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Regioselective Synthesis of Fatty Acid Esters of Glycosides Containing Cis‐diol and Biological Test against Bacterial Staphylococcus aureus and Salmonella agona
Authors:Xin Lou  Jin Zhao
Affiliation:1. School of Life Sciences, Nanjing University, Nanjing 210093, P. R. China;2. Material and Chemical Engineering College, Chuzhou Uniersity, Chuzhou, Anhui Province, 23900, P. R. China
Abstract:Regioselectivity of glycoside containing cis‐diol esterification with fatty acid using dibutyltin dimethoxide as stannylating agent was probed, the results showed the equatorial position of cis‐diol has some advantage of being acylated, although the orientation of adjacent groups could affected the regioselectivity. The glycoside fatty acid esters were regioselectively synthesized on optimized condition with this stannyl method, the biological tests against bacterial as Staphylococcus aureus and Salmonella agona were carried out with these fatty acid esters, the testing results showed that glycoside esters with 12 or 14 carbon long chain fatty acid have some obvious inhibition against Staphylococcus aureus.
Keywords:Sugar fatty acid esters  Regioselectivity  Cis‐diol glycosides  Stannyl acetal
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