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Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus

Four new phenanthrene derivatives, gastrobellinols A-D (1–4), were isolated from the methanolic extract of Gastrochilus bellinus (Rchb.f.) Kuntze, along with eleven known phenolic compounds including agrostophyllin (5), agrostophyllidin (6), coniferyl aldehyde (7), 4-hydroxybenzaldehyde (8), agrosto...

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Autores principales: San, Htoo Tint, Chatsumpun, Nutputsorn, Juengwatanatrakul, Thaweesak, Pornputtapong, Natapol, Likhitwitayawuid, Kittisak, Sritularak, Boonchoo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7830893/
https://www.ncbi.nlm.nih.gov/pubmed/33466863
http://dx.doi.org/10.3390/molecules26020418
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author San, Htoo Tint
Chatsumpun, Nutputsorn
Juengwatanatrakul, Thaweesak
Pornputtapong, Natapol
Likhitwitayawuid, Kittisak
Sritularak, Boonchoo
author_facet San, Htoo Tint
Chatsumpun, Nutputsorn
Juengwatanatrakul, Thaweesak
Pornputtapong, Natapol
Likhitwitayawuid, Kittisak
Sritularak, Boonchoo
author_sort San, Htoo Tint
collection PubMed
description Four new phenanthrene derivatives, gastrobellinols A-D (1–4), were isolated from the methanolic extract of Gastrochilus bellinus (Rchb.f.) Kuntze, along with eleven known phenolic compounds including agrostophyllin (5), agrostophyllidin (6), coniferyl aldehyde (7), 4-hydroxybenzaldehyde (8), agrostophyllone (9), gigantol (10), 4-(methoxylmethyl)phenol (11), syringaldehyde (12), 1-(4′-hydroxybenzyl)-imbricartin (13), 6-methoxycoelonin (14), and imbricatin (15). Their structures were determined by spectroscopic methods. Each isolate was evaluated for α-glucosidase inhibitory activity. Compounds 1, 2, 3, 7, 9, 13, and 15 showed higher activity than the drug acarbose. Gastrobellinol C (3) exhibited the strongest α-glucosidase inhibition with an IC(50) value of 45.92 μM. A kinetic study of 3 showed competitive inhibition on the α-glucosidase enzyme. This is the first report on the phytochemical constituents and α-glucosidase inhibitory activity of G. bellinus.
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spelling pubmed-78308932021-01-26 Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus San, Htoo Tint Chatsumpun, Nutputsorn Juengwatanatrakul, Thaweesak Pornputtapong, Natapol Likhitwitayawuid, Kittisak Sritularak, Boonchoo Molecules Article Four new phenanthrene derivatives, gastrobellinols A-D (1–4), were isolated from the methanolic extract of Gastrochilus bellinus (Rchb.f.) Kuntze, along with eleven known phenolic compounds including agrostophyllin (5), agrostophyllidin (6), coniferyl aldehyde (7), 4-hydroxybenzaldehyde (8), agrostophyllone (9), gigantol (10), 4-(methoxylmethyl)phenol (11), syringaldehyde (12), 1-(4′-hydroxybenzyl)-imbricartin (13), 6-methoxycoelonin (14), and imbricatin (15). Their structures were determined by spectroscopic methods. Each isolate was evaluated for α-glucosidase inhibitory activity. Compounds 1, 2, 3, 7, 9, 13, and 15 showed higher activity than the drug acarbose. Gastrobellinol C (3) exhibited the strongest α-glucosidase inhibition with an IC(50) value of 45.92 μM. A kinetic study of 3 showed competitive inhibition on the α-glucosidase enzyme. This is the first report on the phytochemical constituents and α-glucosidase inhibitory activity of G. bellinus. MDPI 2021-01-14 /pmc/articles/PMC7830893/ /pubmed/33466863 http://dx.doi.org/10.3390/molecules26020418 Text en © 2021 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
San, Htoo Tint
Chatsumpun, Nutputsorn
Juengwatanatrakul, Thaweesak
Pornputtapong, Natapol
Likhitwitayawuid, Kittisak
Sritularak, Boonchoo
Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus
title Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus
title_full Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus
title_fullStr Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus
title_full_unstemmed Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus
title_short Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus
title_sort four novel phenanthrene derivatives with α-glucosidase inhibitory activity from gastrochilus bellinus
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7830893/
https://www.ncbi.nlm.nih.gov/pubmed/33466863
http://dx.doi.org/10.3390/molecules26020418
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