1609398-97-1Relevant articles and documents
Copper-catalyzed asymmetric synthesis and comparative aldose reductase inhibition activity of (+)/(-)-1,2-benzothiazine-1,1-dioxide acetic acid derivatives
Parveen, Shagufta,Hussain, Saghir,Qin, Xiangyu,Hao, Xin,Zhu, Shaojuan,Rui, Miao,Zhang, Shuzhen,Fu, Fengyan,Ma, Bing,Yu, Qun,Zhu, Changjin
, p. 4963 - 4972 (2014/06/23)
A copper catalyst system for the asymmetric 1,4-hydrosilylation of the α,β-unsaturated carboxylate class was developed by which synthesis of (+)- and (-)-enantiomers of 1,2-benzothiazine-1,1-dioxide acetates has been achieved with a good yield and an excellent level of enantioselectivity. A comparative structure-activity relationship study yielded the following order of aldose reductase inhibition activity: (-)-enantiomers > racemic > (+)-enantiomers. Further, a molecular docking study suggested that the (-)-enantiomer had significant binding affinity and thus increased inhibition activity.