Structure elucidation of antiproliferative bisbenzylisoquinoline alkaloids from Anisocycla grandidieri from the Madagascar dry forest |
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Authors: | Yixi Liu Liva Harinantenaina Peggy J Brodie Carla Slebodnick Martin W Callmander R Rakotondrajaona Etienne Rakotobe Vincent E Rasamison Karen TenDyke Yongchun Shen David G I Kingston |
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Institution: | 1. Department of Chemistry and the Virginia Tech Center for Drug Discovery, Virginia Tech, , Blacksburg, Virginia, 24061 USA;2. Missouri Botanical Garden, , Antananarivo, 101 Madagascar;3. Centre National d'Application des Recherches Pharmaceutiques, , Antananarivo, 101 Madagascar;4. Eisai Inc., , Andover, MA, 01810 USA |
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Abstract: | Antiproliferative bioassay‐guided fractionation of the ethanol extract of the stems of Anisocycla grandidieri led to the isolation of the known alkaloids stebisimine (1), (+)‐1,2‐dehydrotelobine (2), (+)‐2'‐norcocsuline (3) and puetogaline B (4). Herein, we report the full NMR assignments of all compounds and the X‐ray crystallography of single crystals of compounds 1 and 3. Compounds 2 and 3 showed moderate antiproliferative activity against the A2780 human ovarian cancer cell line with IC50 values of 4.1 ± 0.3 and 2.7 ± 0.3 μM, respectively, and they also displayed selective activity toward the H460 (large cell lung cancer), MCF‐7 (breast ductal carcinoma), and UACC‐257 (melanoma) cell lines. Copyright © 2013 John Wiley & Sons, Ltd. |
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Keywords: | NMR X‐ray crystallography Anisocycla grandidieri bisbenzylisoquinoline alkaloids |
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