{"title":"从云南巴豆的叶子和小枝中提取的高含氧挛烷呋喃二萜。","authors":"","doi":"10.1016/S1875-5364(24)60722-3","DOIUrl":null,"url":null,"abstract":"<div><div>The phytochemical investigation of the leaves and twigs of <em>Croton yunnanensis</em> resulted in the isolation of eight new clerodane furanoditerpenoids, named croyunfuranoids A−H (<strong>1</strong>−<strong>8</strong>), along with three known analogs (<strong>9</strong>−<strong>11</strong>). The structures of these compounds were elucidated using spectroscopic analyses, and their absolute configurations were determined through a combination of electronic circular dichroism (ECD) calculations and single-crystal X-ray diffraction. Notably, Croyunfuranoid D (<strong>4</strong>) is identified as a rare 18,19-<em>dinor</em>-clerodane diterpenoid. Additionally, the structure of a previously reported diterpenoid, crotonyunnan B, was revised. All isolated compounds were evaluated for their inhibitory activities on nitric oxide (NO) production in LPS-induced RAW 264.7 macrophages. Among them, compounds <strong>5</strong> and <strong>6</strong> demonstrated significant inhibitory effects, with IC<sub>50</sub> values of 20.33 ± 2.31 and 22.80 ± 1.31 μmol·L<sup>−1</sup>, respectively.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0000,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Highly oxygenated clerodane furanoditerpenoids from the leaves and twigs of Croton yunnanensis\",\"authors\":\"\",\"doi\":\"10.1016/S1875-5364(24)60722-3\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The phytochemical investigation of the leaves and twigs of <em>Croton yunnanensis</em> resulted in the isolation of eight new clerodane furanoditerpenoids, named croyunfuranoids A−H (<strong>1</strong>−<strong>8</strong>), along with three known analogs (<strong>9</strong>−<strong>11</strong>). The structures of these compounds were elucidated using spectroscopic analyses, and their absolute configurations were determined through a combination of electronic circular dichroism (ECD) calculations and single-crystal X-ray diffraction. Notably, Croyunfuranoid D (<strong>4</strong>) is identified as a rare 18,19-<em>dinor</em>-clerodane diterpenoid. Additionally, the structure of a previously reported diterpenoid, crotonyunnan B, was revised. All isolated compounds were evaluated for their inhibitory activities on nitric oxide (NO) production in LPS-induced RAW 264.7 macrophages. Among them, compounds <strong>5</strong> and <strong>6</strong> demonstrated significant inhibitory effects, with IC<sub>50</sub> values of 20.33 ± 2.31 and 22.80 ± 1.31 μmol·L<sup>−1</sup>, respectively.</div></div>\",\"PeriodicalId\":10002,\"journal\":{\"name\":\"Chinese Journal of Natural Medicines\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.0000,\"publicationDate\":\"2024-10-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chinese Journal of Natural Medicines\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1875536424607223\",\"RegionNum\":2,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"INTEGRATIVE & COMPLEMENTARY MEDICINE\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chinese Journal of Natural Medicines","FirstCategoryId":"3","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1875536424607223","RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"INTEGRATIVE & COMPLEMENTARY MEDICINE","Score":null,"Total":0}
引用次数: 0
摘要
通过对云南巴豆的叶片和小枝进行植物化学研究,分离出了八种新的萜类呋喃二萜化合物,命名为云南巴豆呋喃二萜 A-H(1-8),以及三种已知的类似物(9-11)。通过光谱分析阐明了这些化合物的结构,并结合电子圆二色性(ECD)计算和单晶 X 射线衍射确定了它们的绝对构型。值得注意的是,Croyunfuranoid D (4) 被鉴定为一种罕见的 18,19-二邻氯二萜类化合物。此外,以前报道过的一种二萜类化合物巴豆呋喃烷 B 的结构也得到了修正。对所有分离出的化合物进行了评估,以确定它们对 LPS 诱导的 RAW 264.7 巨噬细胞产生一氧化氮(NO)的抑制活性。其中,化合物 5 和 6 具有显著的抑制作用,IC50 值分别为 20.33 ± 2.31 和 22.80 ± 1.31 μmol-L-1。
Highly oxygenated clerodane furanoditerpenoids from the leaves and twigs of Croton yunnanensis
The phytochemical investigation of the leaves and twigs of Croton yunnanensis resulted in the isolation of eight new clerodane furanoditerpenoids, named croyunfuranoids A−H (1−8), along with three known analogs (9−11). The structures of these compounds were elucidated using spectroscopic analyses, and their absolute configurations were determined through a combination of electronic circular dichroism (ECD) calculations and single-crystal X-ray diffraction. Notably, Croyunfuranoid D (4) is identified as a rare 18,19-dinor-clerodane diterpenoid. Additionally, the structure of a previously reported diterpenoid, crotonyunnan B, was revised. All isolated compounds were evaluated for their inhibitory activities on nitric oxide (NO) production in LPS-induced RAW 264.7 macrophages. Among them, compounds 5 and 6 demonstrated significant inhibitory effects, with IC50 values of 20.33 ± 2.31 and 22.80 ± 1.31 μmol·L−1, respectively.
期刊介绍:
The Chinese Journal of Natural Medicines (CJNM), founded and sponsored in May 2003 by China Pharmaceutical University and the Chinese Pharmaceutical Association, is devoted to communication among pharmaceutical and medical scientists interested in the advancement of Traditional Chinese Medicines (TCM). CJNM publishes articles relating to a broad spectrum of bioactive natural products, leading compounds and medicines derived from Traditional Chinese Medicines (TCM).
Topics covered by the journal are: Resources of Traditional Chinese Medicines; Interaction and complexity of prescription; Natural Products Chemistry (including structure modification, semi-and total synthesis, bio-transformation); Pharmacology of natural products and prescription (including pharmacokinetics and toxicology); Pharmaceutics and Analytical Methods of natural products.