First stereoselective total synthesis and anticancer activity of new amide alkaloids of roots of pepper

Author(s): Srinivas Ch, Sai Pavan Kumar ChN, China Raju B, Jayathirtha Rao V, Naidu VG, et al.


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.

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