Racemic Descriptors for Quantitative Structure Activity Relationship of Spirosuccinimide Type Aldose Reductase Inhibitors

Bulletin of the Korean chemical society

Jeong Rim Kim¹  Youngdo Won¹ 

关键词: QSAR;    Racemic descriptor;    Aldose reductase inhibitor;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Quantitative structure activity relationship has been probed for spirosuccinimide-fused tetrahydropyrrolo[1,2-a]pyrazine-1,3-dione derivatives acting as aldose reductase inhibitors. While the spirosuccinimide compounds contain a chiral center, the aldose reductase inhibition assay was performed with racemic mixtures in the published work. As the physicochemical descriptors of the QSAR analysis must be evaluated for a definite molecular structure, we devise a new “racemic�? descriptor as the arithmetic mean of the (R)-enantiomer descriptor and the (S)-enantiomer descriptor. The resultant QSAR model derived from the racemic descriptors outperforms the original QSAR models, closely reproducing the observed activity of optically pure enantiomers as well as racemic mixtures.

【 授权许可】

Unknown