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 co...
| Main Authors: | , , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI
2019
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| Online Access: | http://psasir.upm.edu.my/id/eprint/38421/ http://psasir.upm.edu.my/id/eprint/38421/1/38421.pdf |
| _version_ | 1848848874821648384 |
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| author | Almandil, Noor Barak Taha, Muhammad Farooq, Rai Khalid Alhibshi, Amani Ibrahim, Mohamed Anouar, El Hassane Gollapalli, Mohammed Rahim, Fazal Nawaz, Muhammad Shah, Syed Adnan Ali Ahmed, Qamar Uddin Zakaria, Zainul Amiruddin |
| author_facet | Almandil, Noor Barak Taha, Muhammad Farooq, Rai Khalid Alhibshi, Amani Ibrahim, Mohamed Anouar, El Hassane Gollapalli, Mohammed Rahim, Fazal Nawaz, Muhammad Shah, Syed Adnan Ali Ahmed, Qamar Uddin Zakaria, Zainul Amiruddin |
| author_sort | Almandil, Noor Barak |
| building | UPM Institutional Repository |
| collection | Online Access |
| 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. |
| first_indexed | 2025-11-15T09:41:26Z |
| format | Article |
| id | upm-38421 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T09:41:26Z |
| publishDate | 2019 |
| publisher | MDPI |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-384212020-05-04T16:53:57Z http://psasir.upm.edu.my/id/eprint/38421/ Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study Almandil, Noor Barak Taha, Muhammad Farooq, Rai Khalid Alhibshi, Amani Ibrahim, Mohamed Anouar, El Hassane Gollapalli, Mohammed Rahim, Fazal Nawaz, Muhammad Shah, Syed Adnan Ali Ahmed, Qamar Uddin Zakaria, Zainul Amiruddin 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 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/38421/1/38421.pdf 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 https://www.mdpi.com/1420-3049/24/6/1002 10.3390/molecules24061002 |
| spellingShingle | Almandil, Noor Barak Taha, Muhammad Farooq, Rai Khalid Alhibshi, Amani Ibrahim, Mohamed Anouar, El Hassane Gollapalli, Mohammed Rahim, Fazal Nawaz, Muhammad Shah, Syed Adnan Ali Ahmed, Qamar Uddin Zakaria, Zainul Amiruddin Synthesis of thymidine phosphorylase inhibitor based on quinoxaline derivatives and their molecular docking study |
| title | 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_short | 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 |
| url | http://psasir.upm.edu.my/id/eprint/38421/ http://psasir.upm.edu.my/id/eprint/38421/ http://psasir.upm.edu.my/id/eprint/38421/ http://psasir.upm.edu.my/id/eprint/38421/1/38421.pdf |