Chiral resolution, determination of absolute configuration, and biological evaluation of (1,2-benzothiazin-4-yl)acetic acid enantiomers as aldose reductase inhibitors

摘要: A novel series of (1,2-benzothiazin-4-yl)acetic acid enantiomers was prepared by chiral resolution, and their absolute configurations were determined using the PGME method. The biological evaluation racemate single has shown a remarkable difference for aldose reductase inhibitory activity selectivity. (R)-(-)-enantiomer exhibited strongest with an IC(50) value 0.120 μM, which 35 times more active than S-(+)-enantiomer. Thus, stereocenter at C4 position this scaffold to have major impact on