Anti-inflammatory Polyketides from the Marine-Derived Fungus Eutypella scoparia

• Published in: Marine drugs Vol. 20; no. 8; p. 486
• Main Authors: Zhang, Ya-Hui, Du, Hui-Fang, Gao, Wen-Bin, Li, Wan, Cao, Fei, Wang, Chang-Yun
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 28.07.2022; MDPI
• Subjects: absolute configuration; anti-inflammatory activity; Anti-Inflammatory Agents - pharmacology; Ascomycota - chemistry; Carbon; Carbon radioisotopes; Circular dichroism; circular dichroism spectroscopy; Configurations; Dichroism; Eutypella; Eutypella scoparia; Fungi; Inflammation; Lipopolysaccharides; Macrophages; marine-derived fungus; Metabolites; Molecular Structure; Nitric oxide; NMR; Nuclear magnetic resonance; Planar structures; polyketide; Polyketides; Polyketides - chemistry; Two dimensional analysis; absolute configuration; polyketide; marine-derived fungus; Eutypella scoparia; anti-inflammatory activity
• ISSN: 1660-3397; 1660-3397
• DOI: 10.3390/md20080486

Three new polyketides, eutyketides A and B (1 and 2) and cytosporin X (3), along with four known compounds (4–7), were obtained from the marine-derived fungus Eutypella scoparia. The planar structures of 1 and 2 were elucidated by extensive HRMS and 1D and 2D NMR analyses. Their relative configurations of C-13 and C-14 were determined with chemical conversions by introducing an acetonylidene group. The absolute configurations of 1–3 were determined by comparing their experimental electronic circular dichroism (ECD) data with their computed ECD results. All of the isolated compounds were tested for their anti-inflammatory activities on lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages. Compounds 5 and 6 showed stronger anti-inflammatory activities than the other compounds, with the inhibition of 49.0% and 54.9% at a concentration of 50.0 µg/mL, respectively.