24613-33-0Relevant academic research and scientific papers
Selective Synthesis of Glycoside Fatty Acid Esters and Their Antibacterial Structure-activity Relationship against Bacterial Staphylococcus Aureus and Salmonella Agona
Lou, Xin,Cassidy, Seamas
, p. 984 - 990 (2015/12/01)
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. Fatty acid esters of glycosides and glucopyranosiduronides were regioselectively synthesized with tin-mediated method, the structure-activity relationship against bacterial Staphylococcus Aureus and Salmonella Agona of these glycoside fatty acid esters was investigated, and the essential structural feature of carbohydrate fatty acid esters as antibacterial agent was described in this work.
Regioselective synthesis of fatty acid esters of methyl α-D-glucopyranoside with dibutyltin dimethoxide method and biological test against staphylococcus aureus and salmonella agona
Lou, Xin,O'Brien, Julie,Henehan, Gary,Cassidy, Seamas
experimental part, p. 3135 - 3146 (2010/11/05)
Fatty acid esters of methyl α-D-glucopyranoside were regioselectively synthesized using dibutyltin dimethoxide (DBDM) as stannylating agent, general factors affecting regioselectivity has been examined. Comparison work indicated that DBDM has some advantage as stannylating agent over dibutyltin oxide for regioselective acylation at the 2-position of unprotected methyl α-D-glucopyranoside. Microbiological tests show that methyl 2-lauryl-α-D-glucopyranoside is effective inhibitor against gram-negative bacterial Staphylococcus aures.
SUGAR CHEMISTRY WITHOUT PROTECTING GROUPS-III. A FACILE CHEMICAL SYNTHESIS OF 6-O-ACYL-D-GLYCOPYRANOSES AND METHYL-6-O-ACYL-D-GLYCOPYRANOSIDES.
Baczko, Krystyna,Plusquellec, Daniel
, p. 3817 - 3828 (2007/10/02)
Regioselective acylation of non protected glycopyranosides was performed using 3-acylthiazolidine-2-thiones 1 and the novel 3-acyl-5-methyl-1,3,4-thiadiazole-2(3H)-thiones 2 as the acylating reagents, yielding 6-O-acylated derivatives in high yields.Acyla
