Design, synthesis, and molecular docking studies of novel pomalidomide-based PROTACs as potential anti-cancer agents targeting EGFRWT and EGFRT790M

A new class of EGFR PROTACs based on pomalidomide was developed, synthesised, and tested for their cytotoxic activity against a panel of human cancer cells. Compounds 15–21 were showed to be more effective against the four tested cell lines than erlotinib. In particular, compound 16 was found to be...

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Main Authors: Moustafa O. Aboelez, Amany Belal, Guangya Xiang, Xiang Ma
Format: Article
Language:English
Published: Taylor & Francis Group 2022-12-01
Series:Journal of Enzyme Inhibition and Medicinal Chemistry
Subjects:
Online Access:https://www.tandfonline.com/doi/10.1080/14756366.2022.2062338
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author Moustafa O. Aboelez
Amany Belal
Guangya Xiang
Xiang Ma
author_facet Moustafa O. Aboelez
Amany Belal
Guangya Xiang
Xiang Ma
author_sort Moustafa O. Aboelez
collection DOAJ
description A new class of EGFR PROTACs based on pomalidomide was developed, synthesised, and tested for their cytotoxic activity against a panel of human cancer cells. Compounds 15–21 were showed to be more effective against the four tested cell lines than erlotinib. In particular, compound 16 was found to be the most potent counterpart as it was 5.55, 4.34, 5.04, and 7.18 times more active than erlotinib against MCF-7, HepG-2, HCT-116, and A549 cells, respectively. Compound 15 was revealed to be more active than doxorubicin against the four tested cell lines. Furthermore, the most potent cytotoxic compounds were studied further for their kinase inhibitory effects against EGFRWT and EGFRT790M using HTRF test. Compound 16 showed to be the most effective against both kinds of EGFR, with IC50 values of 0.10 and 4.02 µM, respectively. Compound 16 could effectively degrade EGFR protein through ubiquitination (Dmax = 96%) at 72 h in the tested cells.
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series Journal of Enzyme Inhibition and Medicinal Chemistry
spelling doaj-art-1c3f97a53c4346b0a6eb670ff23cc4e22025-08-20T03:22:19ZengTaylor & Francis GroupJournal of Enzyme Inhibition and Medicinal Chemistry1475-63661475-63742022-12-013711196121110.1080/14756366.2022.2062338Design, synthesis, and molecular docking studies of novel pomalidomide-based PROTACs as potential anti-cancer agents targeting EGFRWT and EGFRT790MMoustafa O. Aboelez0Amany Belal1Guangya Xiang2Xiang Ma3School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, ChinaDepartment of Pharmaceutical Chemistry, College of Pharmacy, Taif University, Taif, Saudi ArabiaSchool of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, ChinaSchool of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, ChinaA new class of EGFR PROTACs based on pomalidomide was developed, synthesised, and tested for their cytotoxic activity against a panel of human cancer cells. Compounds 15–21 were showed to be more effective against the four tested cell lines than erlotinib. In particular, compound 16 was found to be the most potent counterpart as it was 5.55, 4.34, 5.04, and 7.18 times more active than erlotinib against MCF-7, HepG-2, HCT-116, and A549 cells, respectively. Compound 15 was revealed to be more active than doxorubicin against the four tested cell lines. Furthermore, the most potent cytotoxic compounds were studied further for their kinase inhibitory effects against EGFRWT and EGFRT790M using HTRF test. Compound 16 showed to be the most effective against both kinds of EGFR, with IC50 values of 0.10 and 4.02 µM, respectively. Compound 16 could effectively degrade EGFR protein through ubiquitination (Dmax = 96%) at 72 h in the tested cells.https://www.tandfonline.com/doi/10.1080/14756366.2022.2062338EGFRPROTACspomalidomideapoptosis inductionanticancer agents
spellingShingle Moustafa O. Aboelez
Amany Belal
Guangya Xiang
Xiang Ma
Design, synthesis, and molecular docking studies of novel pomalidomide-based PROTACs as potential anti-cancer agents targeting EGFRWT and EGFRT790M
Journal of Enzyme Inhibition and Medicinal Chemistry
EGFR
PROTACs
pomalidomide
apoptosis induction
anticancer agents
title Design, synthesis, and molecular docking studies of novel pomalidomide-based PROTACs as potential anti-cancer agents targeting EGFRWT and EGFRT790M
title_full Design, synthesis, and molecular docking studies of novel pomalidomide-based PROTACs as potential anti-cancer agents targeting EGFRWT and EGFRT790M
title_fullStr Design, synthesis, and molecular docking studies of novel pomalidomide-based PROTACs as potential anti-cancer agents targeting EGFRWT and EGFRT790M
title_full_unstemmed Design, synthesis, and molecular docking studies of novel pomalidomide-based PROTACs as potential anti-cancer agents targeting EGFRWT and EGFRT790M
title_short Design, synthesis, and molecular docking studies of novel pomalidomide-based PROTACs as potential anti-cancer agents targeting EGFRWT and EGFRT790M
title_sort design synthesis and molecular docking studies of novel pomalidomide based protacs as potential anti cancer agents targeting egfrwt and egfrt790m
topic EGFR
PROTACs
pomalidomide
apoptosis induction
anticancer agents
url https://www.tandfonline.com/doi/10.1080/14756366.2022.2062338
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AT guangyaxiang designsynthesisandmoleculardockingstudiesofnovelpomalidomidebasedprotacsaspotentialanticanceragentstargetingegfrwtandegfrt790m
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