Penicillinolide A: A New Anti-Inflammatory Metabolite from the Marine Fungus Penicillium sp. SF-5292

• Main Authors: Hyuncheol Oh, Youn-Chul Kim, Jong Seog Ahn, Jae Hak Sohn, Jae-Hyuk Jang, Kyoung-Su Kim, Tran Hong Quang, Dong-Sung Lee, Wonmin Ko
• Format: Article
• Language: English
• Published: MDPI AG 2013-11-01
• Series: Marine Drugs
• Subjects: Penicillium sp.; marine-derived fungi; 10-membered lactone; anti-inflammatory effect; heme oxygenase-1
• Online Access: http://www.mdpi.com/1660-3397/11/11/4510

In the course of studies on bioactive metabolites from marine fungi, a new 10-membered lactone, named penicillinolide A (1) was isolated from the organic extract of Penicillium sp. SF-5292 as a potential anti-inflammatory compound. The structure of penicillinolide A (1) was mainly determined by analysis of NMR and MS data and Mosher’s method. Penicillinolide A (1) inhibited the production of NO and PGE2 due to inhibition of the expression of iNOS and COX-2. Penicillinolide A (1) also reduced TNF-α, IL-1β and IL-6 production, and these anti-inflammatory effects were shown to be correlated with the suppression of the phosphorylation and degradation of IκB-α, NF-κB nuclear translocation, and NF-κB DNA binding activity. In addition, using inhibitor tin protoporphyrin (SnPP), a competitive inhibitor of HO activity, it was verified that the inhibitory effects of compound 1 on the production of pro-inflammatory mediators and NF-κB DNA binding activity were partially associated with HO-1 expression through Nrf2 nuclear translocation.