Jing Wu , Xin-Yu Liu , Mei-Fen Bao , Bao-Bao Shi , Ming-Xiang Li , Xiang-Hai Cai
{"title":"Rearranged and enantiomeric alkaloids from Cephalotaxus sinensis","authors":"Jing Wu , Xin-Yu Liu , Mei-Fen Bao , Bao-Bao Shi , Ming-Xiang Li , Xiang-Hai Cai","doi":"10.1016/j.tetlet.2024.155437","DOIUrl":null,"url":null,"abstract":"<div><div>Three undescribed alkaloids (<strong>1</strong>–<strong>3</strong>) along with 30 known ones were isolated from the twigs and leaves of <em>Cephalotaxus sinensis</em>. The structures of the new alkaloids were determined through comprehensive spectroscopic analysis and ECD calculations. Cephalosinine A (<strong>1</strong>) with 6/6/6/5 ring system represents a new type of <em>Cephalotaxus</em> alkaloid, which might be formed through a rearrangement from simultaneously isolated cephalotaxinone. Cephalolancine B (<strong>2</strong>) was the second cephalolancine skeleton alkaloid. (+)-Acetylcephalotaxine <em>β</em>-<em>N</em>-oxide (<strong>3</strong>) was an enantiomeric <em>Cephalotaxus</em> alkaloid. The isolated homoerythrina-type alkaloids were evaluated for their <em>in vitro</em> hearing protective effects against neomycin-induced cell death in HEI-OC-1 cells.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"155 ","pages":"Article 155437"},"PeriodicalIF":1.5000,"publicationDate":"2025-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040392400532X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Three undescribed alkaloids (1–3) along with 30 known ones were isolated from the twigs and leaves of Cephalotaxus sinensis. The structures of the new alkaloids were determined through comprehensive spectroscopic analysis and ECD calculations. Cephalosinine A (1) with 6/6/6/5 ring system represents a new type of Cephalotaxus alkaloid, which might be formed through a rearrangement from simultaneously isolated cephalotaxinone. Cephalolancine B (2) was the second cephalolancine skeleton alkaloid. (+)-Acetylcephalotaxine β-N-oxide (3) was an enantiomeric Cephalotaxus alkaloid. The isolated homoerythrina-type alkaloids were evaluated for their in vitro hearing protective effects against neomycin-induced cell death in HEI-OC-1 cells.
期刊介绍：
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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