermediates. Antibiotic tests showed that calixcephems have a noteworthy increase in antibacterial activity against methicillin-resistant strains of Staphylococcus aureus (MRSA) with respect to parent calixpenams and their corresponding single cephems.

Calixcephems: clustered cephalosporins analogous to calixpenams as novel potential anti-MRSA agents

Two novel clusters of cephalosporin based on calixarene were synthesized directly or by ring expansion of the penicillin arms of calixpenams to the corresponding cephem arms via sulfoxide intermediates. Antibiotic tests showed that calixcephems have a noteworthy increase in antibacterial activity against methicillin-resistant strains of Staphylococcus aureus (MRSA) with respect to parent calixpenams and their corresponding single cephems.

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  • 1. Leeb, M. Nature 2004, 431, 892–893.
  • 2. Hansmann, D.; Bullen, M. M. Lancet 1967, 2, 264–265.
  • 3. Kluytmans, J.; Van Belkum, A.; Verbrugh, H. Clin. Microbiol. Rev. 1997, 10, 505–520.
  • 4. Murray, B. E.; Moellering, R. C. Annu. Rev. Med. 1981, 32, 559–581.
  • 5. Tan, Q.; Song, Q.; Wei, D. Enzyme Microb. Tech. 2006, 39, 1166–1172.
  • 6. Morin, R. B.; Jackson, B. G.; Mueller, R. A.; Lavagnino, E. R.; Scanlon, W. B.; Andrews, S. L. J. Am. Chem. Soc. 1963, 85, 1896–1897.
  • 7. Morin, R. B.; Gorman, M. β -Lactam Antibiotics, Chemistry and Biology; Academic Press: New York, NY, USA, 1981.
  • 8. Singh, J.; Arrieta, A. C. Semin. Pediatr. Infect. Dis. 1999, 10, 14–22.
  • 9. Kalman, D.; Barriere, S. L. Tex. Heart. Inst. J. 1990, 17, 203–215.
  • 10. Garcia-Rodriguez, J. A.; Bellido, J. L. M.; Sanchez, J. E. G. Int. J. Antimicrob. Agents 1995, 5, 231–243.
  • 11. Nasuhi Pur, F.; Akbari Dilmaghani, K. Turk. J. Chem. 2014, 38, 288–296.
  • 12. Nasuhi Pur, F.; Akbari Dilmaghani, K. J. Coord. Chem. 2014, 67, 440–448.
  • 13. de Koning, J. J.; Kooreman, H. J.; Tan, H. S.; Verweij, J. J. Org. Chem. 1975, 40, 1346–1347.
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK
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