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Structure elucidation of antiproliferative bisbenzylisoquinoline alkaloids from Anisocycla grandidieri from the Madagascar dry forest
Author(s) -
Liu Yixi,
Harinantenaina Liva,
Brodie Peggy J.,
Slebodnick Carla,
Callmander Martin W.,
Rakotondrajaona R.,
Rakotobe Etienne,
Rasamison Vincent E.,
TenDyke Karen,
Shen Yongchun,
Kingston David G. I.
Publication year - 2013
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.3976
Subject(s) - chemistry , stereochemistry , fractionation , cancer cell lines , cell culture , ethanol , cancer , biochemistry , cancer cell , organic chemistry , medicine , biology , genetics
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 IC 50 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.