In vitro evaluation of novel mefenamic acid derivatives as potential α-glucosidase and urease inhibitors: Design, synthesis, in silico and cytotoxic studies
This study aim to synthesize new 1,3,4-oxadiazole derivatives incorporating mefenamic acid as promising α-glucosidase and urease inhibitors, potentially leading to the treatment of postprandial hyperglycemia as well as H. pylori related disorders. In this regards, we have designed a series of Mefena...
| Main Authors: | , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2023-07-01
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| Series: | Journal of Saudi Chemical Society |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1319610323000844 |
| _version_ | 1797737326887043072 |
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| author | Saima Daud Obaid-ur-Rahman Abid Wajid Rehman Maryam Niaz Asma Sardar Liaqat Rasheed Basit Niaz Basit Ali Shah Hadil Faris Alotaibi Ahmad J. Obaidullah Mohammed M. Alanazi |
| author_facet | Saima Daud Obaid-ur-Rahman Abid Wajid Rehman Maryam Niaz Asma Sardar Liaqat Rasheed Basit Niaz Basit Ali Shah Hadil Faris Alotaibi Ahmad J. Obaidullah Mohammed M. Alanazi |
| author_sort | Saima Daud |
| collection | DOAJ |
| description | This study aim to synthesize new 1,3,4-oxadiazole derivatives incorporating mefenamic acid as promising α-glucosidase and urease inhibitors, potentially leading to the treatment of postprandial hyperglycemia as well as H. pylori related disorders. In this regards, we have designed a series of Mefenamic acid derivatives. The synthetic compounds were structurally elucidated through 1H NMR, 13C NMR and HR-EIMS analysis. The biological evaluation of these derivatives against α-glucosidase and urease enzyme depicted some novel derivatives with potent inhibition against the said enzymes. All the derivatives exhibited potent inhibition against α-glucosidase enzymes with IC50 ranging from 25.81 ± 1.63–113.61 ± 1.31 µM against standard drug acarbose (IC50 = 375.82 ± 1.76 µM) while with respect to urease these derivatives possessed inhibitory potential varied between IC50 = 8.04 ± 1.01–58.18 ± 1.03 µM against the standard thiourea (IC50 = 21.0 ± 1.76 µM). The cell viability results revealed that all of the derivatives were found least cytotoxic. Furthermore, molecular docking studies of the most potent derivatives identify number of key features involved in binding interactions between potential inhibitors and the enzyme's active site. |
| first_indexed | 2024-03-12T13:27:04Z |
| format | Article |
| id | doaj.art-011a86c594ca4ff4a6d5497eecb37156 |
| institution | Directory Open Access Journal |
| issn | 1319-6103 |
| language | English |
| last_indexed | 2024-03-12T13:27:04Z |
| publishDate | 2023-07-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Saudi Chemical Society |
| spelling | doaj.art-011a86c594ca4ff4a6d5497eecb371562023-08-25T04:23:52ZengElsevierJournal of Saudi Chemical Society1319-61032023-07-01274101680In vitro evaluation of novel mefenamic acid derivatives as potential α-glucosidase and urease inhibitors: Design, synthesis, in silico and cytotoxic studiesSaima Daud0Obaid-ur-Rahman Abid1Wajid Rehman2Maryam Niaz3Asma Sardar4Liaqat Rasheed5Basit Niaz6Basit Ali Shah7Hadil Faris Alotaibi8Ahmad J. Obaidullah9Mohammed M. Alanazi10Department of Chemistry, Hazara University, Mansehra 21300, PakistanDepartment of Chemistry, Hazara University, Mansehra 21300, Pakistan; Corresponding authors at: Department of Chemistry, Hazara University, Mansehra 21120, Pakistan.Department of Chemistry, Hazara University, Mansehra 21300, Pakistan; Corresponding authors at: Department of Chemistry, Hazara University, Mansehra 21120, Pakistan.Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, PakistanDepartment of Chemistry, Hazara University, Mansehra 21300, PakistanDepartment of Chemistry, Hazara University, Mansehra 21300, PakistanDepartment of Chemistry, Hazara University, Mansehra 21300, PakistanSchool of Material Science & Engineering, South China University of Technology, Guangzhou, ChinaDepartment of Pharmaceutical Sciences, College of Pharmacy, Princess Nourah Bint Abdul Rahman University, Riyadh 11671, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaThis study aim to synthesize new 1,3,4-oxadiazole derivatives incorporating mefenamic acid as promising α-glucosidase and urease inhibitors, potentially leading to the treatment of postprandial hyperglycemia as well as H. pylori related disorders. In this regards, we have designed a series of Mefenamic acid derivatives. The synthetic compounds were structurally elucidated through 1H NMR, 13C NMR and HR-EIMS analysis. The biological evaluation of these derivatives against α-glucosidase and urease enzyme depicted some novel derivatives with potent inhibition against the said enzymes. All the derivatives exhibited potent inhibition against α-glucosidase enzymes with IC50 ranging from 25.81 ± 1.63–113.61 ± 1.31 µM against standard drug acarbose (IC50 = 375.82 ± 1.76 µM) while with respect to urease these derivatives possessed inhibitory potential varied between IC50 = 8.04 ± 1.01–58.18 ± 1.03 µM against the standard thiourea (IC50 = 21.0 ± 1.76 µM). The cell viability results revealed that all of the derivatives were found least cytotoxic. Furthermore, molecular docking studies of the most potent derivatives identify number of key features involved in binding interactions between potential inhibitors and the enzyme's active site.http://www.sciencedirect.com/science/article/pii/S1319610323000844Mefenamic acidSchiff basesEnzyme inhibitionCytotoxicity and molecular docking studies |
| spellingShingle | Saima Daud Obaid-ur-Rahman Abid Wajid Rehman Maryam Niaz Asma Sardar Liaqat Rasheed Basit Niaz Basit Ali Shah Hadil Faris Alotaibi Ahmad J. Obaidullah Mohammed M. Alanazi In vitro evaluation of novel mefenamic acid derivatives as potential α-glucosidase and urease inhibitors: Design, synthesis, in silico and cytotoxic studies Journal of Saudi Chemical Society Mefenamic acid Schiff bases Enzyme inhibition Cytotoxicity and molecular docking studies |
| title | In vitro evaluation of novel mefenamic acid derivatives as potential α-glucosidase and urease inhibitors: Design, synthesis, in silico and cytotoxic studies |
| title_full | In vitro evaluation of novel mefenamic acid derivatives as potential α-glucosidase and urease inhibitors: Design, synthesis, in silico and cytotoxic studies |
| title_fullStr | In vitro evaluation of novel mefenamic acid derivatives as potential α-glucosidase and urease inhibitors: Design, synthesis, in silico and cytotoxic studies |
| title_full_unstemmed | In vitro evaluation of novel mefenamic acid derivatives as potential α-glucosidase and urease inhibitors: Design, synthesis, in silico and cytotoxic studies |
| title_short | In vitro evaluation of novel mefenamic acid derivatives as potential α-glucosidase and urease inhibitors: Design, synthesis, in silico and cytotoxic studies |
| title_sort | in vitro evaluation of novel mefenamic acid derivatives as potential α glucosidase and urease inhibitors design synthesis in silico and cytotoxic studies |
| topic | Mefenamic acid Schiff bases Enzyme inhibition Cytotoxicity and molecular docking studies |
| url | http://www.sciencedirect.com/science/article/pii/S1319610323000844 |
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