{"title":"一种新的酰化黄酮醇甘油酯及其抗氧化活性评价。numidicus (Murb)。循证。和市长。","authors":"Assia Khalfallah, Zahia Kabouche, Ahmed Kabouche, Djemaa Berrehal, Naima Boutaghane, Laurence Voutquenne-Nazabadioko","doi":"10.1080/14786419.2023.2278761","DOIUrl":null,"url":null,"abstract":"<p><p>A new acylated flavonol triglycoside, quercetin-3-<i>O</i>-(5'-<i>p</i>-hydroxybenzoyl)-β-D-apiofuranosyl-(1→2)[α-L-rhamnopyranosyl-(1→6)]-β-D-galactopyranoside (<b>1</b>), was isolated from the aerial parts of <i>Astragalus armatus</i> subsp. <i>numidicus</i> (Murb.) Emb. & Maire as well as ten known compounds, one phenolic compound, one flavonol-aglycone and eight flavonol-glycosides distributed into two monoglycosides, three diglycosides and three triosides. Their structures were mainly determined by 1D- and 2D-NMR experiments (<sup>1</sup>H,<sup>13</sup>C, COSY, HSQC, HMBC). The chloroform, ethyl acetate, <i>n</i>-butanol and hydroethanol extracts were tested for their antioxidant activity using five methods (DPPH, ABTS, Reducing power, CUPRAC and Phenanthroline). The ethyl acetate extract was the most active in CUPRAC (A<sub>0.5</sub>: 50.28 ± 2.16 µg/mL), ABTS (IC<sub>50</sub>: 49.73 ± 1.55 µg/mL) and Reducing power (A<sub>0.5</sub>: 58.13 ± 4.35 µg/mL) assays, whereas the hydroethanol and <i>n</i>-BuOH exhibited the highest activity in the Phenanthroline assay (A<sub>0.5</sub>: 9.93 ± 0.16) and (A<sub>0.5</sub>: 10.27 ± 0.44 µg/mL), respectively.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":" ","pages":"4524-4529"},"PeriodicalIF":1.9000,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A new acylated flavonol triglycoside and evaluation of the antioxidant activity of <i>Astragalus armatus</i> subsp. <i>numidicus</i> (Murb.) Emb. & Maire.\",\"authors\":\"Assia Khalfallah, Zahia Kabouche, Ahmed Kabouche, Djemaa Berrehal, Naima Boutaghane, Laurence Voutquenne-Nazabadioko\",\"doi\":\"10.1080/14786419.2023.2278761\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>A new acylated flavonol triglycoside, quercetin-3-<i>O</i>-(5'-<i>p</i>-hydroxybenzoyl)-β-D-apiofuranosyl-(1→2)[α-L-rhamnopyranosyl-(1→6)]-β-D-galactopyranoside (<b>1</b>), was isolated from the aerial parts of <i>Astragalus armatus</i> subsp. <i>numidicus</i> (Murb.) Emb. & Maire as well as ten known compounds, one phenolic compound, one flavonol-aglycone and eight flavonol-glycosides distributed into two monoglycosides, three diglycosides and three triosides. Their structures were mainly determined by 1D- and 2D-NMR experiments (<sup>1</sup>H,<sup>13</sup>C, COSY, HSQC, HMBC). The chloroform, ethyl acetate, <i>n</i>-butanol and hydroethanol extracts were tested for their antioxidant activity using five methods (DPPH, ABTS, Reducing power, CUPRAC and Phenanthroline). The ethyl acetate extract was the most active in CUPRAC (A<sub>0.5</sub>: 50.28 ± 2.16 µg/mL), ABTS (IC<sub>50</sub>: 49.73 ± 1.55 µg/mL) and Reducing power (A<sub>0.5</sub>: 58.13 ± 4.35 µg/mL) assays, whereas the hydroethanol and <i>n</i>-BuOH exhibited the highest activity in the Phenanthroline assay (A<sub>0.5</sub>: 9.93 ± 0.16) and (A<sub>0.5</sub>: 10.27 ± 0.44 µg/mL), respectively.