Rotenoids, Flavonoids, and Chalcones from the Root Bark of Millettia usaramensis

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• 作者：Tsegaye Deyou ; Ivan Gumula ; Fangfang Pang ; Amra Gruhonjic ; Michael Mumo ; John Holleran ; Sandra Duffy ; Paul A. Fitzpatrick ; Matthias Heydenreich ; G?ran Landberg ; Solomon Derese ; Vicky Avery ; Kari Rissanen ; Máté Erdélyi ; Abiy Yenesew
• 刊名：Journal of Natural Products
• 出版年：2015
• 出版时间：December 24, 2015
• 年：2015
• 卷：78
• 期：12
• 页码：2932-2939
• 全文大小：376K
• ISSN：1520-6025

文摘

Five new compounds, 4-O-geranylisoliquiritigenin (1), 12-dihydrousararotenoid B (2), 12-dihydrousararotenoid C (3), 4′-O-geranyl-7-hydroxyflavanone (4), and 4′-O-geranyl-7-hydroxydihydroflavanol (5), along with 12 known natural products (6–17) were isolated from the CH₂Cl₂/MeOH (1:1) extract of the root bark of Millettia usaramensis ssp. usaramensis by chromatographic separation. The purified metabolites were identified by NMR spectroscopic and mass spectrometric analyses, whereas their absolute configurations were established on the basis of chiroptical data and in some cases also by X-ray crystallography. The crude extract was moderately active (IC₅₀ = 11.63 μg/mL) against the ER-negative MDB-MB-231 human breast cancer cell line, and accordingly compounds 6, 8, 9, 10, 12, and 16 also showed moderate to low cytotoxic activities (IC₅₀ 25.7–207.2 μM). The new natural product 1 exhibited antiplasmodial activity with IC₅₀ values of 3.7 and 5.3 μM against the chloroquine-sensitive 3D7 and the chloroquine-resistant Dd2 Plasmodium falciparum strains, respectively, and was also cytotoxic to the HEK293 cell line.