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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2012
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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. |
format | Online Article Text |
id | pubmed-6268548 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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