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

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...

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Main Authors:	Noor Barak, Almandil, Taha, Muhammad, Farooq, Rai Khalid, Alhibshi, Amani, Ibrahim, Mohamed, Anouar, El Hassane, Gollapalli, Mohammed, Rahim, Fazal, Nawaz, Muhammad, ,, Syed Adnan Ali Shah, Ahmed, Qamar Uddin, Zakaria, Zainul Amiruddin
Format:	Article
Language:	English English English
Published:	MDPI 2019
Subjects:	RS Pharmacy and materia medica
Online Access:	http://irep.iium.edu.my/72692/ http://irep.iium.edu.my/72692/ http://irep.iium.edu.my/72692/ http://irep.iium.edu.my/72692/1/72692%20Synthesis%20of%20Thymidine%20Phosphorylase.pdf http://irep.iium.edu.my/72692/2/72692%20Synthesis%20of%20Thymidine%20Phosphorylase%20SCOPUS.pdf http://irep.iium.edu.my/72692/13/72692_Synthesis%20of%20Thymidine%20Phosphorylase%20Inhibitor%20Based%20on%20Quinoxaline%20Derivatives%20and%20Their%20Molecular%20Docking%20Study_wos.pdf

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spelling	iium-726922019-08-01T03:05:54Z http://irep.iium.edu.my/72692/ Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study Noor Barak, Almandil Taha, Muhammad Farooq, Rai Khalid Alhibshi, Amani Ibrahim, Mohamed Anouar, El Hassane Gollapalli, Mohammed Rahim, Fazal Nawaz, Muhammad ,, Syed Adnan Ali Shah Ahmed, Qamar Uddin Zakaria, Zainul Amiruddin RS Pharmacy and materia medica 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. MDPI 2019-03 Article PeerReviewed application/pdf en http://irep.iium.edu.my/72692/1/72692%20Synthesis%20of%20Thymidine%20Phosphorylase.pdf application/pdf en http://irep.iium.edu.my/72692/2/72692%20Synthesis%20of%20Thymidine%20Phosphorylase%20SCOPUS.pdf application/pdf en http://irep.iium.edu.my/72692/13/72692_Synthesis%20of%20Thymidine%20Phosphorylase%20Inhibitor%20Based%20on%20Quinoxaline%20Derivatives%20and%20Their%20Molecular%20Docking%20Study_wos.pdf Noor Barak, Almandil 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 ,, Syed Adnan Ali Shah 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). pp. 1-18. ISSN 1420-3049 https://www.mdpi.com/1420-3049/24/6/1002 10.3390/molecules24061002
repository_type	Digital Repository
institution_category	Local University
institution	International Islamic University Malaysia
building	IIUM Repository
collection	Online Access
language	English English English
topic	RS Pharmacy and materia medica
spellingShingle	RS Pharmacy and materia medica Noor Barak, Almandil Taha, Muhammad Farooq, Rai Khalid Alhibshi, Amani Ibrahim, Mohamed Anouar, El Hassane Gollapalli, Mohammed Rahim, Fazal Nawaz, Muhammad ,, Syed Adnan Ali Shah Ahmed, Qamar Uddin Zakaria, Zainul Amiruddin Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study
description	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.
format	Article
author	Noor Barak, Almandil Taha, Muhammad Farooq, Rai Khalid Alhibshi, Amani Ibrahim, Mohamed Anouar, El Hassane Gollapalli, Mohammed Rahim, Fazal Nawaz, Muhammad ,, Syed Adnan Ali Shah Ahmed, Qamar Uddin Zakaria, Zainul Amiruddin
author_facet	Noor Barak, Almandil Taha, Muhammad Farooq, Rai Khalid Alhibshi, Amani Ibrahim, Mohamed Anouar, El Hassane Gollapalli, Mohammed Rahim, Fazal Nawaz, Muhammad ,, Syed Adnan Ali Shah Ahmed, Qamar Uddin Zakaria, Zainul Amiruddin
author_sort	Noor Barak, Almandil
title	Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study
title_short	Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study
title_full	Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study
title_fullStr	Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study
title_full_unstemmed	Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study
title_sort	synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study
publisher	MDPI
publishDate	2019
url	http://irep.iium.edu.my/72692/ http://irep.iium.edu.my/72692/ http://irep.iium.edu.my/72692/ http://irep.iium.edu.my/72692/1/72692%20Synthesis%20of%20Thymidine%20Phosphorylase.pdf http://irep.iium.edu.my/72692/2/72692%20Synthesis%20of%20Thymidine%20Phosphorylase%20SCOPUS.pdf http://irep.iium.edu.my/72692/13/72692_Synthesis%20of%20Thymidine%20Phosphorylase%20Inhibitor%20Based%20on%20Quinoxaline%20Derivatives%20and%20Their%20Molecular%20Docking%20Study_wos.pdf
first_indexed	2023-09-18T21:43:01Z
last_indexed	2023-09-18T21:43:01Z
_version_	1777413266219204608

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

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