Synthesis of Bioactive Natural Polymethoxyflavones and Their Vinyl Ether Derivatives |
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Authors: | CAI Shuang-lian LIU Shuang LIU Li WANG Qiu-an |
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Affiliation: | College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China |
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Abstract: | Bioactive natural polymethoxyflavones 1-6 and their vinyl ether derivatives 7-15 were synthesized by bromination, aromatic nucleophilic substitution, methylation, benzyl protection, Friedel-Crafts acetylation, aldol condensation, cyclization, DDQ dehydrogenation, regioselective demethylation, debenzylation and O-prenylation or O-farnesylation with resorcinol and appropriate substituted benzaldehydes as starting materials. Among them, compounds 7-15 are new compounds. Natural products 2-4 were firstly total synthesized. The syntheses of compounds 1, 5 and 6 were efficiently improved by the new synthetic routes. The structures of all synthetic compounds were confirmed by NMR, IR spectra and MS. |
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Keywords: | Flavonoid Polymethoxyflavone Prenylation Farnesylation |
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