A simple, highly efficient and stereoselective synthetic route has been developed for synthesis of alpinoid-C (1) and its analogues (2, 3 and 4) from commercially available starting materials by using Wittig olefination, Sharpless asymmetric epoxidation, Grubbs cross metathesis as key steps. All the compounds showed moderate anti-proliferative activity against human leukemia/carcinoma (U-937, THP-1, COLO-205 and HepG2) and mouse melanoma (B16-F10) cancer cell lines. Compounds 3 and 4 are found to be most potent with an IC(50) of 7.53 μM and 32.26 μM on THP-1, 11.12 μM and 7.21 μM on COLO-205 cell lines, respectively.
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| http://dx.doi.org/10.1016/j.bmcl.2012.04.021 | DOI Listing |
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