Tirucallane triterpenoids from the mastic (Pistacia lentiscus) and their anti-inflammatory and cytotoxic activities. (February 2021)

• Record Type: Journal Article
• Authors: Liu, Wei; Gao, Jie; Li, Miaomiao; Aisa, Haji Akber; Yuan, Tao
• Is Part Of: Phytochemistry. Volume 182(2021)
• Publication Date: 2021-02
• Subjects: Pistacia lentiscus -- Anacardiaceae -- Tirucallane triterpenoid -- Anti-inflammatory -- Cytotoxicity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2020.112596
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Phytochemical investigation of mastic, a resin produced by Pistacia lentiscus, led to the isolation and identification of 16 tirucallane triterpenoids, 13 (1–13) of which are undescribed. Their structures and absolute configurations were elucidated based on the analysis of spectroscopic data and single-crystal X-ray diffraction. Compounds 12 and 13 are unusual 7(8 → 9)abeo-tirucallane triterpenoids. Anti-inflammatory assays indicated that compounds 7, 8, 14, and 16 exhibited stronger inhibitory NO production activities (IC50 = 7.7–13.4 μM) than that of the positive control dexamethasone (IC50 = 19.5 μM). In addition, compound 1 showed comparable cytotoxic activity against HepG2 cells to that of doxorubicin (IC50 = 4.92 VS 1.34 μM). Graphical abstract: Image 1 Highlights: Thirteen undescribed tirucallane triterpenoids were isolated and identified from mastic ( Pistacia lentiscus ). The absolute configuration of a compound was assigned by single crystal X-ray diffraction. Two of compounds are unusual 7(8 → 9) abeo -tirucallane triterpenoids. Some of compounds showed obvious anti-inflammatory or cytotoxic activity.