Thieno[2,3-b]pyridine amines: Synthesis and evaluation of tacrine analogs against biological activities related to Alzheimer's disease
Mina Saeedi
Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorMaliheh Safavi
Department of Biotechnology, Iranian Research Organization for Science and Technology (IROST), Tehran, Iran
Search for more papers by this authorEmad Allahabadi
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorArezoo Rastegari
Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorRoshanak Hariri
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorSanaz Jafari
Department of Biotechnology, Iranian Research Organization for Science and Technology (IROST), Tehran, Iran
Search for more papers by this authorSyed N. A. Bukhari
Department of Pharmaceutical Chemistry, College of Pharmacy, Aljouf University, Aljouf, Saudi Arabia
Search for more papers by this authorSeyedeh S. Mirfazli
Department of Medicinal Chemistry, Iran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorOmidreza Firuzi
Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
Search for more papers by this authorNajmeh Edraki
Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, 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 authorCorresponding Author
Tahmineh Akbarzadeh
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
Correspondence Tahmineh Akbarzadeh, Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran 14117, Iran.
Email: [email protected]
Search for more papers by this authorMina Saeedi
Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorMaliheh Safavi
Department of Biotechnology, Iranian Research Organization for Science and Technology (IROST), Tehran, Iran
Search for more papers by this authorEmad Allahabadi
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorArezoo Rastegari
Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorRoshanak Hariri
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorSanaz Jafari
Department of Biotechnology, Iranian Research Organization for Science and Technology (IROST), Tehran, Iran
Search for more papers by this authorSyed N. A. Bukhari
Department of Pharmaceutical Chemistry, College of Pharmacy, Aljouf University, Aljouf, Saudi Arabia
Search for more papers by this authorSeyedeh S. Mirfazli
Department of Medicinal Chemistry, Iran University of Medical Sciences, Tehran, Iran
Search for more papers by this authorOmidreza Firuzi
Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
Search for more papers by this authorNajmeh Edraki
Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, 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 authorCorresponding Author
Tahmineh Akbarzadeh
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
Correspondence Tahmineh Akbarzadeh, Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran 14117, Iran.
Email: [email protected]
Search for more papers by this authorThis paper is dedicated to the memory of our unique teacher in Chemistry and Medicinal Chemistry, Professor Abbas Shafiee (1937–2016).
Abstract
In search of safer tacrine analogs, various thieno[2,3-b]pyridine amine derivatives were synthesized and evaluated for their inhibitory activity against cholinesterases (ChEs). Among the synthesized compounds, compounds 5e and 5d showed the highest activity towards acetylcholinesterase and butyrylcholinesterase, with IC50 values of 1.55 and 0.23 µM, respectively. The most active ChE inhibitors (5e and 5d) were also candidates for further complementary assays, such as kinetic and molecular docking studies as well as studies on inhibitory activity towards amyloid-beta (βA) aggregation and β-secretase 1, neuroprotectivity, and cytotoxicity against HepG2 cells. Our results indicated efficient anti-Alzheimer's activity of the synthesized compounds.
CONFLICT OF INTERESTS
The authors declare that there are no conflicts of interests.
Supporting Information
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