{"title":"Structures of bicyclic hexapeptides RA-XXVII and RA-XXVIII from Rubia cordifolia L.","authors":"","doi":"10.1016/j.tetlet.2024.155190","DOIUrl":null,"url":null,"abstract":"<div><p>Two bicyclic hexapeptides RA-XXVII and RA-XXVIII, featuring a phenylpropanoid unit attached to the aromatic ring of the Tyr-6 residue of deoxybouvardin, were isolated from the roots of <em>Rubia cordifolia</em> L. Their structures were determined on the basis of spectroscopic data and X-ray crystallography of the 4-<em>O</em>-methyl derivative of RA-XXVII, and the semisynthesis from deoxybouvardin and coniferyl alcohol. RA-XXVII and RA-XXVIII exhibited cytotoxic activity with IC<sub>50</sub> values of 0.051 and 0.18 μM, respectively, against the HL-60 cell line, and 0.18 and 0.78 μM, respectively, against the HCT-116 cell line.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2024-07-15","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/S0040403924002855","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
Two bicyclic hexapeptides RA-XXVII and RA-XXVIII, featuring a phenylpropanoid unit attached to the aromatic ring of the Tyr-6 residue of deoxybouvardin, were isolated from the roots of Rubia cordifolia L. Their structures were determined on the basis of spectroscopic data and X-ray crystallography of the 4-O-methyl derivative of RA-XXVII, and the semisynthesis from deoxybouvardin and coniferyl alcohol. RA-XXVII and RA-XXVIII exhibited cytotoxic activity with IC50 values of 0.051 and 0.18 μM, respectively, against the HL-60 cell line, and 0.18 and 0.78 μM, respectively, against the HCT-116 cell line.
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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