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α-Glucosidase Inhibition and Molecular Docking Studies of Natural Brominated Metabolites from Marine Macro Brown Alga Dictyopteris hoytii

Bioassay guided isolation of the methanolic extract of marine macro brown alga Dictyopteris hoytii afforded one new metabolite (ethyl methyl 2-bromobenzene 1,4-dioate, 1), one new natural metabolite (diethyl-2-bromobenzene 1,4-dioate, 2) along with six known metabolites (3–8) reported for the first...

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Autores principales: Ur Rehman, Najeeb, Rafiq, Kashif, Khan, Ajmal, Ahsan Halim, Sobia, Ali, Liaqat, Al-Saady, Nadiya, Hilal Al-Balushi, Abdullah, Al-Busaidi, Haitham Khamis, Al-Harrasi, Ahmed
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6949951/
https://www.ncbi.nlm.nih.gov/pubmed/31779132
http://dx.doi.org/10.3390/md17120666
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author Ur Rehman, Najeeb
Rafiq, Kashif
Khan, Ajmal
Ahsan Halim, Sobia
Ali, Liaqat
Al-Saady, Nadiya
Hilal Al-Balushi, Abdullah
Al-Busaidi, Haitham Khamis
Al-Harrasi, Ahmed
author_facet Ur Rehman, Najeeb
Rafiq, Kashif
Khan, Ajmal
Ahsan Halim, Sobia
Ali, Liaqat
Al-Saady, Nadiya
Hilal Al-Balushi, Abdullah
Al-Busaidi, Haitham Khamis
Al-Harrasi, Ahmed
author_sort Ur Rehman, Najeeb
collection PubMed
description Bioassay guided isolation of the methanolic extract of marine macro brown alga Dictyopteris hoytii afforded one new metabolite (ethyl methyl 2-bromobenzene 1,4-dioate, 1), one new natural metabolite (diethyl-2-bromobenzene 1,4-dioate, 2) along with six known metabolites (3–8) reported for the first time from this source. The structure elucidation of all these compounds was achieved by extensive spectroscopic techniques including 1D ((1)H and (13)C) and 2D (NOESY, COSY, HMBC and HSQC) NMR and mass spectrometry and comparison of the spectral data of known compounds with those reported in literature. The in vitro α-glucosidase inhibition studies confirmed compound 7 to be the most active against α-glucosidase enzyme with IC(50) value of 30.5 ± 0.41 μM. Compounds 2 and 3 demonstrated good inhibition with IC(50) values of 234.2 ± 4.18 and 289.4 ± 4.91 μM, respectively, while compounds 1, 5, and 6 showed moderate to low inhibition. Furthermore, the molecular docking studies of the active compounds were performed to examine their mode of inhibition in the binding site of the α-glucosidase enzyme.
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spelling pubmed-69499512020-01-16 α-Glucosidase Inhibition and Molecular Docking Studies of Natural Brominated Metabolites from Marine Macro Brown Alga Dictyopteris hoytii Ur Rehman, Najeeb Rafiq, Kashif Khan, Ajmal Ahsan Halim, Sobia Ali, Liaqat Al-Saady, Nadiya Hilal Al-Balushi, Abdullah Al-Busaidi, Haitham Khamis Al-Harrasi, Ahmed Mar Drugs Article Bioassay guided isolation of the methanolic extract of marine macro brown alga Dictyopteris hoytii afforded one new metabolite (ethyl methyl 2-bromobenzene 1,4-dioate, 1), one new natural metabolite (diethyl-2-bromobenzene 1,4-dioate, 2) along with six known metabolites (3–8) reported for the first time from this source. The structure elucidation of all these compounds was achieved by extensive spectroscopic techniques including 1D ((1)H and (13)C) and 2D (NOESY, COSY, HMBC and HSQC) NMR and mass spectrometry and comparison of the spectral data of known compounds with those reported in literature. The in vitro α-glucosidase inhibition studies confirmed compound 7 to be the most active against α-glucosidase enzyme with IC(50) value of 30.5 ± 0.41 μM. Compounds 2 and 3 demonstrated good inhibition with IC(50) values of 234.2 ± 4.18 and 289.4 ± 4.91 μM, respectively, while compounds 1, 5, and 6 showed moderate to low inhibition. Furthermore, the molecular docking studies of the active compounds were performed to examine their mode of inhibition in the binding site of the α-glucosidase enzyme. MDPI 2019-11-26 /pmc/articles/PMC6949951/ /pubmed/31779132 http://dx.doi.org/10.3390/md17120666 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
Ur Rehman, Najeeb
Rafiq, Kashif
Khan, Ajmal
Ahsan Halim, Sobia
Ali, Liaqat
Al-Saady, Nadiya
Hilal Al-Balushi, Abdullah
Al-Busaidi, Haitham Khamis
Al-Harrasi, Ahmed
α-Glucosidase Inhibition and Molecular Docking Studies of Natural Brominated Metabolites from Marine Macro Brown Alga Dictyopteris hoytii
title α-Glucosidase Inhibition and Molecular Docking Studies of Natural Brominated Metabolites from Marine Macro Brown Alga Dictyopteris hoytii
title_full α-Glucosidase Inhibition and Molecular Docking Studies of Natural Brominated Metabolites from Marine Macro Brown Alga Dictyopteris hoytii
title_fullStr α-Glucosidase Inhibition and Molecular Docking Studies of Natural Brominated Metabolites from Marine Macro Brown Alga Dictyopteris hoytii
title_full_unstemmed α-Glucosidase Inhibition and Molecular Docking Studies of Natural Brominated Metabolites from Marine Macro Brown Alga Dictyopteris hoytii
title_short α-Glucosidase Inhibition and Molecular Docking Studies of Natural Brominated Metabolites from Marine Macro Brown Alga Dictyopteris hoytii
title_sort α-glucosidase inhibition and molecular docking studies of natural brominated metabolites from marine macro brown alga dictyopteris hoytii
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6949951/
https://www.ncbi.nlm.nih.gov/pubmed/31779132
http://dx.doi.org/10.3390/md17120666
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