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New C(4) ‐Functionalized Colchicine Derivatives by a Versatile Multicomponent Electrophilic Aromatic Substitution
Author(s) -
Bensel Nicolas,
Lagnoux David,
Niggli Verena,
Wartmann Markus,
Reymond JeanLouis
Publication year - 2004
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200490203
Subject(s) - chemistry , electrophile , electrophilic substitution , colchicine , substitution reaction , electrophilic aromatic substitution , alkylation , electrophilic addition , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , medicine
Electrophilic alkylation of colchicine at C(4) was accomplished by a multicomponent aromatic electrophilic substitution reaction with electrophilic aldehydes and carboxylic acids or amides in H 2 SO 4 . A series of new derivatives were obtained and evaluated for their antiproliferative effect towards various tumor cell lines, and their stimulatory effect on the development of polarity in human neutrophils.