1531585-70-2Relevant academic research and scientific papers
Methyl-substituted conformationally constrained rexinoid agonists for the retinoid X receptors demonstrate improved efficacy for cancer therapy and prevention
Desphande, Anil,Xia, Gang,Boerma, Leeann J.,Vines, Kimberly K.,Atigadda, Venkatram R.,Lobo-Ruppert, Susan,Grubbs, Clinton J.,Moeinpour, Fariba L.,Smith, Craig D.,Christov, Konstantin,Brouillette, Wayne J.,Muccio, Donald D.
, p. 178 - 185 (2014/01/17)
(2E,4E,6Z,8Z)-8-(3′,4′-Dihydro-1′(2H)-naphthalen- 1′-ylidene)-3,7-dimethyl-2,3,6-octatrienoinic acid, 9cUAB30, is a selective rexinoid for the retinoid X nuclear receptors (RXR). 9cUAB30 displays substantial chemopreventive capacity with little toxicity and is being translated to the clinic as a novel cancer prevention agent. To improve on the potency of 9cUAB30, we synthesized 4-methyl analogs of 9cUAB30, which introduced chirality at the 4-position of the tetralone ring. The syntheses and biological evaluations of the racemic homolog and enantiomers are reported. We demonstrate that the S-enantiomer is the most potent and least toxic even though these enantiomers bind in a similar conformation in the ligand binding domain of RXR.
