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Two New Compounds from Allii Macrostemonis Bulbus and Their In Vitro Antioxidant Activities

Two new compounds named 4,4′-bis(β-D-glucopyranosyloxy)biphenyl (1) and spirostane-25(27)-en-2α,3β-diol-3-O-β-D-xylopyranosyl(1→3)-β-D-glucopyranosyl(1→4)-β-D-galactopyranoside (2) were isolated from n-butanol extraction part of 80% ethanol extract of Allii Macrostemonis Bulbus. Alongside these, ten...

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Autores principales: Wu, Jianfa, Li, Lei, Liu, Chang, Li, Chunyi, Cui, Ying, Ding, Weixing, Zhang, Jing, Shi, Leiling
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10488416/
https://www.ncbi.nlm.nih.gov/pubmed/37687005
http://dx.doi.org/10.3390/molecules28176176
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author Wu, Jianfa
Li, Lei
Liu, Chang
Li, Chunyi
Cui, Ying
Ding, Weixing
Zhang, Jing
Shi, Leiling
author_facet Wu, Jianfa
Li, Lei
Liu, Chang
Li, Chunyi
Cui, Ying
Ding, Weixing
Zhang, Jing
Shi, Leiling
author_sort Wu, Jianfa
collection PubMed
description Two new compounds named 4,4′-bis(β-D-glucopyranosyloxy)biphenyl (1) and spirostane-25(27)-en-2α,3β-diol-3-O-β-D-xylopyranosyl(1→3)-β-D-glucopyranosyl(1→4)-β-D-galactopyranoside (2) were isolated from n-butanol extraction part of 80% ethanol extract of Allii Macrostemonis Bulbus. Alongside these, ten known compounds (3–12) were also identified, including a flavonoid glycoside (3), seven steroids (4–10), a nucleoside (11), and a phenylpropanoid glycoside (12) were found. Notably, compounds 3–6 were isolated from this plant for the first time. The structures of all compounds were confirmed using high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), 1D, and 2D NMR spectroscopy. Some of these compounds showed strong antioxidant activity, and compound 1 demonstrated the most potent reduction of ferric ions (Fe(3+)) with an IC(50) value of 0.59 ± 0.18 mg/mL. Compounds 2 and 3 exhibited the highest scavenging activity against superoxide anion radicals (O(2)(−)·) with an IC(50) value of 0.02 ± 0.01 mg/mL. Additionally, compound 3 displayed substantial scavenging activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) with IC(50) values of 0.21 ± 0.17 mg/mL and 0.02 ± 0.01 mg/mL, respectively. The discovery of these two new compounds is a reference for identifying Allii Macrostemonis Bulbus quality markers. Moreover, their exceptional antioxidant activity offers a promising avenue for uncovering novel natural antioxidants.
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spelling pubmed-104884162023-09-09 Two New Compounds from Allii Macrostemonis Bulbus and Their In Vitro Antioxidant Activities Wu, Jianfa Li, Lei Liu, Chang Li, Chunyi Cui, Ying Ding, Weixing Zhang, Jing Shi, Leiling Molecules Article Two new compounds named 4,4′-bis(β-D-glucopyranosyloxy)biphenyl (1) and spirostane-25(27)-en-2α,3β-diol-3-O-β-D-xylopyranosyl(1→3)-β-D-glucopyranosyl(1→4)-β-D-galactopyranoside (2) were isolated from n-butanol extraction part of 80% ethanol extract of Allii Macrostemonis Bulbus. Alongside these, ten known compounds (3–12) were also identified, including a flavonoid glycoside (3), seven steroids (4–10), a nucleoside (11), and a phenylpropanoid glycoside (12) were found. Notably, compounds 3–6 were isolated from this plant for the first time. The structures of all compounds were confirmed using high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), 1D, and 2D NMR spectroscopy. Some of these compounds showed strong antioxidant activity, and compound 1 demonstrated the most potent reduction of ferric ions (Fe(3+)) with an IC(50) value of 0.59 ± 0.18 mg/mL. Compounds 2 and 3 exhibited the highest scavenging activity against superoxide anion radicals (O(2)(−)·) with an IC(50) value of 0.02 ± 0.01 mg/mL. Additionally, compound 3 displayed substantial scavenging activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) with IC(50) values of 0.21 ± 0.17 mg/mL and 0.02 ± 0.01 mg/mL, respectively. The discovery of these two new compounds is a reference for identifying Allii Macrostemonis Bulbus quality markers. Moreover, their exceptional antioxidant activity offers a promising avenue for uncovering novel natural antioxidants. MDPI 2023-08-22 /pmc/articles/PMC10488416/ /pubmed/37687005 http://dx.doi.org/10.3390/molecules28176176 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Wu, Jianfa
Li, Lei
Liu, Chang
Li, Chunyi
Cui, Ying
Ding, Weixing
Zhang, Jing
Shi, Leiling
Two New Compounds from Allii Macrostemonis Bulbus and Their In Vitro Antioxidant Activities
title Two New Compounds from Allii Macrostemonis Bulbus and Their In Vitro Antioxidant Activities
title_full Two New Compounds from Allii Macrostemonis Bulbus and Their In Vitro Antioxidant Activities
title_fullStr Two New Compounds from Allii Macrostemonis Bulbus and Their In Vitro Antioxidant Activities
title_full_unstemmed Two New Compounds from Allii Macrostemonis Bulbus and Their In Vitro Antioxidant Activities
title_short Two New Compounds from Allii Macrostemonis Bulbus and Their In Vitro Antioxidant Activities
title_sort two new compounds from allii macrostemonis bulbus and their in vitro antioxidant activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10488416/
https://www.ncbi.nlm.nih.gov/pubmed/37687005
http://dx.doi.org/10.3390/molecules28176176
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