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

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

Medicinal chemistry (Shariqah (United Arab Emirates)) (2015-08-11)
Claudia D Raposo, Krasimira T Petrova, Maria T Barros, Ricardo C Calhelha, Marina Sokovic, Isabel C F R Ferreira
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 (1)H and (13)C 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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Sucrose, ≥99.5% (GC), BioXtra
Millipore
Listeria monocytogenes NCTC 11994 Lenticule® discs, 500-50000 CFU, suitable for microbiology, certified reference material, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
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Pyridine, ACS reagent, ≥99.0%
MCF7 Cell Line human, from human breast(adenocarcinoma), 86012803
HCT-15, 91030712
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Bacillus cereus NCTC 7464 Lenticule® discs, 500-50000 CFU, suitable for microbiology, certified reference material, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
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Streptomycin sulfate salt, powder, BioReagent, suitable for cell culture
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Triethylamine, ≥99%
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Ethyl isocyanate, 98%
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Ampicillin, meets USP testing specifications