Dammarane-type triterpenoids from Gynostemma compressum X. X. Chen & D. R. Liang (Cucurbitaceae) and their AMPK activation effect in 3T3-L1 cells. (August 2022)

• Record Type: Journal Article
• Authors: Dinh, Thi Thanh Thuy; Nguyen, Thi Thu; Ngo, Huy Trung; Tran, Thi Hien; Le, Ba Vinh; Pham, Thanh Huyen; Pham, Ha Thanh Tung; Pham, Thanh Ky; Do, Thi Ha
• Is Part Of: Phytochemistry. Volume 200(2022)
• Publication Date: 2022-08
• Subjects: Gynostemma compressum X. X. chen & D. R. liang -- Cucurbitaceae -- Dammarane-type triterpenoid -- Gycomols -- Gycomosides -- AMPK and ACC activation -- 3T3-L1 cells; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2022.113218
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Bioassay-guided fractionation of the 80% ethanol extract of Gynostemma compressum X. X. Chen & D. R. Liang (Cucurbitaceae) resulted in the isolation and identification of eight undescribed triterpenoids, gycomol VN1, gycomol VN2, and gycomosides VN1–6 from the bioactive n -butanol fraction. The structures of these compounds were elucidated by one- and two-dimensional nuclear magnetic resonance spectroscopy, high-resolution electrospray ionisation mass spectrometry, and chemical methods. All isolated compounds were evaluated for their 5′-adenosine monophosphate-activated protein kinase (AMPK) and acetyl-coenzyme A carboxylase (ACC) activation effects on 3T3-L1 cells. Importantly, gycomol VN2, gycomoside VN1, and gycomosides VN3–5 activated the phosphorylation of AMPK and its downstream substrate ACC in 3T3-L1 cells at a dose of 10 μM. These effects imply that the activation of AMPK and ACC by active compounds from G. compressum has considerable potential for the prevention of obesity and its related disorders by activating AMPK signaling pathways. Graphical abstract: Eight dammarane-type triterpenoids were isolated from Gynostemma compressum X.X.Chen & D.R.Liang (Cucurbitaceae). Gycomoside VN3 showed good AMPK phosphorylation activation effects comparable to AICAR. Image 1 Highlights: n -BuOH fraction of Gynostemma compressum X.X.Chen & D.R.Liang (Cucurbitaceae) exhibited potent AMPK activation. Eight undescribed triterpenes were isolated from the n -BuOH fraction. Structures were established by spectroscopic methods and chemical reactions. Gycomoside VN3 showed remarkable antiadipogenic activity on 3T3-L1 preadipocytes.