{"title":"用 Q-Orbitrap 质谱法研究峨嵋杉中的 2-芳基苯并[b]呋喃及其碎片模式。","authors":"","doi":"10.1080/14786419.2023.2216344","DOIUrl":null,"url":null,"abstract":"<div><div>One new 2-arylbenzo[<em>b</em>]furan named iteafuranal F (<strong>1</strong>) as well as two known analogues (<strong>2–3</strong>) were isolated from the 95% EtOH extract of aerial parts of <em>Itea omeiensis</em>. Their chemical structures were constructed based on extensive analyses of UV, IR, 1D/2D NMR and HRMS spectra. Antioxidant assays revealed significant superoxide anion radical scavenging capacity of <strong>1</strong> with IC<sub>50</sub> value of 0.66 mg/mL, which was comparable to the efficiency of positive control of luteolin. In addition, the preliminary MS fragmentation patterns in negative ion mode were established to distinguish 2-arylbenzo[<em>b</em>]furans with C-10 in different oxidation states: the characteristic loss of CO molecule [M-H-28]<sup>-</sup> was observed for 3-formyl-2-arylbenzo[<em>b</em>]furans, and the loss of CH<sub>2</sub>O fragment [M-H-30]<sup>-</sup> for 3-hydroxymethyl-2-arylbenzo[<em>b</em>]furans, and the loss of CO<sub>2</sub> fragment [M-H-44]<sup>-</sup> for 2-arylbenzo[<em>b</em>]furan-3-carboxylic acids.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9000,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Study on 2-arylbenzo[b]furans from Itea omeiensis and their fragmentation patterns with Q-Orbitrap mass spectrometry\",\"authors\":\"\",\"doi\":\"10.1080/14786419.2023.2216344\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>One new 2-arylbenzo[<em>b</em>]furan named iteafuranal F (<strong>1</strong>) as well as two known analogues (<strong>2–3</strong>) were isolated from the 95% EtOH extract of aerial parts of <em>Itea omeiensis</em>. Their chemical structures were constructed based on extensive analyses of UV, IR, 1D/2D NMR and HRMS spectra. Antioxidant assays revealed significant superoxide anion radical scavenging capacity of <strong>1</strong> with IC<sub>50</sub> value of 0.66 mg/mL, which was comparable to the efficiency of positive control of luteolin. In addition, the preliminary MS fragmentation patterns in negative ion mode were established to distinguish 2-arylbenzo[<em>b</em>]furans with C-10 in different oxidation states: the characteristic loss of CO molecule [M-H-28]<sup>-</sup> was observed for 3-formyl-2-arylbenzo[<em>b</em>]furans, and the loss of CH<sub>2</sub>O fragment [M-H-30]<sup>-</sup> for 3-hydroxymethyl-2-arylbenzo[<em>b</em>]furans, and the loss of CO<sub>2</sub> fragment [M-H-44]<sup>-</sup> for 2-arylbenzo[<em>b</em>]furan-3-carboxylic acids.</div></div>\",\"PeriodicalId\":18990,\"journal\":{\"name\":\"Natural Product Research\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.9000,\"publicationDate\":\"2024-09-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Natural Product Research\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1478641923017096\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Natural Product Research","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1478641923017096","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
Study on 2-arylbenzo[b]furans from Itea omeiensis and their fragmentation patterns with Q-Orbitrap mass spectrometry
One new 2-arylbenzo[b]furan named iteafuranal F (1) as well as two known analogues (2–3) were isolated from the 95% EtOH extract of aerial parts of Itea omeiensis. Their chemical structures were constructed based on extensive analyses of UV, IR, 1D/2D NMR and HRMS spectra. Antioxidant assays revealed significant superoxide anion radical scavenging capacity of 1 with IC50 value of 0.66 mg/mL, which was comparable to the efficiency of positive control of luteolin. In addition, the preliminary MS fragmentation patterns in negative ion mode were established to distinguish 2-arylbenzo[b]furans with C-10 in different oxidation states: the characteristic loss of CO molecule [M-H-28]- was observed for 3-formyl-2-arylbenzo[b]furans, and the loss of CH2O fragment [M-H-30]- for 3-hydroxymethyl-2-arylbenzo[b]furans, and the loss of CO2 fragment [M-H-44]- for 2-arylbenzo[b]furan-3-carboxylic acids.
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.