Secondary metabolites from the endolichenic fungus Ophiosphaerella korrae
| Autor: | Yue-Lan Li, Gang Li, Hong-Xiang Lou, Rong-Xiu Zhu, Zun-Tian Zhao, Ning-Ning Wang, Chun-Yu Liu |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
biology
Stereochemistry Chemistry General Chemical Engineering 02 engineering and technology General Chemistry Fungus 010402 general chemistry 021001 nanoscience & nanotechnology biology.organism_classification 01 natural sciences 0104 chemical sciences Ophiosphaerella Arabidopsis thaliana 0210 nano-technology Cytotoxicity |
| Zdroj: | RSC Advances. 9:4140-4149 |
| ISSN: | 2046-2069 |
| DOI: | 10.1039/c8ra10329a |
| Popis: | The isolation of the cytotoxic fractions from the endolichenic fungus Ophiosphaerella korrae yielded six new metabolites, including five polyketides (ophiofuranones A (1) and B (2), with unusual furopyran-3,4-dione-fused heterocyclic skeletons, ophiochromanone (3), ophiolactone (4), and ophioisocoumarin (5)), one sesquiterpenoid ophiokorrin (10), and nine known compounds. Their structures were established on the basis of the analysis of HRESIMS and NMR spectroscopic data. ECD calculations, GIAO NMR shift calculations and single-crystal X-ray diffraction were employed for the stereo-structure determination. A plausible biogenetic pathway for the ophiofuranones A (1) and B (2) was proposed. The cytotoxic assay suggested that the five known perylenequinones mainly contributed to the cytoxicity of the extract. Further phytotoxic studies indicated that ophiokorrin inhibited root elongation in the germination of Arabidopsis thaliana with an IC50 value of 18.06 μg mL−1. |
| Databáze: | OpenAIRE |
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