Synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors

Chromen-4-one substituted oxadiazole analogs 1–19 have been synthesized, characterized and evaluated for β-glucuronidase inhibition. All analogs exhibited a variable degree of β-glucuronidase inhibitory activity with IC50 values ranging in between 0.8 ± 0.1–42.3 ± 0.8 μM when compared with the stand...

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Main Authors: Taha, Muhammad, Rahim, Fazal, Ali, Muhammad, Khan, Muhammad Naseem, Alqahtani, Mohammed A., Bamarouf, Yasser A., Gollapalli, Mohammed, Farooq, Rai Khalid, Shah, Syed Adnan Ali, Ahmed, Qamar Uddin, Zakaria, Zainul Amiruddin
Format: Article
Language:English
Published: MDPI 2019
Online Access:http://psasir.upm.edu.my/id/eprint/38388/
http://psasir.upm.edu.my/id/eprint/38388/1/38388.pdf
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author Taha, Muhammad
Rahim, Fazal
Ali, Muhammad
Khan, Muhammad Naseem
Alqahtani, Mohammed A.
Bamarouf, Yasser A.
Gollapalli, Mohammed
Farooq, Rai Khalid
Shah, Syed Adnan Ali
Ahmed, Qamar Uddin
Zakaria, Zainul Amiruddin
author_facet Taha, Muhammad
Rahim, Fazal
Ali, Muhammad
Khan, Muhammad Naseem
Alqahtani, Mohammed A.
Bamarouf, Yasser A.
Gollapalli, Mohammed
Farooq, Rai Khalid
Shah, Syed Adnan Ali
Ahmed, Qamar Uddin
Zakaria, Zainul Amiruddin
author_sort Taha, Muhammad
building UPM Institutional Repository
collection Online Access
description Chromen-4-one substituted oxadiazole analogs 1–19 have been synthesized, characterized and evaluated for β-glucuronidase inhibition. All analogs exhibited a variable degree of β-glucuronidase inhibitory activity with IC50 values ranging in between 0.8 ± 0.1–42.3 ± 0.8 μM when compared with the standard d-saccharic acid 1,4 lactone (IC50 = 48.1 ± 1.2 μM). Structure activity relationship has been established for all compounds. Molecular docking studies were performed to predict the binding interaction of the compounds with the active site of enzyme.
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institution Universiti Putra Malaysia
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language English
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publishDate 2019
publisher MDPI
recordtype eprints
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spelling upm-383882020-05-04T16:26:37Z http://psasir.upm.edu.my/id/eprint/38388/ Synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors Taha, Muhammad Rahim, Fazal Ali, Muhammad Khan, Muhammad Naseem Alqahtani, Mohammed A. Bamarouf, Yasser A. Gollapalli, Mohammed Farooq, Rai Khalid Shah, Syed Adnan Ali Ahmed, Qamar Uddin Zakaria, Zainul Amiruddin Chromen-4-one substituted oxadiazole analogs 1–19 have been synthesized, characterized and evaluated for β-glucuronidase inhibition. All analogs exhibited a variable degree of β-glucuronidase inhibitory activity with IC50 values ranging in between 0.8 ± 0.1–42.3 ± 0.8 μM when compared with the standard d-saccharic acid 1,4 lactone (IC50 = 48.1 ± 1.2 μM). Structure activity relationship has been established for all compounds. Molecular docking studies were performed to predict the binding interaction of the compounds with the active site of enzyme. MDPI 2019 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/38388/1/38388.pdf Taha, Muhammad and Rahim, Fazal and Ali, Muhammad and Khan, Muhammad Naseem and Alqahtani, Mohammed A. and Bamarouf, Yasser A. and Gollapalli, Mohammed and Farooq, Rai Khalid and Shah, Syed Adnan Ali and Ahmed, Qamar Uddin and Zakaria, Zainul Amiruddin (2019) Synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors. Molecules, 24 (8). art. no. 1528. pp. 1-13. ISSN 1420-3049 https://www.mdpi.com/1420-3049/24/8/1528 10.3390/molecules24081528
spellingShingle Taha, Muhammad
Rahim, Fazal
Ali, Muhammad
Khan, Muhammad Naseem
Alqahtani, Mohammed A.
Bamarouf, Yasser A.
Gollapalli, Mohammed
Farooq, Rai Khalid
Shah, Syed Adnan Ali
Ahmed, Qamar Uddin
Zakaria, Zainul Amiruddin
Synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors
title Synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors
title_full Synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors
title_fullStr Synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors
title_full_unstemmed Synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors
title_short Synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors
title_sort synthesis of chromen-4-one-oxadiazole substituted analogs as potent β-glucuronidase inhibitors
url http://psasir.upm.edu.my/id/eprint/38388/
http://psasir.upm.edu.my/id/eprint/38388/
http://psasir.upm.edu.my/id/eprint/38388/
http://psasir.upm.edu.my/id/eprint/38388/1/38388.pdf