沙卡格隆 A，一种来自的 Lindenane-单萜杂二聚体。

Sarcaglarone A, a lindenane-monoterpene heterodimer from the seeds of .

机构信息

Jiangsu Key Laboratory of Bioactive Natural Product Research, State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China.

出版信息

Org Biomol Chem. 2022 Nov 30;20(46):9222-9227. doi: 10.1039/d2ob01830f.

DOI:10.1039/d2ob01830f

PMID:36377705

Abstract

Three novel lindenane-monoterpene heterodimers with different skeleton types (1-3), together with a known analogue (4), were obtained from the seeds of . Their structures were elucidated on the basis of comprehensive spectroscopic analyses, single crystal X-ray diffraction, and calculations of ECD. Sarcaglarone A (1) displayed an unprecedented monocyclic monoterpene moiety formed by a free-radical-mediated C1'-C5' bond formation reaction. 6α-Hydroxysarglaperoxide A (2) and 7'-oxyisosarcaglabrin A (3) are C and C terpenes formed by [2 + 2 + 2] cycloaddition and the Diels-Alder reaction, respectively. Their inhibitory activities against nitric oxide (NO) production were evaluated.

摘要

从种子中分离得到了 3 种具有不同骨架类型的新的里那醇-单萜杂二聚体（1-3），以及一个已知的类似物（4）。基于综合光谱分析、单晶 X 射线衍射和 ECD 的计算，确定了它们的结构。Sarcaglarone A（1）显示了一个前所未有的单环单萜部分，由自由基介导的 C1'-C5'键形成反应形成。6α-羟基 Sarglaperoxide A（2）和 7'-氧基异 Sarcaglabrin A（3）分别是由[2 + 2 + 2]环加成和 Diels-Alder 反应形成的 C 和 C 萜类化合物。评估了它们对一氧化氮（NO）产生的抑制活性。