Structures of bicyclic hexapeptides RA-XXVII and RA-XXVIII from Rubia cordifolia L.

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2024-07-15 DOI:10.1016/j.tetlet.2024.155190

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.

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茜草双环六肽 RA-XXVII 和 RA-XXVIII 的结构

根据RA-XXVII的4-O-甲基衍生物的光谱数据和X射线晶体学，以及脱氧布瓦丹和针叶醇的半合成，确定了它们的结构。RA-XXVII 和 RA-XXVIII 具有细胞毒性活性，对 HL-60 细胞株的 IC50 值分别为 0.051 和 0.18 μM，对 HCT-116 细胞株的 IC50 值分别为 0.18 和 0.78 μM。

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

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.