Stereoselective synthesis of alpinoid-C and its analogues and study of their cytotoxic activity against cancer cell lines |
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| Authors: | Purushotham Reddy S Chinnababu B Shekhar V Kumar Reddy D Bhanuprakash G V S Velatoor L R Venkateswara Rao J Venkateswarlu Y |
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| Institution: | Division of Natural Products Chemistry, IICT, Hyderabad 500 007, India. |
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| Abstract: | 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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