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Isoflavones and Rotenoids from the Leaves of Millettia oblata ssp teitensis

Journal article
Authors Tsegaye Deyou
M. Marco
M. Heydenreich
F. F. Pan
Amra Gruhonjic
Paul A. Fitzpatrick
A. Koch
S. Derese
J. Pelletier
K. Rissanen
A. Yenesew
Mate Erdelyi
Published in Journal of Natural Products
Volume 80
Issue 7
Pages 2060-2066
ISSN 0163-3864
Publication year 2017
Published at Sahlgrenska Cancer Center
Department of Chemistry and Molecular Biology
Pages 2060-2066
Language en
Links dx.doi.org/10.1021/acs.jnatprod.7b0...
Keywords circular-dichroism, derris-trifoliata, root bark, flavonoids, derivatives, density, 12a-hydroxyrotenoids, constituents, usaramensis, elucidation, Plant Sciences, Pharmacology & Pharmacy
Subject categories Chemical Sciences, Organic Chemistry, Medicinal Chemistry, Pharmaceutical chemistry, Chemistry, Pharmacognosy

Abstract

A new isoflavone, 8-prenylmilldrone (1), and four new rotenoids, oblarotenoids A-D (2-5), along with nine known compounds (6-14), were isolated from the CH2Cl2/CH3OH (1:1) extract of the leaves of Millettia oblata ssp. teitensis by chromatographic separation. The purified compounds were identified by NMR spectroscopic and mass spectrometric analyses, whereas the absolute configurations of the rotenoids were established on the basis of chiroptical data and in some cases by single-crystal X-ray crystallography. Maximaisoflavone J (11) and oblarotenoid C (4) showed weak activity against the human breast cancer cell line MDA-MB-231 with IC50 values of 33.3 and 93.8 mu M, respectively.

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