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温郁金中的愈创木烷型倍半萜

Guaiane-type sesquiterpenes from Curcumawenyujin.

机构信息

School of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai, 201203, PR China.

School of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai, 201203, PR China.

出版信息

Phytochemistry. 2022 Jun;198:113164. doi: 10.1016/j.phytochem.2022.113164. Epub 2022 Mar 17.

DOI:10.1016/j.phytochem.2022.113164
PMID:35306002
Abstract

Eight undescribed sesquiterpenes including seven guaianes and one pseudoguaiane which were named as wenyujinols A-H, along with ten known guaianes, were isolated from rhizomes of Curcuma wenyujin Y. H. Chen et C. Ling. The structures of wenyujinols A-H were elucidated by 1D and 2D nuclear magnetic resonance (NMR) data, high resolution mass spectrum (HRMS), electronic circular dichroism (ECD) spectra, and X-ray single crystallographic analysis. All of the isolated compounds were evaluated for antioxidant activity via activation of the Nrf2-ARE pathway in human embryonic kidney (HEK) 293 cells, for inhibitory effects on NO production in RAW 264.7 cells, and for cytotoxicity against three human cancer cell lines A549, HL60, and MCF7 in vitro. The results indicated that procurcumenol (50-200 μM) and 9-oxo-neoprocurcumenol (25-200 μM) exhibited antioxidant activity via activation of the Nrf2-ARE pathway in a dose-dependent manner.

摘要

从温郁金根茎中分离得到了 8 种未被描述的倍半萜,包括 7 种愈创木烷和 1 种伪愈创木烷,命名为温郁金醇 A-H,并分离得到了 10 种已知的愈创木烷。通过一维和二维核磁共振(NMR)数据、高分辨质谱(HRMS)、电子圆二色(ECD)光谱和 X 射线单晶结构分析,阐明了温郁金醇 A-H 的结构。通过在人胚肾(HEK)293 细胞中激活 Nrf2-ARE 通路、在 RAW 264.7 细胞中抑制 NO 产生以及在体外对三种人癌细胞系 A549、HL60 和 MCF7 的细胞毒性,评估了所有分离得到的化合物的抗氧化活性。结果表明,菖蒲醇(50-200μM)和 9-氧代-新菖蒲醇(25-200μM)通过激活 Nrf2-ARE 通路,表现出剂量依赖性的抗氧化活性。

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