Abietane diterpenoids from Phlegmariurus carinatus and their biological activities

• Published in: Phytochemistry (Oxford) Vol. 204; pp. 113457 - 113466
• Main Authors: Hu, Jia-Wei, Wang, Qiang, Liu, Lin, Hu, Yi-Ming, Xie, Min, Zheng, Dong-Kun, Xie, Zhen, Liu, Yang
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.12.2022; Elsevier
• Subjects: Abietane diterpenoids; Biochemistry & Molecular Biology; Cytotoxicity; Epithelial-to-mesenchymal transition; Huperziaceae; Life Sciences & Biomedicine; Mitochondrial apoptotic pathway; Phlegmariurus carinatus; Plant Sciences; Science & Technology; Abietane diterpenoids; Cytotoxicity; Huperziaceae; Mitochondrial apoptotic pathway; Epithelial-to-mesenchymal transition; Phlegmariurus carinatus; LEAVES; LYCOPODIUM ALKALOIDS
• ISSN: 0031-9422; 1873-3700; 1873-3700
• DOI: 10.1016/j.phytochem.2022.113457

Five undescribed abietane diterpenoids, along with eight known analogs, were isolated from Phlegmariurus carinatus. Their structures were unambiguously elucidated by extensive analysis of spectroscopic data and comparison between the literature. The absolute configuration of phlecarinatone C was determined by evaluating ECD spectra. Four undescribed abietane diterpenoids and eight known analogs were tested for their neuroprotective and cytotoxic activities, separately. Teuvincenone C showed potential neuroprotective effect against Hemin-induced HT22 cell damage. Importantly, phlecarinatone C showed pronounced cytotoxic effect against U251 cells in vitro assays. The biological evaluation revealed that phlecarinatone C could inhibit proliferation, migration, and invasion in a concentration-dependent manner of U251 cells. Meanwhile, phlecarinatone C effectively reversed epithelial-to-mesenchymal transition (EMT) and promoted U251 cells apoptosis via a mitochondrial apoptotic pathway. Taken together, phlecarinatone C might be a valuable candidate for anti-metastatic agents against glioblastoma treatment. [Display omitted] •Five undescribed abietane diterpenoids were isolated from Phlegmariurus carinatus.•The absolute configuration of one compound was determined by ECD calculation.•Phlecarinatone C showed significant cytotoxic effect against U251 cells.•Phlecarinatone C promoted U251 cells apoptosis via a mitochondrial apoptotic pathway.