Boscartins L–O: Cembrane-type diterpenoids from the gum resin of Boswellia sacra Flueck. (July 2019)

• Record Type: Journal Article
• Authors: Wang, Jiajia; Zhen, Bo; Hu, Jiawen; Shi, Mengjiao; Wei, Canjing; Wang, Xue; Sun, Hua; Ji, Tengfei
• Is Part Of: Phytochemistry. Volume 163(2019)
• Page Start: 126
• Page End: 131
• Publication Date: 2019-07
• Subjects: Boswellia sacra Flueck. -- Burseraceae -- Cembrane-type diterpenoids -- Hepatoprotective activity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2019.03.005
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Four undescribed cembrane-type diterpenoids, boscartins L–O, as well as five known compounds (1 S, 3 R, 11 S, 12 R, 7 E )-1, 12-epoxy-4-methylenecembr-7- ene- 3, 11-diol, isoincensole oxide, incensole oxide, incensole acetate and incensole oxide acetate were isolated from the gum resin of Boswellia sacra Flueck. (Burseraceae). The structures of these compounds were elucidated by extensive 1D and 2D NMR spectroscopic and mass spectrometric analysis, as well as comparisons with known compounds. The absolute configurations of the known compound (1 S, 3 R, 7 E, 11 S, 12 R )-1, 12-epoxy-4-methylenecembr-7-ene-3, 11-diol was unequivocally confirmed by single-crystal X-ray diffraction analysis with Cu Kα radiation. Incensole acetate exhibited significant hepatoprotective activity at 10 μM against paracetamol-induced HepG2 cell damage. Graphical abstract: Four undescribed cembrane-type diterpenoids were identified from the gum resin of Boswellia sacra Flueck. The structure of compound1 was elucidated by single crystal X-ray diffraction analysis. Compound8 exhibited significant hepatoprotective activity at 10 μM against paracetamol-induced HepG2 cell damage.Image 1 Highlights: Four undescribed cembrane-type diterpenoids were purified from the gum resin of Boswellia sacra Flueck. The absolute configuration of compound 1 was confirmed by single-crystal X-ray diffraction analysis. Incensole acetate exhibited significant hepatoprotective activity at 10 μM against paracetamol-induced HepG2 cell damage.