Synthesis and In Vitro Evaluation of Furan-Based Chalcone Derivatives as Antimicrobial Agents

ÖZDEMİR A., ALTINTOP M. D., CANTÜRK Z., KAPLANCIKLI Z. A.

LETTERS IN DRUG DESIGN & DISCOVERY, vol.12, no.7, pp.607-611, 2015 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 12 Issue: 7
  • Publication Date: 2015
  • Doi Number: 10.2174/1570180812999150202112352
  • Journal Name: LETTERS IN DRUG DESIGN & DISCOVERY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.607-611
  • Keywords: Chalcone, furan, antibacterial activity, anticandidal activity, ANTIBACTERIAL ACTIVITY, STAPHYLOCOCCUS-AUREUS, BIOLOGICAL EVALUATION, PRENYLATED CHALCONES, CYTOTOXICITY, INHIBITION, MECHANISM, REDUCTASE, BEARING
  • Bilecik Şeyh Edebali University Affiliated: No

Abstract

Some furan-based chalcone derivatives were synthesized via the Claisen-Schmidt condensation of 5-arylfurfural derivatives with 4'-cyanoacetophenone. The synthesized derivatives were investigated for their antimicrobial activity using a broth microdilution assay. Among these compounds, 1-(4-cyanophenyl)-3-[5-(4-nitrophenyl)-2-furyl]-2-propen-1-one (4) can be considered as the most promising antimicrobial agent against Enterococcus faecalis (ATCC 51922) and Candida albicans. Compound 4 showed antimicrobial activity against E. faecalis with a MIC value of 100 mu g/mL, whereas chloramphenicol exhibited its antibacterial activity with a MIC value of 200 mu g/mL. Compound 4 (MIC = 100 mu g/mL) was also more effective than ketoconazole (MIC = 200 mu g/mL) against C. albicans. Microbiological assay pointed out the importance of p-nitro substituent for antimicrobial activity.