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Triterpenoids from Liquidambar Fructus induced cell apoptosis via a PI3K-AKT related signal pathway in SMMC7721 cancer cells.
- Source :
-
Phytochemistry [Phytochemistry] 2020 Mar; Vol. 171, pp. 112228. Date of Electronic Publication: 2020 Jan 03. - Publication Year :
- 2020
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Abstract
- A previously undescribed taraxerene-type triterpenoid possessing a class of rare natural taraxerene triterpenoid possessing skeleton with 14, 28-lactone, two undescribed oleane-type triterpenoids, and twenty-five known triterpenoids were isolated from Liquidambar formosana (Hamamelidaceae). The structures of undescribed compounds were determined on the basis of 1D and 2D NMR spectroscopic, HR-ESI-MS, and X-ray crystallographic data analysis. Among the isolates, ursolic acid, 3,6-dion-20(29)-lupen-28-oic acid, and 3-oxo-12α-hydroxyoleanan-28,13β-olide induced a significant apoptosis in SMMC7721 cells in the flow cytometer experiment with apoptosis rates of 94.5%, 57.3% and 89.9% at 8.0 μM, respectively, exhibiting near equivalent apoptosis-inducing abilities to that positive drug taxol (apoptotic rate of 71.2% at 1.4 μM). Mechanism studies suggested that these three compounds could regulate the mitochondrial pathway by up-regulating the expressions of pro-apoptotic factors (Bad and Bax) and activating caspase-3 and caspase-9 to induce apoptosis. Further studies indicated that the pro-apoptotic effects of these three compounds were associated with PI3K-AKT pathway inhibition. Taken together, these studies provide evidence that triterpenoids from L. Fructus are promising candidates for the hepatocellular carcinoma therapy.<br /> (Copyright © 2019 Elsevier Ltd. All rights reserved.)
- Subjects :
- Antineoplastic Agents, Phytogenic chemistry
Antineoplastic Agents, Phytogenic isolation & purification
Cell Proliferation drug effects
Drug Screening Assays, Antitumor
Humans
Phosphatidylinositol 3-Kinases metabolism
Phytochemicals chemistry
Phytochemicals isolation & purification
Protein Kinase Inhibitors chemistry
Protein Kinase Inhibitors isolation & purification
Proto-Oncogene Proteins c-akt antagonists & inhibitors
Proto-Oncogene Proteins c-akt metabolism
Signal Transduction drug effects
Triterpenes chemistry
Triterpenes isolation & purification
Tumor Cells, Cultured
Antineoplastic Agents, Phytogenic pharmacology
Apoptosis drug effects
Liquidambar chemistry
Phytochemicals pharmacology
Protein Kinase Inhibitors pharmacology
Triterpenes pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1873-3700
- Volume :
- 171
- Database :
- MEDLINE
- Journal :
- Phytochemistry
- Publication Type :
- Academic Journal
- Accession number :
- 31911265
- Full Text :
- https://doi.org/10.1016/j.phytochem.2019.112228