Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors

Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors Publisher Pubmed

Saeedi M^{1, 2} ; Raeisinafchi M³ ; Sobhani S³ ; Mirfazli SS⁴ ; Zardkanlou M⁵ ; Mojtabavi S⁵ ; Faramarzi MA⁵ ; Akbarzadeh T^{2, 3}

Show Affiliations

1. Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
2. Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
3. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
4. Department of Medicinal Chemistry, School of Pharmacy-International Campus, Iran University of Medical Sciences, Tehran, Iran
5. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, P.O. Box 14155-6451, Tehran, 1417614411, Iran

Source: Molecular Diversity Published:2021

Abstract

Abstract: In this work, various imidazo[1,2-a]pyridines linked to carbamate moiety were designed, synthesized, and evaluated for their α-glucosidase inhibitory activity. Among synthesized compounds, 4-(3-(tert-Butylamino)imidazo[1,2-a]pyridin-2-yl)phenyl p-tolylcarbamate (6d) was the most potent compound (IC50 = 75.6 µM) compared with acarbose as the reference drug (IC50 = 750.0 µM). Kinetic study of compound 6d indicated a competitive inhibition. Also, the molecular docking study suggested desired interactions with the active site residues. In particular, hydrogen bonds and electrostatic interactions constructed by compound 6d afforded well-oriented conformation in the 3A4A active site. Graphic abstract: [Figure not available: see fulltext.]. © 2020, Springer Nature Switzerland AG.

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Mohammad Ali Faramarzi (8)

Somayeh Mojtabavi (6)

Style	Citing Format
MLA	Saeedi M, et al.. "Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors." Molecular Diversity, vol. 25, no. 4, 2021, pp. 2399-2409.
APA	Saeedi M, Raeisinafchi M, Sobhani S, Mirfazli SS, Zardkanlou M, Mojtabavi S, Faramarzi MA, Akbarzadeh T (2021). Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors. Molecular Diversity, 25(4), 2399-2409.
Chicago	Saeedi M, Raeisinafchi M, Sobhani S, Mirfazli SS, Zardkanlou M, Mojtabavi S, Faramarzi MA, Akbarzadeh T. "Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors." Molecular Diversity 25, no. 4 (2021): 2399-2409.
Harvard	Saeedi M et al. (2021) 'Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors', Molecular Diversity, 25(4), pp. 2399-2409.
Vancouver	Saeedi M, Raeisinafchi M, Sobhani S, Mirfazli SS, Zardkanlou M, Mojtabavi S, et al.. Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors. Molecular Diversity. 2021;25(4):2399-2409.
BibTex	@article{ author = {Saeedi M and Raeisinafchi M and Sobhani S and Mirfazli SS and Zardkanlou M and Mojtabavi S and Faramarzi MA and Akbarzadeh T}, title = {Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors}, journal = {Molecular Diversity}, volume = {25}, number = {4}, pages = {2399-2409}, year = {2021} }
RIS	TY - JOUR AU - Saeedi M AU - Raeisinafchi M AU - Sobhani S AU - Mirfazli SS AU - Zardkanlou M AU - Mojtabavi S AU - Faramarzi MA AU - Akbarzadeh T TI - Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors JO - Molecular Diversity VL - 25 IS - 4 SP - 2399 EP - 2409 PY - 2021 ER -

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