Xanthenone-based hydrazones as potent α-glucosidase inhibitors: Synthesis,solid state self-assembly and in silico studies |
| |
| Institution: | 1. Institute of Chemical Sciences, Bahauddin Zakariya University, Multan 60800, Pakistan;2. Department of Chemistry, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan;3. Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, Birkat Al Mauz, Nizwa 616, Oman;4. Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan;5. School of Pharmacy, Monash University Malaysia, Jalan Lagoon Selatan, Bandar Sunway, 47500 Subang Jaya, Selangor, Malaysia;6. Department of Chemistry, The Woman University, Multan, Pakistan;7. Department of Physics, University of Sargodha, Sargodha, Pakistan;1. Department of Chemistry, Kinnaird College for Women, Lahore 54000, Pakistan;2. Department of Biotechnology, Kinnaird College for Women, Lahore 54000, Pakistan;3. Department of Chemistry, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan;4. Department of Chemistry, Forman Christian College (A Chartered University), Ferozepur Road, Lahore 54600, Pakistan;5. Institute of Chemistry, University of the Punjab, Lahore 54590, Pakistan;1. PG& Research Department of Chemistry, Arignar Anna Govt Arts College, Cheyyar, Tamil Nadu, India;2. Department of Chemistry, National Taiwan University, Roosevelt Road, Taipei 10617, Taiwan;1. Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, Postal Code 616, Birkat Al Mauz, Nizwa, Oman;2. Organic Chemistry, Martin-Luther-University Halle-Wittenberg, Kurt-Mothes-Str. 2, d-06120 Halle (Saale), Germany;1. Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D. E., Malaysia;2. Faculty of Applied Science, UiTM Shah Alam, 40450 Shah Alam, Selangor D.E., Malaysia;3. Department of Chemistry, Abdul Wali Khan University Mardan, Khyber Pakhtunkhwa, Pakistan;4. Department of Chemistry, Hazara University Mansehra, 21300 Khyber Pakhtunkhwa, Pakistan;5. Department of Bioinformatics, Quaide-e-Azam University, Islamabad, Pakistan;1. Department of Medicinal Chemistry, School of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical Sciences, 81746-73461, Isfahan, Iran;2. Food and Drug Research Institute, Food and Drug Administration, MOHE, Tehran, Iran;3. Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran;4. School of Pharmacy, Tabriz University of Medical Sciences, Tabriz, Iran;5. School of Chemistry, Shahrood University of Technology, Shahrood, Iran;6. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran;1. Institute of Chemical Sciences, Bahauddin Zakariya University, Multan, 60800, Pakistan;2. Natural and Medical Sciences Research Center, University of Nizwa, PO Box 33, 616 Birkat Al Mauz, Nizwa, Oman;3. Department of Chemistry, University of Sahiwal, Sahiwal 57000, Pakistan;4. Department of Chemistry, Bacha Khan University, Charsadda, KPK, Pakistan;5. Department of Biological Sciences & Chemistry, College of Arts and Sciences, University of Nizwa, Oman;6. Organic Chemistry, Martin-Luther-University Halle-Wittenberg, Kurt-Mothes-Str. 2, d-06120, Halle (Saale), Germany |
| |
| Abstract: | Xanthenone based hydrazone derivatives (5a–n) have been synthesized as potential α-glucosidase inhibitors. All synthesized compounds (5a–n) are characterized by their FTIR, 1H NMR, 13C NMR and HRMS, and in case of 5g also by X-ray crystallographic technique. The compounds unveiled a varying degree of α-glucosidase inhibitory activity when compared with standard acarbose (IC50 = 375.38 ± 0.12 µM). Amongst the series, compound 5l (IC50 = 62.25 ± 0.11 µM) bearing a trifluoromethyl phenyl group is found to be the most active compound. Molecular modelling is performed to establish the binding pattern of the more active compound 5l, which revealed the significance of substitution pattern. The pharmacological properties of molecules are also calculated by MedChem Designer which determines the ADME (absorption, distribution, metabolism, excretion) properties of molecules. The solid state self-assembly of compound 5g is discussed to show the conformation and role of iminoamide moiety in the molecular packing. |
| |
| Keywords: | Xanthenone Hydrazone α-glucosidase inhibitor Acarbose Molecular docking study |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
