{"title":"Structurally diverse ent-clerodanoids from the aerial parts of Isodon scoparius","authors":"","doi":"10.1016/j.phytochem.2024.114229","DOIUrl":null,"url":null,"abstract":"<div><p>Scoparodane C (<strong>1</strong>), a diterpenoid with a rare 3,4-<em>seco</em>-3-<em>nor</em>-2,11-<em>epoxy</em>-<em>ent</em>-clerodane scaffold, was obtained from the aerial parts of <em>Isodon scoparius</em>, along with isocopariusines A–E (<strong>2</strong>–<strong>6</strong>), five <em>ent</em>-clerodanoids featuring a 5/6-fused ring system, and isocopariusines F–H (<strong>7</strong>–<strong>9</strong>), three common <em>ent</em>-clerodanoids. The structures of these previously undescribed compounds were established by a combination of spectroscopic analysis, X-ray diffraction, chemical derivatization, and quantum chemical calculation. Remarkably, isocopariusine B (<strong>3</strong>) showed strong resistance reversal activity against fluconazole-resistant <em>Candida albicans</em>.</p></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2000,"publicationDate":"2024-08-08","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/S0031942224002668","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
Scoparodane C (1), a diterpenoid with a rare 3,4-seco-3-nor-2,11-epoxy-ent-clerodane scaffold, was obtained from the aerial parts of Isodon scoparius, along with isocopariusines A–E (2–6), five ent-clerodanoids featuring a 5/6-fused ring system, and isocopariusines F–H (7–9), three common ent-clerodanoids. The structures of these previously undescribed compounds were established by a combination of spectroscopic analysis, X-ray diffraction, chemical derivatization, and quantum chemical calculation. Remarkably, isocopariusine B (3) showed strong resistance reversal activity against fluconazole-resistant Candida albicans.
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.