Anti-inflammatory activity of tanzawaic acid derivatives from a marine-derived fungus Penicillium steckii 108YDC142

Abstract

Chemical investigation of a marine-derived fungus Penicillium steckii 108YDC142, isolated from a marine sponge sample collected at Wangdolcho, East Sea, Korea, resulted in the discovery of a new tanzawaic acid derivative (1), together with four known analogues, tanzawaic acids A (2), C (3), D (4), and K (5). Their structures were determined by the detailed analysis of NMR and MS data, along with chemical methods. These compounds significantly inhibited the nitric oxide (NO) production and the new tanzawaic acid derivative (1) inhibited the lipopolysaccharide (LPS)-induced inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins and mRNA expressions in RAW 264.7 macrophages. Additionally, compound 1 reduced the mRNA levels of inflammatory cytokines. Taken together, the results of this study demonstrate that the new tanzawaic acid derivative inhibits LPS-induced inflammation.four known analogues, tanzawaic acids A (2), C (3), D (4), and K (5). Their structures were determined by the detailed analysis of NMR and MS data, along with chemical methods. These compounds significantly inhibited the nitric oxide (NO) production and the new tanzawaic acid derivative (1) inhibited the lipopolysaccharide (LPS)-induced inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins and mRNA expressions in RAW 264.7 macrophages. Additionally, compound 1 reduced the mRNA levels of inflammatory cytokines. Taken together, the results of this study demonstrate that the new tanzawaic acid derivative inhibits LPS-induced inflammation.