Cytotoxic Tirucallane and Apotirucallane Triterpenoids from the Stems of Picrasma quassioides
| Autor: | Feng Feng, Jing-Feng He, Jian Xu, Di Xiao, Wei Qu, Wenyuan Liu, Ning Xie, Qing-Hua Lin |
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| Rok vydání: | 2016 |
| Předmět: |
Picrasma quassioides
Stereochemistry Pharmaceutical Science 01 natural sciences Analytical Chemistry Flow cytometry Inhibitory Concentration 50 Western blot Drug Discovery medicine Cytotoxic T cell Picrasma Nuclear Magnetic Resonance Biomolecular Pharmacology Molecular Structure Plant Stems medicine.diagnostic_test biology 010405 organic chemistry Organic Chemistry biology.organism_classification Antineoplastic Agents Phytogenic Triterpenes 0104 chemical sciences 010404 medicinal & biomolecular chemistry Complementary and alternative medicine Phytochemical Cell culture Apoptosis Molecular Medicine Drug Screening Assays Antitumor Drugs Chinese Herbal |
| Zdroj: | Journal of Natural Products. 79:1899-1910 |
| ISSN: | 1520-6025 0163-3864 |
| Popis: | Phytochemical investigation on the stems of Picrasma quassioides led to the isolation of a novel compound, picraquassin A (1), with an unprecedented 21,24-cycloapotirucallane skeleton, and four new apotirucallane-type triterpenoids (2-5), together with 15 new tirucallane-type triterpenoids (6-20) and 10 known tirucallane-type triterpenoids (21-30). To our knowledge, this is the first report demonstrating the presence of apotirucallane-type triterpenoids in the genus Picrasma. The structures of the new compounds were determined based on spectroscopic data interpretation. Cytotoxicities of the isolated compounds were evaluated using three human cancer cell lines, MKN-28, A-549, and MCF-7. Compound 2 exhibited the most potent activity against MKN-28 cells with an IC50 value of 2.5 μM. Flow cytometry and Western blot analysis revealed that 2 induces the apoptosis of MKN-28 cells via activating caspase-3/-9, while increasing Bax and Bad and decreasing Bcl-2 expression levels. |
| Databáze: | OpenAIRE |
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