期刊
JOURNAL OF MEDICINAL CHEMISTRY
卷 52, 期 18, 页码 5753-5757出版社
AMER CHEMICAL SOC
DOI: 10.1021/jm900495f
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资金
- Ministry of Education of tile Czech Republic [IAA400550609, Z40550506, LC06070, LC06077, MSM0021620857]
Three types of brassinosteroid analogues with perfluoroalkylated side chains were synthesized by using alkene cross-metathesis of a brassinosteroid derivative bearing a terminal alkene moiety with different (perfluoroalkyl)propenes. The presence of the double bonds in the cross-metathesis products allowed a facile one-step double dihydroxylation to provide intermediates that after Baeyer-Villiger oxidation afforded the target compounds. Biological activity of the prepared analogues was tested in GABA(A) receptor, cytotoxic, and brassinolide activity, which reached in some cases the same range as their nonfluorinated analogues,
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