Anti-inflammatory decurrencyclics A-B, two undescribed nor-dammarane triterpenes from triangular sea bell Turbinaria decurrens

Abstract

Intertidal triangular sea bell Turbinaria decurrens (Bory de Saint-Vincent) (family Sargassaceae) belongs to one of the largely abundant genus of marine brown alga. Bioactivity-directed chromatographic purification of the organic extract of T. decurrens afforded two new nor-dammarane triterpenoids named as decurrencyclic A-B. Decurrencyclic B showed superior attenuation properties against cyclooxygenase-2 (IC50 13.98 μM) and 5-lipoxygenase (IC50 3.02 μM) in contrast with decurrencyclic A. Decurrencyclic B showed higher inhibition potential against COX-2 than that revealed by the anti-inflammatory agent, ibuprofen (IC50 70.44 μM). The higher selectivity index of decurrencyclics (1.39–1.57) acknowledged their selective attenuation property against inducible cyclooxygenase-2. In-silico molecular modeling analysis of decurrencyclic B with the inflammatory enzymes showed least binding energy of −14.55 kcal mol−1. These reports have proven that decurrencyclic B could be a potential therapeutic lead for use against inflammatory pathogenesis.