Synthesis of Novel Triazinoindole-Based Thiourea Hybrid: A Study on α-Glucosidase Inhibitors and Their Molecular Docking

A new class of triazinoindole-bearing thiosemicarbazides (1–25) was synthesized and evaluated for α-glucosidase inhibitory potential. All synthesized analogs exhibited excellent inhibitory potential, with IC(50) values ranging from 1.30 ± 0.01 to 35.80 ± 0.80 μM when compared to standard acarbose (a...

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Autores principales: Taha, Muhammad, Alshamrani, Foziah J., Rahim, Fazal, Hayat, Shawkat, Ullah, Hayat, Zaman, Khalid, Imran, Syahrul, Khan, Khalid Mohammed, Naz, Farzana
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6864627/
https://www.ncbi.nlm.nih.gov/pubmed/31652777
http://dx.doi.org/10.3390/molecules24213819
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author Taha, Muhammad
Alshamrani, Foziah J.
Rahim, Fazal
Hayat, Shawkat
Ullah, Hayat
Zaman, Khalid
Imran, Syahrul
Khan, Khalid Mohammed
Naz, Farzana
author_facet Taha, Muhammad
Alshamrani, Foziah J.
Rahim, Fazal
Hayat, Shawkat
Ullah, Hayat
Zaman, Khalid
Imran, Syahrul
Khan, Khalid Mohammed
Naz, Farzana
author_sort Taha, Muhammad
collection PubMed
description A new class of triazinoindole-bearing thiosemicarbazides (1–25) was synthesized and evaluated for α-glucosidase inhibitory potential. All synthesized analogs exhibited excellent inhibitory potential, with IC(50) values ranging from 1.30 ± 0.01 to 35.80 ± 0.80 μM when compared to standard acarbose (an IC(50) value of 38.60 ± 0.20 μM). Among the series, analogs 1 and 23 were found to be the most potent, with IC(50) values of 1.30 ± 0.05 and 1.30 ± 0.01 μM, respectively. The structure–activity relationship (SAR) was mainly based upon bringing about different substituents on the phenyl rings. To confirm the binding interactions, a molecular docking study was performed.
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spelling pubmed-68646272019-12-23 Synthesis of Novel Triazinoindole-Based Thiourea Hybrid: A Study on α-Glucosidase Inhibitors and Their Molecular Docking Taha, Muhammad Alshamrani, Foziah J. Rahim, Fazal Hayat, Shawkat Ullah, Hayat Zaman, Khalid Imran, Syahrul Khan, Khalid Mohammed Naz, Farzana Molecules Article A new class of triazinoindole-bearing thiosemicarbazides (1–25) was synthesized and evaluated for α-glucosidase inhibitory potential. All synthesized analogs exhibited excellent inhibitory potential, with IC(50) values ranging from 1.30 ± 0.01 to 35.80 ± 0.80 μM when compared to standard acarbose (an IC(50) value of 38.60 ± 0.20 μM). Among the series, analogs 1 and 23 were found to be the most potent, with IC(50) values of 1.30 ± 0.05 and 1.30 ± 0.01 μM, respectively. The structure–activity relationship (SAR) was mainly based upon bringing about different substituents on the phenyl rings. To confirm the binding interactions, a molecular docking study was performed. MDPI 2019-10-23 /pmc/articles/PMC6864627/ /pubmed/31652777 http://dx.doi.org/10.3390/molecules24213819 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Taha, Muhammad
Alshamrani, Foziah J.
Rahim, Fazal
Hayat, Shawkat
Ullah, Hayat
Zaman, Khalid
Imran, Syahrul
Khan, Khalid Mohammed
Naz, Farzana
Synthesis of Novel Triazinoindole-Based Thiourea Hybrid: A Study on α-Glucosidase Inhibitors and Their Molecular Docking
title Synthesis of Novel Triazinoindole-Based Thiourea Hybrid: A Study on α-Glucosidase Inhibitors and Their Molecular Docking
title_full Synthesis of Novel Triazinoindole-Based Thiourea Hybrid: A Study on α-Glucosidase Inhibitors and Their Molecular Docking
title_fullStr Synthesis of Novel Triazinoindole-Based Thiourea Hybrid: A Study on α-Glucosidase Inhibitors and Their Molecular Docking
title_full_unstemmed Synthesis of Novel Triazinoindole-Based Thiourea Hybrid: A Study on α-Glucosidase Inhibitors and Their Molecular Docking
title_short Synthesis of Novel Triazinoindole-Based Thiourea Hybrid: A Study on α-Glucosidase Inhibitors and Their Molecular Docking
title_sort synthesis of novel triazinoindole-based thiourea hybrid: a study on α-glucosidase inhibitors and their molecular docking
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6864627/
https://www.ncbi.nlm.nih.gov/pubmed/31652777
http://dx.doi.org/10.3390/molecules24213819
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