Synthesis of antiproliferative flavones from calycopterin, major flavonoid of Calycopteris floribunda Lamk |
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Authors: | Lewin Guy Shridhar Narayan Bhat Aubert Geneviève Thoret Sylviane Dubois Joëlle Cresteil Thierry |
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Affiliation: | a Laboratoire de Pharmacognosie, (Univ. Paris-Sud 11, BIOCIS, UMR-8076 CNRS), Faculté de Pharmacie, Av. J.B. Clément, 92296 Châtenay-Malabry Cedex, France b Department of Pharmacology and Toxicology, KVAFSU Veterinary College, Hebbal, Bangalore 560 024, India c ICSN, CNRS, UPR 2301, 91190 Gif-sur-Yvette, France |
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Abstract: | Eighteen new analogues of 5,3′-dihydroxy-3,6,7,8,4′-pentamethoxy-flavone, a potent natural cytotoxic and antimitotic flavone, were synthesized from calycopterin, the major flavonoid of Calycopteris floribunda Lamk., a traditional Asian medicinal plant. One of them, the 3′-amino substituted analogue, displayed almost the same activity as the reference compound. Pharmacomodulation at C-3′ on the B-ring, and at C-5,6,7 and 8 on the A-ring allowed to refine structure-activity relationships within the cytotoxic flavones series. |
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Keywords: | Calycopterin Calycopteris floribunda Flavones Antiproliferative activity Antimitotic Tubulin Combretastatins |
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