Synthesis and biological evaluation of a natural ester sintenin and its synthetic analogues.
Basic Information
ID: ALA1158697
Journal: J Nat Prod
Title: Synthesis and biological evaluation of a natural ester sintenin and its synthetic analogues.
Authors: Hu LH, Zou HB, Gong JX, Li HB, Yang LX, Cheng W, Zhou CX, Bai H, Guéritte F, Zhao Y.
Abstract: Synthesis of 3-(3,4-dimethoxyphenyl)propyl-3-(3,4-dimethoxyphenyl) propanoate (18), a cytotoxic natural ester, was carried out by a convenient synthetic path with a total yield of 49%. Sixteen of its analogues (19-34) were also prepared. Seventeen unsaturated derivatives of 18, compounds 1-17, were also synthesized to examine the structure-activity relationship of this type of ester. All of the synthetic compounds were passed through the cytotoxicity screenings on human tumor cell lines, such as PC-3, Hela, A549, BEL7404, CNE, and KB. Some of the esters exhibited moderate inhibitory effects on these tumor cell lines. The phenolic derivatives exhibited the highest cytotoxicity among these derivatives, while the unsaturated esters were more cytotoxic than the saturated analogues. Some of the compounds also exhibited inhibition on alpha-glucosidase.
CiteXplore: 15787433
DOI: 10.1021/np0496441
Patent ID: ┄