916595-84-1Relevant academic research and scientific papers
Concise syntheses of the abyssinones and discovery of new inhibitors of prostate cancer and MMP-2 expression
Farmer, Rebecca L.,Biddle, Margaret M.,Nibbs, Antoinette E.,Huang, Xiaoke,Bergan, Raymond C.,Scheidt, Karl A.
scheme or table, p. 400 - 405 (2011/02/21)
The first asymmetric syntheses of four members of the abyssinone class of natural products (I, II, III, and IV 4′-OMe) via quinine- or quinidine-derived thiourea-catalyzed intramolecular conjugate additions of β-keto ester alkylidenes are reported. This concise strategy delivers all four natural products and their corresponding antipodes. A preliminary evaluation of all of these small molecules against a metastatic human prostate cancer cell line has identified that these compounds selectively and differentially inhibit cell growth and downregulate the expression of matrix metalloproteinase-2 (MMP-2) at nontoxic concentrations.
