Organic Chemistry Division-II, Indian Institute of Chemical Technology, Hyderabad 500 607, India.
Bioorg Med Chem Lett. 2009 Oct 15;19(20):5915-8. doi: 10.1016/j.bmcl.2009.08.056. Epub 2009 Aug 20.
The first stereoselective total synthesis of new natural amide alkaloids 1-3 have been achieved from commercially available starting materials. Wittig olefination, Sharpless asymmetric dihydroxylation, epoxidation, a trans regioselective opening of 2,3-epoxy alcohol, Horner-Wadsworth-Emmons (HWE) olefination and amide coupling are the key steps. The amide alkaloids 1-3 are evaluated for their anticancer activity against colon (HT-29), breast (MCF-7) and lung (A-549) human cancer cell lines for the first time.
新型天然酰胺生物碱 1-3 的首次立体选择性全合成已从商业可得的起始原料实现。Wittig 烯烃化、Sharpless 不对称双羟基化、环氧化、2,3-环氧醇的反式区域选择性开环、Horner-Wadsworth-Emmons (HWE) 烯烃化和酰胺偶联是关键步骤。酰胺生物碱 1-3 首次被评估对结肠（HT-29）、乳腺（MCF-7）和肺（A-549）人癌细胞系的抗癌活性。
