Withanolides from Withania aristata and their cytotoxic activity

Abstract

Seven new withanolides ( 1– 7), along with three known ones ( 8– 10), were isolated from the leaves of Withania aristata. Their structures were elucidated on the basis of spectroscopic analysis, including 2D NMR experiments and spectrometric techniques, and the absolute configuration of 1 and 2 was established by CD analysis. In the search for new cytotoxic compounds from Withania species, the isolated compounds 1– 9, along with two derivatives, were assayed for their cytotoxicity against HeLa, MCF-7 and A-549 human tumor cell lines. Derivative (4 S,20 R,22 R)-27-acetoxy-4- p-bromobenzoyloxy-1-oxo-witha-2,5,16,24-tetraenolide ( 13) showed cytotoxicity against all the cell lines assayed with IC 50 values ranging from 2.8 to 3.6 μM, and (4 S,20 R,22 R)-4,27-diacetoxy-4-hydroxy-1-oxo-witha-2,5,16,24-tetraenolide ( 12) exhibited an IC 50 value of 5.4 μM on the MCF-7 cell line.