Synthesis and potent antimicrobial activity of some novel 2-phenyl or methyl-4H-1-benzopyran-4-ones carrying amidinobenzimidazoles

GÖKER A. H. , Boykin D. W. , YILDIZ S.

Bioorganic and Medicinal Chemistry, vol.13, no.5, pp.1707-1714, 2005 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 13 Issue: 5
  • Publication Date: 2005
  • Doi Number: 10.1016/j.bmc.2004.12.006
  • Title of Journal : Bioorganic and Medicinal Chemistry
  • Page Numbers: pp.1707-1714
  • Keywords: methicillin-resistant S. aureus, methicillin-resistant S. epidermidis, 4H-1-benzopyran-4-one, amidinobenzimidazoles, AZA-ANALOGS, DIGUANIDINO, FLAVONOIDS, INHIBITORS


Series of flavones and methyl-4H-1-benzopyran-4-ones carrying mono or diamidinobenzimidazoles at different positions were synthesized and evaluated for antibacterial and antifungal activities against E. coli, S. aureus, MRSA (methicillin-resistant S. aureus), MRSE (methicillin-resistant S. epidermidis), S. faecalis and C. albicans, C. krusei. The results showed that while all diamidines are inactive, the compounds having monoamidinobenzimidazoles at the C-6 position of the 2-phenyl-4H-1-benzopyran-4-one have potent antibacterial activities, particularly, against Gram-positive bacteria. Compounds 23 and 22 exhibited the best inhibitory activity with MIC values of 1.56 μg/mL against S. aureus, MRSA, MRSE and 3.12 μg/mL against C. albicans, respectively. © 2004 Elsevier Ltd. All rights reserved.