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Synthesis, Characterization, Antibacterial and Antifungal Evaluation of Novel Monosaccharide Esters

A novel series of 3-(2-furyl)acrylate monosaccharide esters Ia–f and menthyloxycarbonyl monosaccharide esters IIa–f were designed and synthesized. The chemical structures of the target compounds were confirmed by IR, (1)H- and (13)C-NMR and ESI-MS, and the target compounds were investigated for thei...

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Autores principales: Shen, Yi, Sun, Yufeng, Sang, Zhipei, Sun, Chengjun, Dai, Ya, Deng, Yong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268548/
https://www.ncbi.nlm.nih.gov/pubmed/22825619
http://dx.doi.org/10.3390/molecules17078661
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author Shen, Yi
Sun, Yufeng
Sang, Zhipei
Sun, Chengjun
Dai, Ya
Deng, Yong
author_facet Shen, Yi
Sun, Yufeng
Sang, Zhipei
Sun, Chengjun
Dai, Ya
Deng, Yong
author_sort Shen, Yi
collection PubMed
description A novel series of 3-(2-furyl)acrylate monosaccharide esters Ia–f and menthyloxycarbonyl monosaccharide esters IIa–f were designed and synthesized. The chemical structures of the target compounds were confirmed by IR, (1)H- and (13)C-NMR and ESI-MS, and the target compounds were investigated for their in vitro antibacterial and antifungal activities. The antibacterial screening results showed that the 3-(2-furyl)acrylate monosaccharide ester derivatives Ia–f were either inactive or only weakly active against the three Gram-positive bacterial strains tested, whereas the menthyloxycarbonyl monosaccharide ester derivatives IIa–f exhibited higher levels of activity, with compound IIe being especially potent. The results of the antifungal screening revealed that compounds Ib, Ie, IIb and IIc displayed potent in vitro activities, whereas If and IIf showed promising activities against all of the microorganisms tested, with If exhibiting levels of activity deserving of further investigation.
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spelling pubmed-62685482018-12-12 Synthesis, Characterization, Antibacterial and Antifungal Evaluation of Novel Monosaccharide Esters Shen, Yi Sun, Yufeng Sang, Zhipei Sun, Chengjun Dai, Ya Deng, Yong Molecules Article A novel series of 3-(2-furyl)acrylate monosaccharide esters Ia–f and menthyloxycarbonyl monosaccharide esters IIa–f were designed and synthesized. The chemical structures of the target compounds were confirmed by IR, (1)H- and (13)C-NMR and ESI-MS, and the target compounds were investigated for their in vitro antibacterial and antifungal activities. The antibacterial screening results showed that the 3-(2-furyl)acrylate monosaccharide ester derivatives Ia–f were either inactive or only weakly active against the three Gram-positive bacterial strains tested, whereas the menthyloxycarbonyl monosaccharide ester derivatives IIa–f exhibited higher levels of activity, with compound IIe being especially potent. The results of the antifungal screening revealed that compounds Ib, Ie, IIb and IIc displayed potent in vitro activities, whereas If and IIf showed promising activities against all of the microorganisms tested, with If exhibiting levels of activity deserving of further investigation. MDPI 2012-07-23 /pmc/articles/PMC6268548/ /pubmed/22825619 http://dx.doi.org/10.3390/molecules17078661 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Shen, Yi
Sun, Yufeng
Sang, Zhipei
Sun, Chengjun
Dai, Ya
Deng, Yong
Synthesis, Characterization, Antibacterial and Antifungal Evaluation of Novel Monosaccharide Esters
title Synthesis, Characterization, Antibacterial and Antifungal Evaluation of Novel Monosaccharide Esters
title_full Synthesis, Characterization, Antibacterial and Antifungal Evaluation of Novel Monosaccharide Esters
title_fullStr Synthesis, Characterization, Antibacterial and Antifungal Evaluation of Novel Monosaccharide Esters
title_full_unstemmed Synthesis, Characterization, Antibacterial and Antifungal Evaluation of Novel Monosaccharide Esters
title_short Synthesis, Characterization, Antibacterial and Antifungal Evaluation of Novel Monosaccharide Esters
title_sort synthesis, characterization, antibacterial and antifungal evaluation of novel monosaccharide esters
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268548/
https://www.ncbi.nlm.nih.gov/pubmed/22825619
http://dx.doi.org/10.3390/molecules17078661
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