Cytotoxic Homoisoflavonoids from the Bulbs of Bellevalia flexuosa

UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
Tamam M. El-Elimat (Creator)
Nicholas Oberlies, Patricia A. Sullivan Distinguished Professor of Chemistry (Creator)
Institution
The University of North Carolina at Greensboro (UNCG )
Web Site: http://library.uncg.edu/

Abstract: Four new homoisoflavonoids, 7-O-methyl-8-demethoxy-3'-hydroxy-3,9-dihydropunctatin (4), 6-hydroxy-8-demethoxy-4'-O-methyl-3,9-dihydropunctatin (8), 7,4'-O-dimethyl-8-demethoxy-3,3'-dihydroxy-3,9-dihydropunctatin (13), and 7-O-methyl-3-hyroxy-3,9-dihydropunctatin (14) were identified from a chloroform extract of the bulbs of Bellevalia flexuosa, along with 13 known analogues. The structures were determined by analysis of HRMS and NMR data, while ECD spectroscopy enabled the assignment of the absolute configurations of the new compounds 4, 8, 13 and 16. The cytotoxic activities of the isolated compounds (1–17) were evaluated using a panel of human cancer cell lines. Compounds 2 and 7 were the most potent against the MDA-MB-435 (melanoma) cancer cell line with IC50 values of 1.6 and 2.0?µM, respectively, and were essentially equipotent against the OVCAR3 (ovarian) cancer cell line with IC50 values of 9.5 and 10.8?µM, respectively. However, compound 7, with an IC50 value of 3.6?µM, was the most potent against the MDA-MB-231 (breast) cancer cell line.

Additional Information

Publication
Fitoterapia, 127, 201-206
Language: English
Date: 2018
Keywords
Homoisoflavonoids, Bellevalia, Bulbs, Absolute configuration, Cytotoxicity, Human cancer cell lines

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