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DOI: 10.1055/s-0031-1280293
© Georg Thieme Verlag KG Stuttgart · New York
Isolation of Apoptosis-Inducing Stilbenoids from Four Members of the Orchidaceae Family
Publication History
received June 6, 2011
revised Sept. 1, 2011
accepted Sept. 20, 2011
Publication Date:
14 October 2011 (online)
Abstract
High-throughput natural product research produced a suite of anticancer hits among several species of the Orchidaceae family (Oncidium microchilum, O. isthmi, and Myrmecophila humboldtii). A commercial Oncidium sp. was also examined as a convenient source of additional material. Isolation and structure elucidation led to the identification of fifteen stilbenoids including a new phenanthraquinone and two new dihydrostilbenes. NMR data for structure elucidation and dereplication were acquired utilizing a Bruker BioSpin TCI 1.7-mm MicroCryoProbe or a 5-µL CapNMR capillary microcoil. Several compounds inhibited proliferation of NCI-H460 and M14 cancer cell lines. All compounds were also examined for their ability to induce apoptosis. Apoptosis induction was determined by measuring caspase 3/7 activation and LDH release in a NCI-H460 cell line. Based on these results, a portion of the extract from a commercially available Oncidium sp. was chemically modified in an attempt to obtain additional phenanthraquinones.
Key words
Orchidaceae - Oncidium - Myrmecophila - phenanthraquinone - stilbenoid - apoptosis
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