Synthesis and anti-tubulin evaluation of chromone-based analogues of combretastatins

Twenty new hybrid compounds with both combretastatin and flavone moieties were synthesized. These derivatives are classified according to the position of the trimethoxyphenyl ring at C-2 or C-3 of the chromone and presence or absence of a carbonyl as a linker between C-3 and the aryl ring. Most of t...

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Bibliographic Details
Published inTetrahedron Vol. 62; no. 17; pp. 4038 - 4051
Main Authors Quintin, Jérôme, Roullier, Catherine, Thoret, Sylviane, Lewin, Guy
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 24.04.2006
Elsevier
Subjects
Chemical Sciences
Chemistry
Chemistry, Organic
Citrus flavonoids
Combretastatins
Flavones
Medicinal Chemistry
Physical Sciences
Science & Technology
Tubulin
Combretastatins
Tubulin
Flavones
Citrus flavonoids
REQUIREMENTS
DESIGN
citrus flavonoids
combretastatins
tubulin
flavones
AGENTS
DERIVATIVES
3-AROYLFLAVONES
BINDING
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Summary:Twenty new hybrid compounds with both combretastatin and flavone moieties were synthesized. These derivatives are classified according to the position of the trimethoxyphenyl ring at C-2 or C-3 of the chromone and presence or absence of a carbonyl as a linker between C-3 and the aryl ring. Most of these compounds were prepared from hesperidin or naringin, two natural and abundant Citrus flavonoids. Seven of these combretastatin analogues revealed anti-tubulin activity but in a medium range. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2006.02.024