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

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

Volume: 12 Issue: 1

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

Affiliation:

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

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.

Cite this article as:

D. Raposo Claudia, T. Petrova Krasimira, T. Barros Maria, C. Calhelha Ricardo, Sokovic Marina and C. F. R. Ferreira Isabel, Synthesis, Characterization, Antimicrobial and Antitumor Activities of Sucrose Octa(N-ethyl)carbamate, Medicinal Chemistry 2016; 12(1) . https://dx.doi.org/10.2174/1573406410666150807111029