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Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters

Abstract

A library of C3–C5 unsaturated 6-O-sucrose esters 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, 6-O-methacryloyl sucrose 2 and 1′,2,3,3′,4,4′,6′-hepta-O-acetyl-6-O-methacryloyl sucrose 9 were the most active bactericides against all the tested bacteria with minimal inhibitory concentrations (MICs) ranging between 0.24 and 1.40 μM. The compound 9 showed also the highest antifungal activity with MICs from 0.28 to 1.10 μM. The synthesized compounds possessed low cytotoxicity against human breast, lung, cervical, and hepatocellular carcinoma cell lines without showing toxicity for non-tumor liver cells. Thus, this library of short carbon chain unsaturated sucrose esters represent promising leads for the development of new generation of sucrose-based antimicrobial agents.

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Acknowledgements

This work has been supported by Fundação para a Ciência e a Tecnologia through grant nos. PEst-C/EQB/LA0006/2013 and PEst-OE/AGR/UI0690/2014. The authors thank Serbian Ministry of Education, Science, and Technological Development for financial support (grant number 173032).

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Correspondence to Krasimira T. Petrova.

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Petrova, K.T., Barros, M.T., Calhelha, R.C. et al. Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters. Med Chem Res 27, 980–988 (2018). https://doi.org/10.1007/s00044-017-2121-5

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Keywords

  • Unsaturated esters
  • Sucrose
  • Antibacterial activity
  • Antifungal activity
  • Cytotoxic activity