Guaiane-type sesquiterpenes from Curcumawenyujin. (June 2022)

• Record Type: Journal Article
• Authors: Li, Yahui; Liu, Jingwen; Wu, Yingchun; Li, Yiming; Guo, Fujiang
• Is Part Of: Phytochemistry. Volume 198(2022)
• Publication Date: 2022-06
• Subjects: Curcuma wenyujin -- Zingiberaceae -- Guaiane -- Wenyujinols a-h -- Antioxidant activity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2022.113164
• Languages: English
• ISSNs: 0031-9422

Abstract

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 μ M) and 9-oxo-neoprocurcumenol (25–200 μ M) exhibited antioxidant activity via activation of the Nrf2-ARE pathway in a dose-dependent manner. Graphical abstract: Eight undescribed guaiane sesquiterpenes, along with ten known one were isolated from of Curcuma wenyujin rhizomes and some of them showed antioxidant activity via activation of the Nrf2-ARE pathway in HEK 293 cells. Image 1 Highlights: Eight undescribed and ten known sesquiterpenes were isolated from Curcuma wenyujin. Their structures were elucidated by NMR, MS, X-ray, and ECD spectra analysis. Antioxidant, cytotoxicity and anti-inflammatory activities of isolated compounds were assayed.