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Synthesis of the Active Stilbenoids by Photooxidation Reaction of trans-e-Viniferin

Synthesis of the Active Stilbenoids by Photooxidation Reac-tion of trans-e-Viniferin
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摘要 Two new stilbenoids, cis-e-viniferin (3) and 2b,14b-dehydro-bisresveratrol (4) were synthesized by photooxida-tion reaction of trans-e-viniferin (2) prepared from trans-resveratrol (1). Pentamethoxyl trans-e-viniferin (5) and pentamethoxyl cis-e-viniferin (6) were also obtained by methylation of trans-e-viniferin (2) with (MeO)2SO2. Their structures were elucidated on the basis of spectral evidence. Compounds 3 and 4 showed potent inhibition of TNF-a at concentrations of 10-5 molL-1 with inhibitory ratios of 51.43% and 36.64%, respectively. Two new stilbenoids, cis-e-viniferin (3) and 2b,14b-dehydro-bisresveratrol (4) were synthesized by photooxida-tion reaction of trans-e-viniferin (2) prepared from trans-resveratrol (1). Pentamethoxyl trans-e-viniferin (5) and pentamethoxyl cis-e-viniferin (6) were also obtained by methylation of trans-e-viniferin (2) with (MeO)2SO2. Their structures were elucidated on the basis of spectral evidence. Compounds 3 and 4 showed potent inhibition of TNF-a at concentrations of 10-5 molL-1 with inhibitory ratios of 51.43% and 36.64%, respectively.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2004年第11期1350-1355,共6页 中国化学(英文版)
基金 Project supported by the National Natural Science Foundation of China (No. 30070889).
关键词 PHOTOOXIDATION cis-e-viniferin 2b 14b-dehydro-bisresveratrol STILBENOID tumor necrosis factor in-hibitory activity photooxidation, cis-e-viniferin, 2b,14b-dehydro-bisresveratrol, stilbenoid, tumor necrosis factor in-hibitory activity
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  • 1G. R. Pettit,S. B. Singh,E. Hamel,C. M. Lin,D. S. Alberts,D. Garcia-Kendal. Isolation and structure of the strong cell growth and tubulin inhibitor combretastatin A-4[J] 1989,Experientia(2):209~211

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