Structure-Guided Design of Novel l-Cysteine Derivatives as Potent KSP Inhibitors

ACS Med Chem Lett. 2015 Jul 22;6(9):1004-9. doi: 10.1021/acsmedchemlett.5b00221. eCollection 2015 Sep 10.

Abstract

Kinesin spindle protein (KSP), known as Hs Eg5, a member of the kinesin-5 family, plays an important role in the formation and maintenance of the bipolar spindle. We previously reported S-trityl-l-cysteine derivatives as selective KSP inhibitors. Here, we report further optimizations using docking modeling in the L5 allosteric binding site, which led to the discovery of several high affinity derivatives with two fused phenyl rings in the trityl group giving low nanomolar range KSP ATPase inhibition. The representative derivatives potently inhibited cell growth of HCT116 cells in correlation with KSP inhibitory activities and significantly suppressed tumor growth in the xenograft model in vivo.

Keywords: HCT-116 xenograft model; Kinesin spindle protein; differential scanning fluorimetry; l-cysteine derivative; molecular modeling.