Bioactive Dimeric Tetrahydroxanthones with 2,2′- and 4,4′-Axial Linkages from the Entomopathogenic Fungus Aschersonia confluens
| Autor: | Karoon Sadorn, Pranee Rachtawee, Pattama Pittayakhajonwut, Nattawut Boonyuen, Wilunda Choowong, Siriporn Saepua |
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| Rok vydání: | 2021 |
| Předmět: |
Pharmacology
biology Strain (chemistry) 010405 organic chemistry Stereochemistry Chemistry Organic Chemistry Pharmaceutical Science Plasmodium falciparum biology.organism_classification 01 natural sciences Mass spectrometric 0104 chemical sciences Analytical Chemistry Mycobacterium tuberculosis 010404 medicinal & biomolecular chemistry Complementary and alternative medicine Drug Discovery Entomopathogenic fungus Molecular Medicine Cytotoxicity IC50 Two-dimensional nuclear magnetic resonance spectroscopy |
| Zdroj: | Journal of Natural Products. 84:1149-1162 |
| ISSN: | 1520-6025 0163-3864 |
| Popis: | Thirteen tetrahydroxanthone dimers, atrop-ascherxanthone A (1), ascherxanthones C-G (2-6), and confluxanthones A-G (7-13), were isolated from the entomopathogenic fungus Aschersonia confluens BCC53152. The chemical structures were determined based on analysis of NMR spectroscopic and mass spectrometric data. The absolute configurations of compounds 1 and 7 were confirmed by single-crystal X-ray diffraction experiments, while the configurations of other compounds were assigned based upon evidence from NOESY and NOEDIFF experiments, modified Mosher's method, and ECD spectroscopic data together with biogenetic considerations. Compounds 1, 3-5, 7-11, and 13 showed antimalarial activity against Plasmodium falciparum (K1, multidrug-resistant strain) (IC50 0.6-6.1 μM), antitubercular activity against Mycobacterium tuberculosis H37Ra (MIC 6.3-25.0 μg/mL), and cytotoxicity against NCI-H187 (IC50 0.5-3.5 μM) and Vero (IC50 0.9-6.1 μM) cells. All tested compounds except for compound 9 exhibited cytotoxicity against KB cells (IC50 1.3-9.7 μM). |
| Databáze: | OpenAIRE |
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