Synthesis, Characterization, Antimicrobial and Antitumor Activities of Sucrose Octa(N-ethyl)carbamate

Author(s): Claudia D. Raposo, Krasimira T. Petrova, Maria T. Barros, Ricardo C. Calhelha, Marina Sokovic, Isabel C. F. R. Ferreira

Journal Name: Medicinal Chemistry

Volume 12 , Issue 1 , 2016


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Abstract:

Sucrose octa(N-ethyl)carbamate was synthesized directly from sucrose and ethyl isocyanate, and its structure was confirmed by various analytical methods, such as 1H and 13C NMR, FTIR, m.p., MS, and optical rotation. Its antibacterial, antifungal and cytotoxic activities were investigated. It exhibited strong inhibition against all bacteria tested, namely S. aureus (MIC 0.18±0.006), B. cereus (MIC 0.094±0.000), M. flavus (MIC 0.28±0.01), L. monocytogenes (MIC 0.18±0.006), P. aeruginosa (MIC 0.094±0.002), S. typhimurium (MIC 0.094±0.002), E. coli (MIC 0.18±0.006) and E. cloacae (MIC 0.18±0.006) and strong antifungal activity towards T. viride (MIC 0.09 ± 0.006), A. versicolor (MIC 0.18 ± 0.01), A. ochraceus (MIC 0.375 ± 0.01) and P. ochrochloron (MIC 0.375 ± 0.04). Furthermore, it showed moderate antitumor potential against human breast (GI50 357.20±14.12), colon (GI50 332.43±11.19) and cervical (GI50 282.67±3.97) cell lines and, more important, without hepatotoxicity.

Keywords: Biological activity, antimicrobial activity, cytotoxic activity, carbamate, carbohydrates, microwave chemistry, sucrose derivatization.

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Article Details

VOLUME: 12
ISSUE: 1
Year: 2016
Page: [22 - 29]
Pages: 8
DOI: 10.2174/1573406410666150807111029

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