Planta Med 2012; 78(2): 160-165
DOI: 10.1055/s-0031-1280293
Natural Product Chemistry
Original Papers
© Georg Thieme Verlag KG Stuttgart · New York

Isolation of Apoptosis-Inducing Stilbenoids from Four Members of the Orchidaceae Family

Russell B. Williams1 , Steven M. Martin1 , Jin-Feng Hu1 , Eliane Garo1 , Stephanie M. Rice1 , Vanessa L. Norman1 , Julie A. Lawrence1 , Grayson W. Hough1 , Matt G. Goering1 , Mark O'Neil-Johnson1 , Gary R. Eldridge1 , Courtney M. Starks1
  • 1Lead Discovery and Rapid Structure Elucidation Group, Sequoia Sciences, Inc., St. Louis, Missouri, USA
Further Information

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.

Supporting Information

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Dr. Russell B. Williams

Sequoia Sciences, Inc.

1912 Innerbelt Business Center Drive

St. Louis, Missouri, 63114

USA

Phone: +1 314 373 51 81

Fax: +1 314 373 51 86

Email: rwilliams@sequoiasciences.com

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