Qing Li , Kun Shang , Jin Wang , Chen-Sen Xu , Zhuoer Cai , Peng Yuan , Chun-Gu Wang , Min-Min Gu , Yu Zhang , Zhi-Xin Liao
{"title":"长叶胼变种中的phyllocladane型二萜的鉴定、结构修订和生物学评价","authors":"Qing Li , Kun Shang , Jin Wang , Chen-Sen Xu , Zhuoer Cai , Peng Yuan , Chun-Gu Wang , Min-Min Gu , Yu Zhang , Zhi-Xin Liao","doi":"10.1016/j.tet.2024.134304","DOIUrl":null,"url":null,"abstract":"<div><div>Phyllocladane-type diterpenoids represent a rare group of tetracyclic diterpenes. Two diterpenoids (<strong>1</strong> and <strong>2</strong>) were extracted from <em>Callicarpa longifolia</em> var. <em>floccosa</em>, along with the Chemically synthesized derivatized compound <strong>3</strong>. The crystal data for compound <strong>1</strong> were first reported in this study, and compound <strong>2</strong> was identified as a novel phyllocladane-type diterpenoid. In addition, calliterpenone monoacetate was previously erroneously reported as compound <strong>2</strong>. We corrected the structure of calliterpenone monoacetate to <strong>2a</strong> by X-ray diffraction, NMR calculations, and chemical synthesis, as well as the TDDFT-ECD method. At the same time, the antitumor activity of compounds <strong>1</strong> and <strong>2</strong> was studied.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"167 ","pages":"Article 134304"},"PeriodicalIF":2.1000,"publicationDate":"2024-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Identification, structural revision and biological evaluation of the phyllocladane-type diterpenoids from Callicarpa longifolia var. floccosa\",\"authors\":\"Qing Li , Kun Shang , Jin Wang , Chen-Sen Xu , Zhuoer Cai , Peng Yuan , Chun-Gu Wang , Min-Min Gu , Yu Zhang , Zhi-Xin Liao\",\"doi\":\"10.1016/j.tet.2024.134304\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Phyllocladane-type diterpenoids represent a rare group of tetracyclic diterpenes. Two diterpenoids (<strong>1</strong> and <strong>2</strong>) were extracted from <em>Callicarpa longifolia</em> var. <em>floccosa</em>, along with the Chemically synthesized derivatized compound <strong>3</strong>. The crystal data for compound <strong>1</strong> were first reported in this study, and compound <strong>2</strong> was identified as a novel phyllocladane-type diterpenoid. In addition, calliterpenone monoacetate was previously erroneously reported as compound <strong>2</strong>. We corrected the structure of calliterpenone monoacetate to <strong>2a</strong> by X-ray diffraction, NMR calculations, and chemical synthesis, as well as the TDDFT-ECD method. At the same time, the antitumor activity of compounds <strong>1</strong> and <strong>2</strong> was studied.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"167 \",\"pages\":\"Article 134304\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2024-10-10\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S004040202400485X\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040202400485X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Identification, structural revision and biological evaluation of the phyllocladane-type diterpenoids from Callicarpa longifolia var. floccosa
Phyllocladane-type diterpenoids represent a rare group of tetracyclic diterpenes. Two diterpenoids (1 and 2) were extracted from Callicarpa longifolia var. floccosa, along with the Chemically synthesized derivatized compound 3. The crystal data for compound 1 were first reported in this study, and compound 2 was identified as a novel phyllocladane-type diterpenoid. In addition, calliterpenone monoacetate was previously erroneously reported as compound 2. We corrected the structure of calliterpenone monoacetate to 2a by X-ray diffraction, NMR calculations, and chemical synthesis, as well as the TDDFT-ECD method. At the same time, the antitumor activity of compounds 1 and 2 was studied.
期刊介绍：
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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