Contignasterines, Anti-Inflammatory 2-Aminoimidazole Steroids from the Sponge Neopetrosia cf. rava Collected in the Bismarck Sea

Ortega-Vidal, Juan, Reddy, Maggie M., Pérez-Fuentes, Nadia, Alvariño, Rebeca, Burth, Svenja, Alfonso, Amparo, et al. (2025). Contignasterines, Anti-Inflammatory 2-Aminoimidazole Steroids from the Sponge Neopetrosia cf. rava Collected in the Bismarck Sea. Journal of Natural Products, 88(5), 1244-1252., https://doi.org/10.1021/acs.jnatprod.5c00118

Abstract

Sponges of the genus Neopetrosia are known for the production of a large diversity of bioactive metabolites. Contignasterines A (1) and B (2) were isolated as major metabolites of the sponge Neopetrosia cf. rava collected in the Bismarck Sea along with the known and highly bioactive steroid contignasterol (3) possessing a similar oxidized aglycone. Contignasterines are characterized by the presence of a 2-aminoimidazole branched on the side-chains of the oxidized steroid, and 1 also contains an unusual phosphate group at C-7. The anti-inflammatory activities of these compounds were investigated and revealed that all three compounds inhibited the production of pro-inflammatory mediators.

Publisher

American Chemical Society

Rights

Attribution 4.0 International

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Collections

School of Biological and Chemical Sciences (Scholarly Articles)