Antioxidant drimane‐type sesquiterpenoid from muricid gastropod Chicoreus ramosus attenuates pro‐inflammatory 5‐lipoxygenase and carbolytic enzymes

Abstract

The muricid gastropod, Chicoreus ramosus, is a nutrient‐enriched food source available along the coastal peninsular of the Indian subcontinent. This study was aimed at bioactivity‐directed chromatographic fractionation of the organic extract of C. ramosus to isolate an unprecedented drimane‐type sesquiterpenoid Ramosane, characterized as 3‐hydroxy‐7,9b‐dimethyl‐5‐methylene‐8‐pentyl‐octahydro‐1H‐cyclopenta[a] naphthalen‐9(2H)‐one. The compound possessed potential antioxidant activities (2, 2′‐diphenyl‐1‐picryl hydrazyl (DPPH) and 2,2′‐azino‐bis3‐ethylbenzothiazoline‐6‐ sulfonic acid (ABTS) radical scavenging activities of IC50 1.42 mM and 1.72 mM, respectively) and was proportionate with those (IC50 1.39 and 1.69 mM, respectively) exhibited by α‐tocopherol. The studied sesquiterpenoid exhibited potential attenuation property countering the pro‐inflammatory 5‐lipoxygenase (IC50 ~ 4 mM), and its activity was analogous with that exhibited by the anti‐inflammatory ibuprofen (IC50 4.36 mM), whereas its carbolytic α‐amylase activity (IC50 0.96 mM) was commensurate with that displayed by acarbose (IC50 0.43 mM). The isolated metabolite might anticipate as potential naturally derived bioactive constituent in functional food and pharmaceutical applications.