</p>\",\"PeriodicalId\":18990,\"journal\":{\"name\":\"Natural Product Research\",\"volume\":\" \",\"pages\":\"4524-4529\"},\"PeriodicalIF\":1.9000,\"publicationDate\":\"2024-12-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Natural Product Research\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1080/14786419.2023.2278761\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2023/11/11 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Natural Product Research","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1080/14786419.2023.2278761","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2023/11/11 0:00:00","PubModel":"Epub","JCR":"Q3","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
摘要
从黄芪中分离得到一个新的酰化黄酮醇甘油三酯槲皮素-3- o -(5′-对羟基苯甲酰)-β- d - α- α-L-rhamnopyranosyl-(1→6)]-β- d -半乳糖苷(1)。numidicus (Murb)。循证。& Maire以及十种已知化合物,一种酚类化合物,一种黄酮醇苷元和八种黄酮醇苷分布为两种单糖苷,三种二糖苷和三种三糖苷。它们的结构主要通过1D和2d nmr实验(1H,13C, COSY, HSQC, HMBC)确定。采用DPPH法、ABTS法、还原力法、CUPRAC法和菲罗啉法测定了氯仿、乙酸乙酯、正丁醇和氢乙醇提取物的抗氧化活性。乙酸乙酯提取物对CUPRAC (A0.5: 50.28±2.16µg/mL)、ABTS (IC50: 49.73±1.55µg/mL)和还原力(A0.5: 58.13±4.35µg/mL)活性最高,对菲罗啉(A0.5: 9.93±0.16)和正丁醇(A0.5: 10.27±0.44µg/mL)活性最高。
A new acylated flavonol triglycoside and evaluation of the antioxidant activity of Astragalus armatus subsp. numidicus (Murb.) Emb. & Maire.
A new acylated flavonol triglycoside, quercetin-3-O-(5'-p-hydroxybenzoyl)-β-D-apiofuranosyl-(1→2)[α-L-rhamnopyranosyl-(1→6)]-β-D-galactopyranoside (1), was isolated from the aerial parts of Astragalus armatus subsp. numidicus (Murb.) Emb. & Maire as well as ten known compounds, one phenolic compound, one flavonol-aglycone and eight flavonol-glycosides distributed into two monoglycosides, three diglycosides and three triosides. Their structures were mainly determined by 1D- and 2D-NMR experiments (1H,13C, COSY, HSQC, HMBC). The chloroform, ethyl acetate, n-butanol and hydroethanol extracts were tested for their antioxidant activity using five methods (DPPH, ABTS, Reducing power, CUPRAC and Phenanthroline). The ethyl acetate extract was the most active in CUPRAC (A0.5: 50.28 ± 2.16 µg/mL), ABTS (IC50: 49.73 ± 1.55 µg/mL) and Reducing power (A0.5: 58.13 ± 4.35 µg/mL) assays, whereas the hydroethanol and n-BuOH exhibited the highest activity in the Phenanthroline assay (A0.5: 9.93 ± 0.16) and (A0.5: 10.27 ± 0.44 µg/mL), respectively.
期刊介绍:
The aim of Natural Product Research is to publish important contributions in the field of natural product chemistry. The journal covers all aspects of research in the chemistry and biochemistry of naturally occurring compounds.
The communications include coverage of work on natural substances of land and sea and of plants, microbes and animals. Discussions of structure elucidation, synthesis and experimental biosynthesis of natural products as well as developments of methods in these areas are welcomed in the journal. Finally, research papers in fields on the chemistry-biology boundary, eg. fermentation chemistry, plant tissue culture investigations etc., are accepted into the journal.
Natural Product Research issues will be subtitled either ""Part A - Synthesis and Structure"" or ""Part B - Bioactive Natural Products"". for details on this , see the forthcoming articles section.
All manuscript submissions are subject to initial appraisal by the Editor, and, if found suitable for further consideration, to peer review by independent, anonymous expert referees. All peer review is single blind and submission is online via ScholarOne Manuscripts.