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STRUCTURE-ACTIVITY-RELATIONSHIPS OF COLCHINOIDS BASED ON TUBULIN BINDING

STRUCTURE-ACTIVITY-RELATIONSHIPS OF COLCHINOIDS BASED ON TUBULIN BINDING
基于微管蛋白结合的秋水仙素的结构-活性-关系
批准号：
3941141
负责人：
A BROSSI
金额：
$0.0万
依托单位：
NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES
依托单位国家：
美国
项目类别：
财政年份：
--
资助国家：
美国
项目状态：
未结题
起止时间：
至
来源：
https://reporter.nih.gov/project-details/3941141
关键词：
X ray crystallography affinity labeling antiinflammatory agents antimitotics bioassay chemical structure function conformation drug adverse effect drug design /synthesis /production drug screening /evaluation gout drug stereoisomer thin layer chromatography tissue /cell culture

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2,3-Didemethylcolchicine and cornigerine showed potent antiinflammatory activity. Allocolchicine and N-acetylcolchinol methylether have potent affinity for tubulin. Reaction of 2- demethylcolchicine with DADF gave a fluorescent ester converted into red dyes and useful to study metabolic conversion of colchicinoids into phenolic congeners. Formation of conformationally stable isomers of colchicine is seen when the methoxy group at C-1 is replaced with bulkier acetoxy- or benzoyloxy groups. The importance of the methoxy group at C-10 in colchicine was demonstrated with a synthesis of pure colchicide and several colchicide analogs, which all showed poor affinity to tubulin.
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