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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...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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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. |
format | Online Article Text |
id | pubmed-6949951 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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