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Citation: WANG Chao-Jie, SONG Jin-Yong, ZHAO Jin, SUN Xin-Qi. Synthesis and Biological Activity of Solanesyl Glucosyl Dibasic Acid Esters[J]. Chinese Journal of Applied Chemistry, ;2003, 20(8): 754-759. shu

Synthesis and Biological Activity of Solanesyl Glucosyl Dibasic Acid Esters

1.
Provincial Key Laboratory of Special Functional Materials, He'nan University, Kaifeng 475001

Corresponding author: ZHAO Jin,
Received Date: 4 December 2002
Available Online: 26 February 2003
Fund Project: 河南省科委攻关项目(0124090421) (0124090421)

Solanesol was reacted with seven dibasic acid anhydrides to give corresponding monosolanesyl dibasic acid esters 2, which were reacted with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide to give corresponding solanesyl glucosyl dibasic esters 3, using tetrabutyl ammonium bromide as a phase-transfer catalyst.The method has advantages of mild reaction condition, easy seperation and high stereospecificity of the products. The structures of all the compounds 2 and 3 were confirmed by IR, NMR, MS and elemental analysis. Preliminary in vitro biological activity tests of three compounds of 2 and seven compounds of 3 against three kinds of human cancer cells showed that 3e has moderate inhibitory activity(~70%) on KB cells, and the other compounds have only low inhibitory ratios.
- solanesol,
- monosolanesyl dibasic acid ester,
- solanesyl glucosyl dibasic diester,
- synthesis,
- biological activity
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