Chiral Resolution of (1,2-benzothiazin-4-yl)Acetic Acid Enantiomers as Aldose Reductase Inhibitors

DOI

10.2991/itms-15.2015.263How to use a DOI?

Keywords

Aldose reductase inhibitor; Chiral resolution; 1,2-Benzothiazine 1,1,-dioxide; Absolute configuration determination

Abstract

Two novel (1,2-benzothiazin-4-yl)acetic acid enantiomers were prepared by chiral resolution, and their enantiomeric purity was tested by chiral HPLC. The biological evaluation of the racemate and the single enantiomers showed that the isomer (R)-(-)-4 was the most active with an IC50 value of 0.120µM, which was 35 times more active than the other isomer (S)-(+)-4, indicating an important effect of C4 position on both the activity and selectivity.

Copyright

© 2015, the Authors. Published by Atlantis Press.

Open Access

This is an open access article distributed under the CC BY-NC license (http://creativecommons.org/licenses/by-nc/4.0/).

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TY  - CONF
AU  - W. Zhang
AU  - C.J. Zhu
PY  - 2015/11
DA  - 2015/11
TI  - Chiral Resolution of (1,2-benzothiazin-4-yl)Acetic Acid Enantiomers as Aldose Reductase Inhibitors
BT  - Proceedings of the 2015 International Conference on Industrial Technology and Management Science
PB  - Atlantis Press
SP  - 1087
EP  - 1089
SN  - 2352-538X
UR  - https://doi.org/10.2991/itms-15.2015.263
DO  - 10.2991/itms-15.2015.263
ID  - Zhang2015/11
ER  -