Discovery of 4,6-bis(benzyloxy)-3-phenylbenzofuran as a novel Pin1 inhibitor to suppress hepatocellular carcinoma via upregulating microRNA biogenesis

  • Bioorg Med Chem. 2019 Jun 1;27(11):2235-2244. doi: 10.1016/j.bmc.2019.04.028.
Xin Fan  1 Huaiyu He  1 Jiao Li  1 Guoyong Luo  2 Yuanyuan Zheng  1 Jian-Kang Zhou  1 Juan He  1 Wenchen Pu  3 Yun Zhao  4
Affiliations
  • 1. Key Laboratory of Bio-Resource and Eco-Environment of Ministry of Education, College of Life Sciences, Cancer Center, West China Hospital, Sichuan University, Chengdu 610041, China.
  • 2. Guiyang College of Traditional Chinese Medicine, Guiyang 550025, China.
  • 3. Key Laboratory of Bio-Resource and Eco-Environment of Ministry of Education, College of Life Sciences, Cancer Center, West China Hospital, Sichuan University, Chengdu 610041, China. Electronic address: [email protected].
  • 4. Key Laboratory of Bio-Resource and Eco-Environment of Ministry of Education, College of Life Sciences, Cancer Center, West China Hospital, Sichuan University, Chengdu 610041, China. Electronic address: [email protected].
Abstract

Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (PIN1) participates in diverse cancer-associated signaling pathways, playing an oncogenic role in multiple human cancers, including hepatocellular carcinoma (HCC). Our recent works clarify that PIN1 modulates miRNAs biogenesis by interacting with ERK-phosphorylated exportin-5 (XPO5) and changing XPO5 conformation, giving a potential target for HCC treatment. Herein, we discover 4,6-bis(benzyloxy)-3-phenylbenzofuran (TAB29) as a novel PIN1 Inhibitor that targets PIN1 PPIase domain. TAB29 potently inhibits PIN1 activity with the IC50 value of 874 nM and displays an excellent selectivity toward PIN1 in vitro. Cell-based biological evaluation reveals that TAB29 significantly suppresses cell proliferation of HCC cells through restoring the nucleus-to-cytoplasm export of XPO5 and upregulating mature miRNAs expression. Collectively, this work provides a promising small molecule lead compound for PIN1 inhibition, highlighting the therapeutic potential of miRNA-based treatment for human cancers.

Keywords
Benzofuran; Hepatocellular carcinoma; Pin1; XPO5; microRNA.
Products
  • Cat. No.
    Product Name
    Description
    Target
    Research Area
  • Pin1 Inhibitor
    target: PIN1
    Research Areas: Cancer