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

…, BC Raju, VJ Rao, VGM Naidu, S Ramakrishna…

Index: Srinivas; Sai Pavan Kumar; China Raju; Jayathirtha Rao; Naidu; Ramakrishna; Diwan, Prakash V. Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 20 p. 5915 - 5918

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Citation Number: 31

Abstract

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 ( ...