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Discovery of 4-Arylindolines Containing a Thiazole Moiety as Potential Antitumor Agents Inhibiting the Programmed Cell Death-1/Programmed Cell Death-Ligand 1 Interaction

Mingze Qin, Yangyang Meng, Haoshen Yang, Lei Liu, Haotian Zhang, Simeng Wang, Chunyang Liu, Xia Wu, Di Wu, Ye Tian, Yunlei Hou, Yanfang Zhao, Yajing Liu, Congjun Xu, Lihui Wang

2021Journal of Medicinal Chemistry56 citationsDOIOpen Access PDF

Abstract

Through specific structural modification of a 4-phenylindoline precursor, new 4-arylindolines containing a thiazole moiety were developed and found to be promising modulators of the programmed cell death-1 (PD-1)/programmed cell death-ligand 1 (PD-L1) axis. Compound A30 exhibited outstanding biochemical activity, with an IC50 of 11.2 nM in a homogeneous time-resolved fluorescence assay. In the cell-based assay, A30 significantly promoted IFN-γ secretion and rescued T-cell proliferation, which were inhibited by PD-1 activation. Furthermore, A30 showed favorable in vivo antitumor activity in a mouse 4T1 breast carcinoma model. Moreover, in mouse CT26 colon carcinoma models, A30 potently suppressed the growth of CT26/PD-L1 tumor but did not obviously affect the growth of CT26/vector tumor. The results of flow cytometry analysis indicated that A30 inhibited tumor growth by activating the immune microenvironment. We concluded that A30 is a new starting point for further development of PD-1/PD-L1 interaction inhibitors as antitumor agents.

Topics & Concepts

ChemistryProgrammed cell deathFlow cytometryMoietyThiazoleLigand (biochemistry)Cell growthCancer researchApoptosisCellStereochemistryCell biologyMolecular biologyBiochemistryReceptorBiologyCancer Immunotherapy and BiomarkersQuinazolinone synthesis and applicationsSynthesis and Biological Evaluation