Bai-Hui Zhang, Lu Gan, Yu-Wei Wu, Wen-Xian Li, Dean Guo, Wei Li
{"title":"Alpinoblonoids A and B, Two 16-nor-Labdane-Related Diterpenoids with a Tricyclic Carbon Skeleton from Alpinia oblongifolia","authors":"Bai-Hui Zhang, Lu Gan, Yu-Wei Wu, Wen-Xian Li, Dean Guo, Wei Li","doi":"10.1021/acs.orglett.5c00574","DOIUrl":null,"url":null,"abstract":"Alpinoblonoids A (<b>1</b>) and B (<b>2</b>), two 16-<i>nor</i>-labdane related diterpenoids featuring 2,6,6,10,11-pentamethyltricyclo[8.4.0.0<sup>2,7</sup>]tetradecane and 11-ethyl-2,6,6,10-tetramethyltricyclo[8.3.0.0<sup>2,7</sup>]tridecane skeletons, respectively, along with their biosynthetic precursor (<b>3</b>), were isolated from the rhizomes of <i>Alpinia oblongifolia</i>. Their structural elucidation was achieved by a variety of techniques, including spectroscopic and chemical methods, ECD calculations, as well as single-crystal X-ray diffraction. Compounds <b>1</b> and <b>2</b> exhibited antihepatic fibrosis activity by inhibiting the expressions of fibronectin, collagen I, and α-smooth muscle actin.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"53 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-03-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00574","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Alpinoblonoids A (1) and B (2), two 16-nor-labdane related diterpenoids featuring 2,6,6,10,11-pentamethyltricyclo[8.4.0.02,7]tetradecane and 11-ethyl-2,6,6,10-tetramethyltricyclo[8.3.0.02,7]tridecane skeletons, respectively, along with their biosynthetic precursor (3), were isolated from the rhizomes of Alpinia oblongifolia. Their structural elucidation was achieved by a variety of techniques, including spectroscopic and chemical methods, ECD calculations, as well as single-crystal X-ray diffraction. Compounds 1 and 2 exhibited antihepatic fibrosis activity by inhibiting the expressions of fibronectin, collagen I, and α-smooth muscle actin.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.