np0201164_si_001.pdf (215.97 kB)
Isolation and Structure Elucidation of an Isoflavone and a Sesterterpenoic Acid from Henriettella fascicularis
journal contribution
posted on 2002-10-11, 00:00 authored by Angela I. Calderón, Christian Terreaux, Kurt Schenk, Phil Pattison, Joanna E. Burdette, John M. Pezzuto, Mahabir P. Gupta, K. HostettmannA new isoflavone, 4‘,5,7-trihydroxy-6,8-dimethylisoflavone (1), and a new sesterterpenoic acid (2), together
with five known compounds, lichexanthone (3), (−)-pinoresinol (4), betulinic acid, palmitic acid, and
β-sitosterol, were isolated from a dichloromethane extract of the branches of Henriettella fascicularis.
Their structures were established by extensive spectroscopic methods. An attempt to determine the
absolute stereochemistry of (2E,6S)-6-[(1R,5Z,3aS,9R,10Z,12aR)-1,2,3,3a,4,7,8,9,12,12a-decahydro-9-hydroxy-3a,6,10-trimethylcyclopentanocycloundecen-1-yl]-2-methylhept-2-enoic acid (2) was performed
by single-crystal X-ray analysis, using Cu Kα radiation. Compound 1 showed significant competitive
binding to estrogen receptor β and moderate antiestrogenic activity with cultured Ishikawa cells.