Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study

Citation

Almandil, Noor Barak and Taha, Muhammad and Farooq, Rai Khalid and Alhibshi, Amani and Ibrahim, Mohamed and Anouar, El Hassane and Gollapalli, Mohammed and Rahim, Fazal and Nawaz, Muhammad and Shah, Syed Adnan Ali and Ahmed, Qamar Uddin and Zakaria, Zainul Amiruddin (2019) Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study. Molecules, 24 (6). art. no. 1002. pp. 1-18. ISSN 1420-3049

Abstract

We have synthesized quinoxaline analogs (1–25), characterized by 1H-NMR and HREI-MS and evaluated for thymidine phosphorylase inhibition. Among the series, nineteen analogs showed better inhibition when compared with the standard inhibitor 7-Deazaxanthine (IC50 = 38.68 ± 4.42 µM). The most potent compound among the series is analog 25 with IC50 value 3.20 ± 0.10 µM. Sixteen analogs 1, 2, 3, 4, 5, 6, 7, 12, 13, 14, 15, 16, 17, 18, 21 and 24 showed outstanding inhibition which is many folds better than the standard 7-Deazaxanthine. Two analogs 8 and 9 showed moderate inhibition. A structure-activity relationship has been established mainly based upon the substitution pattern on the phenyl ring. The binding interactions of the active compounds were confirmed through molecular docking studies.

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Official URL or Download Paper: https://www.mdpi.com/1420-3049/24/6/1002

Additional Metadata

Item Type:	Article
Divisions:	Faculty of Medicine and Health Science Halal Products Research Institute
DOI Number:	https://doi.org/10.3390/molecules24061002
Publisher:	MDPI
Keywords:	Quinoxaline analogs; Synthesis; Thymidine phosphorylase inhibition; Molecular docking
Depositing User:	Nabilah Mustapa
Date Deposited:	04 May 2020 16:53
Last Modified:	04 May 2020 16:53
Altmetrics:	http://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.3390/molecules24061002
URI:	http://psasir.upm.edu.my/id/eprint/38421
Statistic Details:	View Download Statistic

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