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Synthesis of Some Spiro Indeno[1,2-b]pyrido[2,3-d]Pyrimidine-5,3′-Indolines as New Urease Inhibitors

New series of spiro indeno[1,2-b]pyrido[2,3-d]pyrimidine-5,3′-indolines as new urease inhibitors were synthesized by the catalytic procedure in high yield and short reaction time. In this method, biacidic carbon was prepared as a novel heterogeneous acid and was subsequently used as an efficient cat...

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Autores principales: Mohammadi Ziarani, Ghodsi, Asadi, Shima, Badiei, Alireza, Sharifi, Amirhossein, Amanlou, Massoud
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Shaheed Beheshti University of Medical Sciences 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5242352/
https://www.ncbi.nlm.nih.gov/pubmed/28228804
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author Mohammadi Ziarani, Ghodsi
Asadi, Shima
Badiei, Alireza
Sharifi, Amirhossein
Amanlou, Massoud
author_facet Mohammadi Ziarani, Ghodsi
Asadi, Shima
Badiei, Alireza
Sharifi, Amirhossein
Amanlou, Massoud
author_sort Mohammadi Ziarani, Ghodsi
collection PubMed
description New series of spiro indeno[1,2-b]pyrido[2,3-d]pyrimidine-5,3′-indolines as new urease inhibitors were synthesized by the catalytic procedure in high yield and short reaction time. In this method, biacidic carbon was prepared as a novel heterogeneous acid and was subsequently used as an efficient catalyst. The inhibitory activities of synthesized compounds were tested against Jack bean urease using Berthelot colorimetric assay and docking simulation using AutoDock 4.2. The compound 4a with IC(50) =1.94 µM has the most inhibitor activity in this study. Other derivatives such as 4b, 4d, 4e and 7a were found to be more potent urease inhibitors than the standard inhibitor hydroxyurea, yielding IC(50) values of 4.35, 5.557, 7.44, 2.81 and 14.46 μM, respectively (IC(50) of hydroxyurea = 100 μM).
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spelling pubmed-52423522017-02-22 Synthesis of Some Spiro Indeno[1,2-b]pyrido[2,3-d]Pyrimidine-5,3′-Indolines as New Urease Inhibitors Mohammadi Ziarani, Ghodsi Asadi, Shima Badiei, Alireza Sharifi, Amirhossein Amanlou, Massoud Iran J Pharm Res Original Article New series of spiro indeno[1,2-b]pyrido[2,3-d]pyrimidine-5,3′-indolines as new urease inhibitors were synthesized by the catalytic procedure in high yield and short reaction time. In this method, biacidic carbon was prepared as a novel heterogeneous acid and was subsequently used as an efficient catalyst. The inhibitory activities of synthesized compounds were tested against Jack bean urease using Berthelot colorimetric assay and docking simulation using AutoDock 4.2. The compound 4a with IC(50) =1.94 µM has the most inhibitor activity in this study. Other derivatives such as 4b, 4d, 4e and 7a were found to be more potent urease inhibitors than the standard inhibitor hydroxyurea, yielding IC(50) values of 4.35, 5.557, 7.44, 2.81 and 14.46 μM, respectively (IC(50) of hydroxyurea = 100 μM). Shaheed Beheshti University of Medical Sciences 2016 /pmc/articles/PMC5242352/ /pubmed/28228804 Text en © 2016 by School of Pharmacy Shaheed Beheshti University of Medical Sciences and Health Services
spellingShingle Original Article
Mohammadi Ziarani, Ghodsi
Asadi, Shima
Badiei, Alireza
Sharifi, Amirhossein
Amanlou, Massoud
Synthesis of Some Spiro Indeno[1,2-b]pyrido[2,3-d]Pyrimidine-5,3′-Indolines as New Urease Inhibitors
title Synthesis of Some Spiro Indeno[1,2-b]pyrido[2,3-d]Pyrimidine-5,3′-Indolines as New Urease Inhibitors
title_full Synthesis of Some Spiro Indeno[1,2-b]pyrido[2,3-d]Pyrimidine-5,3′-Indolines as New Urease Inhibitors
title_fullStr Synthesis of Some Spiro Indeno[1,2-b]pyrido[2,3-d]Pyrimidine-5,3′-Indolines as New Urease Inhibitors
title_full_unstemmed Synthesis of Some Spiro Indeno[1,2-b]pyrido[2,3-d]Pyrimidine-5,3′-Indolines as New Urease Inhibitors
title_short Synthesis of Some Spiro Indeno[1,2-b]pyrido[2,3-d]Pyrimidine-5,3′-Indolines as New Urease Inhibitors
title_sort synthesis of some spiro indeno[1,2-b]pyrido[2,3-d]pyrimidine-5,3′-indolines as new urease inhibitors
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5242352/
https://www.ncbi.nlm.nih.gov/pubmed/28228804
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