Selective Synthesis of Glycoside Fatty Acid Esters and Their Antibacterial Structure‐activity Relationship against Bacterial Staphylococcus Aureus and Salmonella Agona |
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| Authors: | Xin Lou Seamas Cassidy |
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| Affiliation: | 1. School of Material Science and Chemical Engineering, Chuzhou Uniersity, Chuzhou 23900, China;2. School of Food Science and Environmental Health, Dublin Institute of Technology, Dublin 1, Ireland |
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| Abstract: | Fatty acid esters of glycosides and glucopyranosiduronides were regioselectively synthesized with tin‐mediated method using dibutyltin dimethoxide as the stannylating agent, these novel esters were investigated for their antibacterial activities against bacterial Staphylococcus Aureus and Salmonella Agona, the essential structural feature as antibacterial agents was probed. Antimicrobial tests showed that some laurates of trans‐ol glycosides are effective inhibitors against S. Aureus, while some laurates and myristates of cis‐ol glycosides are moderate inhibitors against both S. Aureus and S. Agona. Studies on antimicrobial structure‐activity relationship of sugar fatty acid esters showed that both the carbohydrate moiety and the length of fatty acid played a vital role on the antibacterial effect. |
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| Keywords: | Glycoside fatty acid esters Tin‐mediated method Structure‐activity relationship Antibacterial |
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