Synthesis, characterization, molecular docking, and biological activities of coumarin–1,2,3-triazole-acetamide hybrid derivatives
Nima Sepehri
Nano Alvand Company, Avicenna Tech Park, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorMaryam Mohammadi-Khanaposhtani
Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran
Search for more papers by this authorNafise Asemanipoor
Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorSamanesadat Hosseini
Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran
Search for more papers by this authorMahmood Biglar
Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorBagher Larijani
Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorMohammad Mahdavi
Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorHaleh Hamedifar
CinnaGen Medical Biotechnology Research Center, Alborz University of Medical Sciences, Karaj, Iran
Search for more papers by this authorCorresponding Author
Parham Taslimi
Department of Biotechnology, Faculty of Science, Bartin University, Bartin, Turkey
Correspondence Parham Taslimi, Department of Biotechnology, Faculty of Science, Bartin University, 74100 Bartin, Turkey.
Email: [email protected] and [email protected]
Mohammad Mahdavi, Tehran University of Medical Sciences, Tehran, Iran.
Email: [email protected]
Search for more papers by this authorNastaran Sadeghian
Department of Chemistry, Faculty of Science, Ataturk University, Erzurum, Turkey
Search for more papers by this authorIlhami Gulcin
Department of Chemistry, Faculty of Science, Ataturk University, Erzurum, Turkey
Search for more papers by this authorNima Sepehri
Nano Alvand Company, Avicenna Tech Park, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorMaryam Mohammadi-Khanaposhtani
Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran
Search for more papers by this authorNafise Asemanipoor
Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorSamanesadat Hosseini
Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran
Search for more papers by this authorMahmood Biglar
Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorBagher Larijani
Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorMohammad Mahdavi
Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorHaleh Hamedifar
CinnaGen Medical Biotechnology Research Center, Alborz University of Medical Sciences, Karaj, Iran
Search for more papers by this authorCorresponding Author
Parham Taslimi
Department of Biotechnology, Faculty of Science, Bartin University, Bartin, Turkey
Correspondence Parham Taslimi, Department of Biotechnology, Faculty of Science, Bartin University, 74100 Bartin, Turkey.
Email: [email protected] and [email protected]
Mohammad Mahdavi, Tehran University of Medical Sciences, Tehran, Iran.
Email: [email protected]
Search for more papers by this authorNastaran Sadeghian
Department of Chemistry, Faculty of Science, Ataturk University, Erzurum, Turkey
Search for more papers by this authorIlhami Gulcin
Department of Chemistry, Faculty of Science, Ataturk University, Erzurum, Turkey
Search for more papers by this authorAbstract
Coumarins and their derivatives are receiving increasing attention due to numerous biochemical and pharmacological applications. In this study, a series of novel coumarin–1,2,3-triazole-acetamide hybrids was tested against some metabolic enzymes including α-glycosidase (α-Gly), α-amylase (α-Amy), acetylcholinesterase (AChE), butyrylcholinesterase (BChE), human carbonic anhydrase I (hCA I), and hCA II. The new coumarin–1,2,3-triazole-acetamide hybrids showed Ki values in the range of 483.50–1,243.04 nM against hCA I, 508.55–1,284.36 nM against hCA II, 24.85–132.85 nM against AChE, 27.17–1,104.36 nM against BChE, 590.42–1,104.36 nM against α-Gly, and 55.38–128.63 nM against α-Amy. The novel coumarin–1,2,3-triazole-acetamide hybrids had effective inhibition profiles against all tested metabolic enzymes. Also, due to the enzyme inhibitory effects of the new hybrids, they are potential drug candidates to treat diseases such as epilepsy, glaucoma, type-2 diabetes mellitus (T2DM), Alzheimer's disease (AD), and leukemia. Additionally, these inhibition effects were compared with standard enzyme inhibitors like acetazolamide (for hCA I and II), tacrine (for AChE and BChE), and acarbose (for α-Gly and α-Amy). Also, those coumarin–1,2,3-triazole-acetamide hybrids with the best inhibition score were docked into the active site of the indicated metabolic enzymes.
CONFLICT OF INTERESTS
The authors declare that there are no conflicts of interests.
Supporting Information
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