234446-84-5Relevant academic research and scientific papers
Synthesis and biochemical evaluation of highly enantiomerically pure (R,R)- and (S,S)-alexidine
Gr?st, Corinna,Gr?ber, Martin,Hell, Michael,Berg, Thorsten
, p. 7357 - 7363 (2013/11/19)
Alexidine is in everyday human use as oral disinfectant and contact lens disinfectant. It is used as a mixture of stereoisomers. Since all of alexidine's known biological targets are chiral, the biological activity of any of its chiral stereoisomers could be significantly higher than that of the mixture of stereoisomers. This makes a synthetic methodology for obtaining the individual enantiomers of the chiral diastereoisomer highly desirable. Here, we describe the first synthesis of both enantiomers of alexidine in high enantiomeric purity, and demonstrate their activity against the protein-protein interaction between the anti-apoptotic protein Bcl-xL and the pro-apoptotic protein Bak.
Chiral ethylhexyl substituents for optically active aggregates of π-conjugated polymers
Grenier, Christophe R. G.,George, Subi J.,Joncheray, Thomas J.,Meijer,Reynolds, John R.
, p. 10694 - 10699 (2008/03/13)
We report an efficient synthesis of chiral (2S)-ethylhexanol for functionalizing and solubilizing conjugated polymers. The α-substituted chiral ethylhexyl side chains were obtained through a powerful and flexible asymmetric synthesis using pseudoephedrine as a chiral auxiliary. The dependence of the properties of conjugated polymers on molecular structure is investigated by circular dichroism, fluorescence, and absorption spectroscopy on two new chiral conjugated polymers, poly(3,3-bis((S)-2-ethylhexyl)-3,4-dihydro-2H- thieno[3,4-b][1,4]dioxepine) (PProDOT((2S)-ethylhexyl)2) and poly(3,3-bis((S)-2-methylbutyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine) (PProDOT((2S)-methylbutyl)2). The properties of PProDOT((2S)- ethylhexyl)2) differ significantly from those of its methylbutyl analog as investigated by chiral aggregation providing insight into the role of interchain interactions in these subsecond switching electrochromic polymers.
Estrogen receptor subtype-selective ligands: Asymmetric synthesis and biological evaluation of cis- and trans-5,11-dialkyl-5,6,11,12- tetrahydrochrysenes
Meyers, Marvin J.,Jun, Sun,Carlson, Kathryn E.,Katzenellenbogen, Benita S.,Katzenellenbogen, John A.
, p. 2456 - 2468 (2007/10/03)
We have recently reported that racemic 5,11-cis-diethyl-5,6,11,12- tetrahydrochrysene-2,8-diol (THC, rac-2b) acts as an agonist on estrogen receptor alpha (ERα) and as a complete antagonist on estrogen receptor beta (ERβ) (Sun et al. Endocrinology 1999, 1
