钝叶马尾藻中的一个 rearranged C 型乙酰氧基甾体：Vagiallene。

Vagiallene, a Rearranged C Acetogenin from Laurencia obtusa.

机构信息

Section of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy , National and Kapodistrian University of Athens , Panepistimiopolis Zografou , Athens 15771 , Greece.

Dipartimento di Farmacia , Università degli Studi di Napoli Federico II , Via D. Montesano 49 , Napoli 80131 , Italy.

出版信息

Org Lett. 2019 May 3;21(9):3183-3186. doi: 10.1021/acs.orglett.9b00897. Epub 2019 Apr 19.

DOI:10.1021/acs.orglett.9b00897

PMID:31001981

Abstract

Vagiallene (1), a rearranged C acetogenin with a molecular formula and a carbon skeleton unprecedented in natural products, was isolated as a trace constituent from the organic extract of the red alga Laurencia obtusa from Lefkada island. The planar structure and the relative configuration of 1 were established on the basis of extensive analysis of its spectroscopic data, while its absolute configuration was determined by comparison of its experimental and quantum-mechanically predicted electronic circular dichroism spectra.

摘要

Vagiallene (1)，一种重排的 C 型醋酸酯，具有前所未有的分子公式和碳骨架，是从来自莱夫卡达岛的红藻 Laurencia obtusa 的有机提取物中作为痕量成分分离出来的。通过对其光谱数据的广泛分析，确定了 1 的平面结构和相对构型，而其绝对构型则通过比较其实验和量子力学预测的电子圆二色谱来确定。