{"title":"ent-Kaurane diterpenoids from Isodon henryi and their anti-inflammatory activities","authors":"","doi":"10.1016/j.phytochem.2024.114247","DOIUrl":null,"url":null,"abstract":"<div><p>Phytochemical investigation of the 70% ethanol extract of <em>Isodon henryi</em> Kudô afforded fifteen <em>ent</em>-kaurane diterpenoids, including nine previously undescribed compounds, named isohenolides C–K (<strong>1</strong>–<strong>9</strong>). Compounds <strong>1</strong>–<strong>6</strong> featured an unusual 6,7;8,15-diseco-7,20-olide <em>ent</em>-kaurane diterpenoid scaffold, in which <strong>1</strong> also possessed an 11,15-lactone ring while <strong>2</strong>–<strong>6</strong> all contained a free <em>α</em>-methylene-<em>γ</em>-carboxylic acid. Compound <strong>6</strong> was also a rare 6,8-cyclo-7,20-olide <em>ent</em>-kauranoid. Their structures were elucidated primarily by HRESIMS, 1D and 2D NMR spectroscopy, electronic circular dichroism and X-ray diffraction (Cu K<em>α</em>) methods. Additionally, most compounds were also screened for anti-inflammatory actions against lipopolysaccharide-induced RAW 264.7 cells, and compounds <strong>9</strong> and <strong>13</strong> exhibited stronger nitric oxide inhibition, with IC<sub>50</sub> values of 15.99 ± 0.75 and 18.19 ± 0.42 μM, respectively.</p></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2000,"publicationDate":"2024-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S003194222400284X","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
Phytochemical investigation of the 70% ethanol extract of Isodon henryi Kudô afforded fifteen ent-kaurane diterpenoids, including nine previously undescribed compounds, named isohenolides C–K (1–9). Compounds 1–6 featured an unusual 6,7;8,15-diseco-7,20-olide ent-kaurane diterpenoid scaffold, in which 1 also possessed an 11,15-lactone ring while 2–6 all contained a free α-methylene-γ-carboxylic acid. Compound 6 was also a rare 6,8-cyclo-7,20-olide ent-kauranoid. Their structures were elucidated primarily by HRESIMS, 1D and 2D NMR spectroscopy, electronic circular dichroism and X-ray diffraction (Cu Kα) methods. Additionally, most compounds were also screened for anti-inflammatory actions against lipopolysaccharide-induced RAW 264.7 cells, and compounds 9 and 13 exhibited stronger nitric oxide inhibition, with IC50 values of 15.99 ± 0.75 and 18.19 ± 0.42 μM, respectively.
期刊介绍:
Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.