Synthesis of 2-ethoxycarbonylthieno[2,3- b]quinolines in biomass-derived solvent γ-valerolactone and their biological evaluation against protein tyrosine phosphatase 1B

Xu-Yang Mu; Zhi-Jia Wang; Bo Feng; Lei Xu; Li-Xin Gao; Rajendran Satheeshkumar; Jia Li; Yu-Bo Zhou; Wen-Long Wang

doi:10.1039/d0ra09247a

Synthesis of 2-ethoxycarbonylthieno[2,3- b]quinolines in biomass-derived solvent γ-valerolactone and their biological evaluation against protein tyrosine phosphatase 1B

RSC Adv. 2021 Jan 14;11(6):3216-3220. doi: 10.1039/d0ra09247a.

Authors

Xu-Yang Mu¹, Zhi-Jia Wang¹, Bo Feng¹, Lei Xu², Li-Xin Gao², Rajendran Satheeshkumar^{1

3}, Jia Li², Yu-Bo Zhou², Wen-Long Wang¹

Affiliations

¹ School of Pharmaceutical Sciences, Jiangnan University Wuxi 214122 China wwenlong2011@163.com.
² State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences Shanghai 201203 China ybzhou@simm.ac.cn.
³ Departamento de Química Orgánica, Facultad de Química y de Farmacia, Pontificia Universidad Católica de Chile Santiago de Chile 702843 Chile.

Abstract

A series of 2-ethoxycarbonylthieno[2,3-b]quinolines were synthesized in the bio-derived "green" solvent γ-valerolactone (GVL) and evaluated for their inhibitory activities against PTP1B, the representative compound 6a displayed an IC₅₀ value of 8.04 ± 0.71 μM with 4.34-fold preference over TCPTP. These results provided novel lead compounds for the design of inhibitors of PTP1B as well as other PTPs.