阿拉比卡咖啡豆中的贝壳杉烷二萜。

Ent-kaurane diterpenoids from the cherries of Coffea arabica.

机构信息

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China; University of the Chinese Academy of Sciences, Beijing 100049, People's Republic of China.

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.

出版信息

Fitoterapia. 2019 Jan;132:7-11. doi: 10.1016/j.fitote.2018.08.023. Epub 2018 Sep 7.

DOI:10.1016/j.fitote.2018.08.023

PMID:30196075

Abstract

Four new rearranged ent-kaurane diterpenoids named as caffruenol A (1), caffruenol B (2), caffruolide A (3), caffruolide B (4), along with eleven known analogues (5-15) were isolated from the cherries of Coffea arabica. The structures of new compounds were elucidated by extensive spectroscopic analysis and X-ray crystallography. Coffruenols A and B (1 and 2) possessed an ent-4(18)-kaurene framework and might play an important role on the biosynthesis of the rearranged diterpenes that occurred in C. arabica. Moreover, inhibitory effects of compounds 1-4 on nitric oxide (NO) production in lipopolysaccharide-activited RAW 264.7 macrophages were evaluated.

摘要

从阿拉比卡咖啡豆中分离得到了四个新的重排贝壳杉烷二萜类化合物，分别命名为caffruenol A（1）、caffruenol B（2）、caffruolide A（3）和caffruolide B（4），以及 11 个已知类似物（5-15）。通过广泛的光谱分析和 X 射线晶体学解析了新化合物的结构。caffruenols A 和 B（1 和 2）具有 ent-4（18）-贝壳杉烷骨架，可能在阿拉比卡咖啡中发生的重排二萜生物合成中发挥重要作用。此外，还评估了化合物 1-4 对脂多糖激活的 RAW 264.7 巨噬细胞中一氧化氮（NO）产生的抑制作用。