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Structure-activity relationships of phenylcyclohexene and biphenyl antitubulin compounds against plant and mammalian cells.

Bioorganic & medicinal chemistry letters (2001-05-30)
D H Young, C M Tice, E L Michelotti, R C Roemmele, R A Slawecki, F M Rubio, J A Rolling
RÉSUMÉ

Phenylcyclohexenes (PCHs) [e.g., trans-4-nitro-5-(2,3,4-trimethoxyphenyl)cyclohexene, 2d] were found to bind weakly to the colchicine site of bovine tubulin, but are the first mimics of colchicine found to have high activity towards plant cells. Structure-activity relationships for PCHs and biphenyl AC-ring analogues of colchicine (e.g., 2,3,4,4'-tetramethoxy-2'-methyl-1,1'-biphenyl, 3e) are discussed.

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Sigma-Aldrich
1-Phenyl-1-cyclohexene, 95%