Document Report Card

ID: ALA1122284

Journal: J Med Chem

Title: Aromatic retinoic acid analogues. 2. Synthesis and pharmacological activity.

Authors: Dawson MI, Chan R, Hobbs PD, Chao WR, Schiff LJ.

Abstract: Aromatic analogues of (E)-1-(4-carboxyphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)butadiene (1b) and its ethyl ester (1a) were synthesized as potential chemopreventive agents for the treatment of epithelial cancer and such skin diseases as psoriasis and cystic acne. The phenyl ring of 1 was replaced by 2-fluorophenyl, 2-methoxyphenyl, thienyl, furanyl, and pyridyl groups. The 1-fluorobutadiene analogue of 1 was also synthesized. With exception for the furanyl analogue, these compounds demonstrated good activity in reversing keratinization in hamster tracheal organ culture and in inhibiting the induction of ornithine decarboxylase in mouse epidermis by a tumor promoter.

CiteXplore: 6887203

DOI: 10.1021/jm00363a013