Withanolides from Withania aristata and their cytotoxic activity |
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| Authors: | Gabriel G. LLanos,Ignacio A. Jimé nez,Jesú s T. Vá zquez |
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| Affiliation: | a Instituto Universitario de Bio-Orgánica “Antonio González”, Departamento de Química Orgánica, Universidad de La Laguna, and Instituto Canario de Investigación del Cáncer, Avda. Astrofísico Francisco Sánchez 2, 38206 La Laguna, Tenerife, Spain
b Departamento de Microbiología y Biología Celular, Universidad de La Laguna, Avenida Astrofísico Francisco Sánchez s/n, 38206 La Laguna, Tenerife, Spain |
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| 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 (4S,20R,22R)-27-acetoxy-4-p-bromobenzoyloxy-1-oxo-witha-2,5,16,24-tetraenolide (13) showed cytotoxicity against all the cell lines assayed with IC50 values ranging from 2.8 to 3.6 μM, and (4S,20R,22R)-4,27-diacetoxy-4-hydroxy-1-oxo-witha-2,5,16,24-tetraenolide (12) exhibited an IC50 value of 5.4 μM on the MCF-7 cell line. |
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| Keywords: | Withania aristata Withanolides Absolute configuration Circular dichroism Cytotoxicity |
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