A cytotoxic dimeric furanoheliangolide from Piptocoma rufescens
journal contributionposted on 2013-12-19, 00:00 authored 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.
This investigation was supported by grants U01 CA52956 and P01 CA125066, funded by the National Cancer Institute, NIH, Bethesda, MD.
Publisher StatementNOTICE: 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