An unreported bis-abeo cembrane-type diterpenoid with antioxidative and anti-lipoxygenase activities from the muricid gastropod mollusc Chicoreus ramosus

Abstract

The chemical analyses of ethyl acetate-methanol (EtOAc-MeOH) extract of muricid gastropod mollusk, Chicoreus ramosus from the southeastern coast of Indian peninsular led to the identification of unprecedented cembrane-type diterpenoid, which was characterized as (3E, 6E, 10E)-8a-butoxy-17(15→14), 20(12→11)-bis-abeo-cembra-3,6,10,14(17),15-pentaene (1). The structure of the studied cembrane was unambiguously assigned through the extensive spectroscopic experimentations. The antioxidant potentials of the bis-abeo cembrane as determined by in vitro 2,2-diphenyl-1-picrylhydrazyl and 2,2'-azino-bis-3-ethylbenzothiozoline-6-sulfonic acid diammonium salt radical quenching potentials were greater (IC₅₀?<?0.40?mg/mL) related to α-tocopherol (IC₅₀?>?0.60?mg/mL). The pro-inflammatory anti-5-lipoxygenase potential of studied cembrane was higher (IC₅₀?<?0.80?mg/mL) related to those demonstrated by ibuprofen and sodium salicylate (IC₅₀?>?0.90?mg/mL).