Haixin Zhang , Jingrong Li , Jinguang Si , Chengya Dong , Qi Li , Meng Yu , Lingling Qin , Lingyu Li , Chenxu Zhao , Tao Zhang , Zhongmei Zou
{"title":"从苍术的根状茎中分离出三种具有前所未有的C - C连锁的苦参甾醇倍半萜酚类化合物——苍术类A−C","authors":"Haixin Zhang , Jingrong Li , Jinguang Si , Chengya Dong , Qi Li , Meng Yu , Lingling Qin , Lingyu Li , Chenxu Zhao , Tao Zhang , Zhongmei Zou","doi":"10.1016/j.cclet.2022.107743","DOIUrl":null,"url":null,"abstract":"<div><p>Three eudesmanolide sesquiterpene-phenol hybrids, atramacronoids A−C (<strong>1</strong>−<strong>3</strong>), featuring an unusual 6/6/5/5/6 skeleton furnished by forming an unexpected C-8−C-16 linkage, were obtained from the rhizomes of <em>Atractylodes macrocephala</em><span><span>. Their structures and absolute configurations were elucidated by </span>spectroscopic data analysis, chemical calculations, combined with X-ray diffractions. The plausible biosynthetic pathways for compounds </span><strong>1</strong>−<strong>3</strong> are proposed. Surprisingly, compound <strong>1</strong> exhibited cytotoxicity against SGC-7901 cells by inducing cells apoptosis, which might relate to the promotion of synthesis of neutrophil elastase.</p></div>","PeriodicalId":10088,"journal":{"name":"Chinese Chemical Letters","volume":null,"pages":null},"PeriodicalIF":9.4000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Atramacronoids A−C, three eudesmanolide sesquiterpene-phenol hybrids with an unprecedented C−C linkage from the rhizomes of Atractylodes macrocephala\",\"authors\":\"Haixin Zhang , Jingrong Li , Jinguang Si , Chengya Dong , Qi Li , Meng Yu , Lingling Qin , Lingyu Li , Chenxu Zhao , Tao Zhang , Zhongmei Zou\",\"doi\":\"10.1016/j.cclet.2022.107743\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Three eudesmanolide sesquiterpene-phenol hybrids, atramacronoids A−C (<strong>1</strong>−<strong>3</strong>), featuring an unusual 6/6/5/5/6 skeleton furnished by forming an unexpected C-8−C-16 linkage, were obtained from the rhizomes of <em>Atractylodes macrocephala</em><span><span>. Their structures and absolute configurations were elucidated by </span>spectroscopic data analysis, chemical calculations, combined with X-ray diffractions. The plausible biosynthetic pathways for compounds </span><strong>1</strong>−<strong>3</strong> are proposed. Surprisingly, compound <strong>1</strong> exhibited cytotoxicity against SGC-7901 cells by inducing cells apoptosis, which might relate to the promotion of synthesis of neutrophil elastase.</p></div>\",\"PeriodicalId\":10088,\"journal\":{\"name\":\"Chinese Chemical Letters\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":9.4000,\"publicationDate\":\"2023-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chinese Chemical Letters\",\"FirstCategoryId\":\"1089\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1001841722007549\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chinese Chemical Letters","FirstCategoryId":"1089","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1001841722007549","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Atramacronoids A−C, three eudesmanolide sesquiterpene-phenol hybrids with an unprecedented C−C linkage from the rhizomes of Atractylodes macrocephala
Three eudesmanolide sesquiterpene-phenol hybrids, atramacronoids A−C (1−3), featuring an unusual 6/6/5/5/6 skeleton furnished by forming an unexpected C-8−C-16 linkage, were obtained from the rhizomes of Atractylodes macrocephala. Their structures and absolute configurations were elucidated by spectroscopic data analysis, chemical calculations, combined with X-ray diffractions. The plausible biosynthetic pathways for compounds 1−3 are proposed. Surprisingly, compound 1 exhibited cytotoxicity against SGC-7901 cells by inducing cells apoptosis, which might relate to the promotion of synthesis of neutrophil elastase.
期刊介绍：
Chinese Chemical Letters (CCL) (ISSN 1001-8417) was founded in July 1990. The journal publishes preliminary accounts in the whole field of chemistry, including inorganic chemistry, organic chemistry, analytical chemistry, physical chemistry, polymer chemistry, applied chemistry, etc.Chinese Chemical Letters does not accept articles previously published or scheduled to be published. To verify originality, your article may be checked by the originality detection service CrossCheck.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
