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亨特雅星 A-D,一种来源于伞序鹅掌柴的色胺衍生生物碱。

Hunteriasines A - D, tryptamine-derived alkaloids from Hunteria umbellata.

机构信息

Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, China; University of Chinese Academy of Sciences, Beijing, 100049, China.

Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, China.

出版信息

Phytochemistry. 2023 Sep;213:113752. doi: 10.1016/j.phytochem.2023.113752. Epub 2023 Jun 15.

DOI:10.1016/j.phytochem.2023.113752
PMID:37330032
Abstract

Four undescribed tryptamine-derived alkaloids, hunteriasines A - D, were isolated and identified from Hunteria umbellata (Apocynaceae), together with fifteen known indole alkaloids. The chemical structure and absolute configuration of hunteriasine A were determined by spectroscopic and X-ray crystallographic data analyses. Hunteriasine A, featuring with a unique scaffold comprised of tryptamine and an unprecedented "12-carbon unit" moiety, is a zwitterionic indole-derived and pyridinium-containing alkaloid. Hunteriasines B - D were identified by spectroscopic data analyses and theoretical calculations. A plausible biogenetic pathway for hunteriasines A and B was proposed. The lipopolysaccharide-stimulated mouse macrophage cell line J774A.1 cell-based bioactivity assays revealed that (+)-eburnamine, strictosidinic acid, and (S)-decarbomethoxydihydrogambirtannine enhance the release of interleukin-1β.

摘要

从钩叶藤(夹竹桃科)中分离鉴定了四个未描述的色胺衍生生物碱,即 hunteriasines A-D,以及十五个已知的吲哚生物碱。通过光谱和 X 射线晶体学数据分析确定了 hunteriasine A 的化学结构和绝对构型。Hunteriasine A 具有独特的色胺和前所未有的“12 碳单元”部分组成的支架,是一种两性离子吲哚衍生和吡啶鎓含生物碱。通过光谱数据分析和理论计算鉴定了 hunteriasines B-D。提出了 hunteriasines A 和 B 的可能生物合成途径。脂多糖刺激的小鼠巨噬细胞系 J774A.1 细胞基于生物活性测定表明,(+)-eburnamine、strictosidinic acid 和(S)-去甲氧基二氢 Gambirtannine 增强白细胞介素-1β 的释放。

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