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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...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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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. |
format | Online Article Text |
id | pubmed-10488416 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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