Předmět: |
0303 health sciences
biology Pyrenochaetopsis sp 010405 organic chemistry Chemistry Pharmaceutical Science Fucus vesiculosus Tetramic acid Fungus Phomasetin biology.organism_classification 01 natural sciences In vitro 0104 chemical sciences 03 medical and health sciences Biochemistry Algae Drug Discovery Molecular networking Pharmacology Toxicology and Pharmaceutics (miscellaneous) 030304 developmental biology |
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Zdroj: | Marine Drugs. |
ISSN: | 1660-3397 |
Popis: | Marine algae represent a prolific source of filamentous fungi for bioprospecting. In continuation of our search for new anticancer leads from fungi derived from the brown alga Fucus vesiculosus, an endophytic Pyrenochaetopsis sp. FVE-001 was selected for an in-depth chemical analysis. The crude fungal extract inhibited several cancer cell lines in vitro, and the highest anticancer activity was tracked to its CHCl3–soluble portion. A bioactivity-based molecular networking approach was applied to C18-SPE fractions of the CHCl3 subextract to predict the bioactivity scores of metabolites in the fractions and to aid targeted purification of anticancer metabolites. This approach led to a rapid isolation of three new decalinoylspirotetramic acid derivatives, pyrenosetins A–C (1–3) and the known decalin tetramic acid phomasetin (4). The structures of the compounds were elucidated by extensive NMR, HR-ESIMS, FT-IR spectroscopy, [α]D and Mosher’s ester method. Compounds 1 and 2 showed high anticancer activity against malignant melanoma cell line A-375 (IC50 values 2.8 and 6.3 μM, respectively), in line with the bioactivity predictions. This is the first study focusing on secondary metabolites of a marine-derived Pyrenochaetopsis sp. and the second investigation performed on the member of the genus Pyrenochaetopsis. |
Databáze: | OpenAIRE |
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