Gancochlearols E − I, meroterpenoids from Ganoderma cochlear against COX-2 and triple negative breast cancer cells and the absolute configuration assignment of ganomycin K
| Autor: | Hao-Xing Zhang, Yong-Xian Cheng, Yan-Peng Li, Fu-Ying Qin, Xiao-Ting Jiang |
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| Rok vydání: | 2021 |
| Předmět: |
Ganoderma
Breast Neoplasms Biochemistry Breast cancer Cell Line Tumor Drug Discovery medicine Humans Fruiting Bodies Fungal Molecular Biology Triple-negative breast cancer chemistry.chemical_classification Molecular Structure biology Terpenes Chemistry Cellular Assay Organic Chemistry Absolute configuration biology.organism_classification medicine.disease Molecular biology In vitro Enzyme Cyclooxygenase 2 Female Two-dimensional nuclear magnetic resonance spectroscopy |
| Zdroj: | Bioorganic Chemistry. 109:104706 |
| ISSN: | 0045-2068 |
| DOI: | 10.1016/j.bioorg.2021.104706 |
| Popis: | Five new meroterpenoids, gancochlearols E − I (1, 3–6), and one compound ganomycin K (2) were isolated from the fruiting bodies of G. cochlear. Their structures were assigned by 1D and 2D NMR, MS, and CD analysis. Rh2(OCOCF3)4-induced ECD method was used to clarify the absolute configuration of secondary alcohol in 1 and 2. Biochemical evaluation showed that all the isolates significantly inhibit COX-2 enzyme in vitro with the IC50 values range from 1.03 μM to 2.71 μM. Further cellular assay revealed that (+)-3 and (−)-6 could suppress metastatic phenotype of triple-negative breast cancer (TNBC) cells via impeding the epithelial-mesenchymal transition (EMT). |
| Databáze: | OpenAIRE |
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