Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives

Krasimira Todorova Markova Petrova, Taterao M. Potewar, Paula Correia-da-Silva, Maria Teresa Barros, Ricardo C. Calheta, Ana Ćiric, Isabel C.F,R. Ferreira

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21 Citations (Scopus)

Abstract

A library of 1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxy-sucros-6'-yl)-1,2,3-triazoles have been investigated for their antibacterial, antifungal and cytotoxic activities. Most of the target compounds showed good inhibitory activity against a variety of clinically and food contaminant important microbial pathogens. In particular, 1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxy-sucros-6'-yl)-4-(4-pentylphenyl)-1,2,3-triazole (5) was highly active against all the tested bacteria with minimal inhibitory concentrations (MICs) ranging between 1.1 and 4.4 µM and bactericidal concentrations (MBCs) from 2.2 and 8.4 µM. The compound 1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxy-sucros-6'-yl)-4-(4-bromophenyl)-1,2,3-triazole (3) showed antifungal activity with MICs from 0.6 to 4.8 µM and minimal fungicidal concentrations (MFCs) ranging between 1.2 and 8.9 µM. Furthermore, some of the compounds possessed moderate cytotoxicity against human breast, lung, cervical and hepatocellular carcinoma cell lines, without showing toxicity for non-tumor liver cells. The above mentioned derivatives represent promising leads for the development of new generation of sugar-triazole antifungal agents.
Original languageEnglish
Pages (from-to)66-71
Number of pages6
JournalCarbohydrate Research
Volume417
DOIs
Publication statusPublished - 19 Nov 2015

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Keywords

  • 1,2,3-Triazoles
  • Sucrose
  • Antibacterial activity
  • Antifungal activity
  • Cytotoxic activity

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