Guided discovery of hepatoprotective polyhydroxy cembrane-type diterpenoids from the gum resin of Boswellia carterii by MS/MS molecular networking

• Published in: Phytochemistry (Oxford) Vol. 216; p. 113897
• Main Authors: Yu, Jinqian, Zhao, Lei, Wang, Zhenqiang, Yue, Tao, Wang, Xiao
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.12.2023; Elsevier
• Subjects: Anti-Tuberculosis drug-induced hepatic injury; Biochemistry & Molecular Biology; Gum resin of Boswellia carterii; Life Sciences & Biomedicine; Nrf2; Plant Sciences; Polyhydroxy cembrane-type diterpenoid; Science & Technology; Polyhydroxy cembrane-type diterpenoid; Gum resin of Boswellia carterii; Nrf2; Anti-Tuberculosis drug-induced hepatic injury; DRUGS; LIVER; INJURY; FRANKINCENSE; RIFAMPICIN
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2023.113897

Seven previously undescribed polyhydroxy cembrane-type diterpenoids, olibanols A-G (1–7) were obtained from the gum resin of Boswellia carterii by means of MS/MS molecular networking. Compound 2 possessed four hydroxy groups, 1, 3, 4, 5, and 6 had three hydroxy groups, 7 with one hydroxy group, among which 1 and 4 were a pair of epimers with double bond at C-3 and hydroxy at C-8. Structures of these previously undescribed compounds were determined by NMR analysis and ECD calculations. All the polyhydroxy cembrane-type diterpenoids obtained were assayed for their hepatoprotective effects against the anti-tuberculosis drug-induced hepatic damage to the HRZ-induced HepG2 cells. As results indicated, compounds 3, 4, and 6 showed significant hepatoprotective effects against the hepatic damage via the Nrf2 signal pathway, which could be developed as potential hepatoprotective agents against the anti-tuberculosis drug-induced hepatic damage. Seven previously undescribed polyhydroxy cembrane-type diterpenoids, olibanols A-G (1–7) were obtained from the gum resin of Boswellia carterii by means of MS/MS molecular networking. [Display omitted] •Seven previously undescribed polyhydroxy cembranes were isolated from B. carterii.•Structures were determined by NMR, HRESIMS and ECD calculations.•Four isolates showed hepatoprotective effects against HRZ-induced hepatic injury.