A new sulfonic acid derivative, (Z)-4-methylundeca-1,9-diene-6- sulfonic acid, isolated from the cold water sea urchin inhibits inflammatory responses through JNK/p38 MAPK and NF-jB inactivation in RAW 264.7

In this study, we isolated a new sulfonic acidderivative, (Z)-4-methylundeca-1,9-diene-6-sulfonic acid(1), from the sea urchin collected from the Sea of Okhotsk. We established the structure of this new compound byanalysis of NMR and HRMS data, along with comparisonof the data with those of the related compounds reported inthe literature. In addition, we investigated its anti-inflammatoryeffects in LPS-stimulated RAW264.7 macrophages. Compound 1 inhibited the production of NO, iNOS, PGE2,and COX-2, and it also suppressed the production of proinflammatorycytokines, such as TNF-a and IL-1b. Itinhibited the translocation of the NF-jB subunit p65 into the nucleus by interrupting the phosphorylation and degradationof IjB-a. In addition, compound 1 significantlydecreased the phosphorylation of JNK and p38 in LPSstimulatedRAW264.7 macrophages, suggesting that suppressionof the inflammation process by compound 1 wasmediated through the MAPK pathway. Taken together, thisstudy showed that the anti-inflammatory effects of a newsulfonic acid derivative, (Z)-4-methylundeca-1,9-diene-6-sulfonic acid were mediated through the inhibition of NFjBand JNK/p38 MAPK signaling pathways.