Entonalactams A–C: Isoindolinone derivatives from an Australian rainforest fungus belonging to the genus Entonaema
| Autor: | Katherine T. Andrews, Vanida Choomuenwai, Rohan A. Davis, Peter Conrad Healy, Nigel Fechner, Karren D. Beattie |
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| Rok vydání: | 2015 |
| Předmět: |
Rainforest
Lactams Stereochemistry Entonaema Plasmodium falciparum Molecular Conformation Plant Science Fungus Fractionation Isoindoles Horticulture Crystallography X-Ray Biochemistry Antimalarials chemistry.chemical_compound Botany Nuclear Magnetic Resonance Biomolecular Molecular Biology Natural product Molecular Structure Xylariales biology Australia General Medicine biology.organism_classification chemistry Lactam Two-dimensional nuclear magnetic resonance spectroscopy |
| Zdroj: | Phytochemistry. 117:10-16 |
| ISSN: | 0031-9422 |
| Popis: | Bioassay-guided fractionation of an antimalarial DCM/MeOH extract derived from the Australian rainforest fungus Entonaema sp. resulted in the isolation of three new isoindolinone derivatives, entonalactams A–C (1–3), along with the known natural products 3-methoxy-5-methylbenzene-1,2-diol (4), daldinal B (5), and ergosta-4,6,8(14),22-tetraen-3-one (6). The chemical structures of the new secondary metabolites were determined following extensive 1D/2D NMR and MS data analysis. A single crystal X-ray structure for entonalactam A (1) confirmed the NMR-based structure assignment. Entonalactams A–C (1–3) were all determined to be racemic based on chiro-optical data. All secondary metabolites were tested in vitro against Plasmodium falciparum malaria parasites, and ergosta-4,6,8(14),22-tetraen-3-one (6) was identified as the most active compound with 66% inhibition at 50 μM. |
| Databáze: | OpenAIRE |
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