Document Report Card

ID: ALA1124724

Journal: J Med Chem

Title: Steroidal A ring aryl carboxylic acids: a new class of steroid 5 alpha-reductase inhibitors.

Authors: Holt DA, Levy MA, Ladd DL, Oh HJ, Erb JM, Heaslip JI, Brandt M, Metcalf BW.

Abstract: A series of 17 beta-carbamoyl-1,3,5(10)-estratriene-3-carboxylic acids has been prepared and evaluated in vitro as inhibitors of human and rat prostatic steroid 5 alpha-reductase (EC 1.3.1.30). Potent inhibition of the human enzyme, in particular, was observed and preliminary studies using rat enzyme suggest that the inhibition results from the formation of an enzyme-NADP(+)-inhibitor complex. The compounds were synthesized from estrone, generally employing a differentiated bis-triflate carbonylation strategy.

CiteXplore: 2308144

DOI: 10.1021/jm00165a009