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A cytotoxic dimeric furanoheliangolide from Piptocoma rufescens

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journal contribution
posted on 19.12.2013, 00:00 by Yulin Ren, Francisco Jiménez, Ricardo García, Milciades Mejía, Heebyung Chai, Norman R. Farnsworth, Djaja D. Soejarto, A. Douglas Kinghorn
A new sesquiterpene lactone, rufescenolide C (1), the first furanoheliangolide dimer, was isolated from the leaves of Piptocoma rufescens, collected in the Dominican Republic. Its structure was determined by analysis of its spectroscopic data, with the absolute configuration being established by analysis of the CD spectrum. A plausible biogenesis of this dimer is proposed. This compound showed potent cytotoxicity with an IC50 value of 150 nM, when tested against HT-29 human colon cancer cells.

Funding

This investigation was supported by grants U01 CA52956 and P01 CA125066, funded by the National Cancer Institute, NIH, Bethesda, MD.

History

Publisher Statement

NOTICE: This is the author’s version of a work that was accepted for publication in Tetrahedron Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron Letters, Vol 54, Issue 40, 2013 DOI: 10.1016/j.tetlet.2013.07.128

Publisher

Elsevier

Language

en_US

issn

0040-4039

Issue date

01/10/2013

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Keywords

Piptocoma rufescensCytotoxicityFuranoheliangolide dimer

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In Copyright

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