Isoindolin-1-One Derivatives As Urease Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and In-Silico Adme Evaluation

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Isoindolin-1-One Derivatives As Urease Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and In-Silico Adme Evaluation Publisher Pubmed

Peytam F¹ ; Adib M¹ ; Mahernia S² ; Rahmanianjazi M¹ ; Jahani M¹ ; Masoudi B¹ ; Mahdavi M³ ; Amanlou M^{2, 4}

Show Affiliations

1. School of Chemistry, College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran
2. Computational Chemistry Group, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
3. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
4. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: Bioorganic Chemistry Published:2019

Abstract

An efficient, one-pot and four-component synthesis of a new series of 2,3-disubstituted isoindolin-1-ones is described and their Jack bean urease inhibitory activities are evaluated. Heating a mixture of 1,1-bis(methylthio)-2-nitroethene, a 1,2-diamine, a 2-formylbenzoic acid and a primary amine in EtOH for 3.5 h afforded the corresponding 2,3-disubstituted isoindolin-1-ones in good to excellent yields. All sixteen synthesized isoindolin-1-one derivatives 5a–p showed urease inhibitory activity. Among them, 5c showed the most urease inhibitory activity (IC 50 = 10.07 ± 0.28 µM) being over 2-fold more potent than thiourea (IC 50 = 22.01 ± 0.10 µM) and 10-fold than hydroxyurea (IC 50 = 100.00 ± 0.02 µM) as the standard inhibitors, respectively. Also, results from molecular docking studies were in good agreement with those obtained from in vitro tests. © 2019

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Style	Citing Format
MLA	Peytam F, et al.. "Isoindolin-1-One Derivatives As Urease Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and In-Silico Adme Evaluation." Bioorganic Chemistry, vol. 87, no. , 2019, pp. 1-11.
APA	Peytam F, Adib M, Mahernia S, Rahmanianjazi M, Jahani M, Masoudi B, Mahdavi M, Amanlou M (2019). Isoindolin-1-One Derivatives As Urease Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and In-Silico Adme Evaluation. Bioorganic Chemistry, 87(), 1-11.
Chicago	Peytam F, Adib M, Mahernia S, Rahmanianjazi M, Jahani M, Masoudi B, Mahdavi M, Amanlou M. "Isoindolin-1-One Derivatives As Urease Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and In-Silico Adme Evaluation." Bioorganic Chemistry 87, no. (2019): 1-11.
Harvard	Peytam F et al. (2019) 'Isoindolin-1-One Derivatives As Urease Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and In-Silico Adme Evaluation', Bioorganic Chemistry, 87(), pp. 1-11.
Vancouver	Peytam F, Adib M, Mahernia S, Rahmanianjazi M, Jahani M, Masoudi B, et al.. Isoindolin-1-One Derivatives As Urease Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and In-Silico Adme Evaluation. Bioorganic Chemistry. 2019;87():1-11.
BibTex	@article{ author = {Peytam F and Adib M and Mahernia S and Rahmanianjazi M and Jahani M and Masoudi B and Mahdavi M and Amanlou M}, title = {Isoindolin-1-One Derivatives As Urease Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and In-Silico Adme Evaluation}, journal = {Bioorganic Chemistry}, volume = {87}, number = {}, pages = {1-11}, year = {2019} }
RIS	TY - JOUR AU - Peytam F AU - Adib M AU - Mahernia S AU - Rahmanianjazi M AU - Jahani M AU - Masoudi B AU - Mahdavi M AU - Amanlou M TI - Isoindolin-1-One Derivatives As Urease Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and In-Silico Adme Evaluation JO - Bioorganic Chemistry VL - 87 IS - SP - 1 EP - 11 PY - 2019 ER -

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