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Tedanol: A potent anti-inflammatory ent-pimarane diterpene from the Caribbean Sponge Tedania ignis
Authors:Valeria Costantino   Ernesto Fattorusso   Alfonso Mangoni   Cristina Perinu   Giuseppe Cirino   Luana De Gruttola  Fiorentina Roviezzo
Affiliation:aDipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II, via D. Montesano 49, 80131 Napoli, Italy;bDipartimento di Farmacologia Sperimentale, Università degli Studi di Napoli Federico II, via D. Montesano 49, 80131 Napoli, Italy
Abstract:Tedanol, a new brominated and sulfated pimarane diterpene was isolated from the Caribbean sponge Tedania ignis. Structure of tedanol was elucidated by mass spectroscopy and extensive NMR studies (including spectral simulation), and its absolute configuration was determined using the Mosher method. Tedanol showed a potent anti-inflammatory activity at 1 mg/kg evaluated in vivo in a mouse model of inflammation. After a single intraperitoneal administration, tedanol significantly reduced both the acute and the subchronic phases of carrageenan-induced inflammation. The anti-inflammatory activity was coupled with a strong inhibition of COX-2 expression, inhibition of cellular infiltration measured as mieloperoxidase (MPO) levels, and inhibition of iNOS expression. These features make tedanol a promising template for the development of new anti-inflammatory molecules with low gastrointestinal toxicity.
Keywords:Diterpenes   Pimarane   Anti-inflammatory activity   COX-2 inhibitors   Marine sponges   Tedania ignis
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