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八角果实中的 sec o-Prezizanne 倍半萜和 C6-C3 类的类异戊二烯化合物

seco-Prezizanne Sesquiterpenes and Prenylated C6-C3 Compounds from the Fruits of Illicium lanceolatum A. C. Smith.

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, P. R. China.

School of Pharmaceutical Science & Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming, 650500, P. R. China.

出版信息

Chem Biodivers. 2022 Jan;19(1):e202100868. doi: 10.1002/cbdv.202100868. Epub 2021 Dec 22.

DOI:10.1002/cbdv.202100868
PMID:34837325
Abstract

Two new seco-prezizaane-type sesquiterpenes, 2β-hydroxy-6-deoxyneoanisatin (1) and 3,4-anhydro-2-oxo-1α-hydroxy-6-deoxyneoanisatin (2), and two new prenylated C -C compounds, illilanceofunones A (3) and B (4), were obtained from the fruits of Illicium lanceolatum, along with four known prenylated C -C compounds (5-8). Their structures were proposed through HR-ESI-MS, H, C, and 2D NMR data interpretation. Moreover, the absolute configuration of 1 and 2 were further assigned by single-crystal X-ray diffraction analysis and electronic circular dichroism (ECD) calculations, respectively. Illihenryipyranol A (6) exhibited neuroprotective activity against MPP -induced PC12 cell damage in a dose-dependent manner.

摘要

从八角属植物Illicium lanceolatum 的果实中分离得到了两个新的倍半萜类化合物,2β-羟基-6-去氧新八角亭(1)和 3,4-脱水-2-氧代-1α-羟基-6-去氧新八角亭(2),以及两个新的prenylated C-C 化合物,illiilanceofunones A(3)和 B(4)。通过高分辨电喷雾电离质谱(HR-ESI-MS)、1 H NMR、13 C NMR 和二维 NMR 数据解析,提出了它们的结构。此外,通过单晶 X 射线衍射分析和电子圆二色谱(ECD)计算,分别进一步确定了 1 和 2 的绝对构型。Illihenryipyranol A(6)对 MPP+-诱导的 PC12 细胞损伤具有剂量依赖性的神经保护活性。

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