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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
Author(s) -
Lou Xin,
Zhao Jin
Publication year - 2012
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201100743
Subject(s) - chemistry , staphylococcus aureus , regioselectivity , salmonella , glycoside , fatty acid , diol , organic chemistry , bacteria , stereochemistry , catalysis , genetics , biology
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 .