Antiproliferative homoscalarane sesterterpenes from two Madagascan sponges |
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Authors: | Liva Harinantenaina Peggy J Brodie Jean Maharavo Gisele Bakary Karen TenDyke Yongchun Shen David GI Kingston |
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Institution: | 1. Department of Chemistry, The Virginia Tech Center for Drug Discovery, M/C 0212, Virginia Tech, Blacksburg, VA 24061, United States;2. Centre National de Recherche Oceanographiques, BP 702, Antananarivo 101, Madagascar;3. Eisai Inc., 4 Corporate Drive, Andover, MA 01810, United States |
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Abstract: | Dereplication of the antiproliferative ethyl acetate fraction of the Madagascan sponge Carteriospongia sp. led to the detection and isolation of the two known homoscalarane-type sesterterpenes 1 and 2. Investigation of a similar sponge containing closely related compounds afforded the four new antiproliferative homoscalarane sesterterpenes (3 and 5?7). The structures of all isolated compounds were elucidated by spectroscopic methods, including UV, IR and 1D and 2D NMR. Compounds 1, 3 and 5 displayed submicromolar antiproliferative activity against the A2780 ovarian cell line with IC50 values of 0.65, 0.26 and 0.28 μM, respectively, while compounds 6 and 7 showed moderate activity (4.5 and 8.7 μM, respectively). Compounds 3 and 5 also displayed anti-proliferative activity against the H522-T1 non-small cell lung and A2058 human melanoma cancer cell lines. |
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Keywords: | Marine natural products Sponge Homoscalarane Sesterterpenes Antiproliferative activity Nuclear magnetic resonance |
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