First report of antioxidant 1H-benzochromenone from muricid gastropod Chicoreus ramosus as dual inhibitors of pro-inflammatory 5-lipoxygenase and carbolytic enzymes

Abstract

Chromene derivatives with manifold structural framework and pharmacological properties were ubiquitous in the mollusks of marine origin. A previously undescribed 1H-benzochromenone was isolated through bioassay-guided chromatographic purification of the organic extract of the marine gastropod mollusk Chicoreus ramosus. The compound was characterised as 6-(2′,2′-dimethyl)-3′-en-1′-yl-1′-oxy)-3-hydroxy-1H-benzo[c]chromene-2(10aH)-one based on integrated spectroscopic analysis. The antioxidant studies by employing the stable free radicals reported that the antioxidant activity (IC₅₀ 1.4–1.6 mM) was comparable to α-tocopherol (IC₅₀ 1.4–1.7 mM). The attenuating potential of the studied compound against pro-inflammatory 5-lipoxygenase (IC₅₀ 2.12 mM) was significantly greater than that exhibited by anti-inflammatory drug ibuprofen (IC₅₀ 4.4 mM), whereas its inhibitory properties against carbolytic α-amylase (IC₅₀ ∼0.72 mM) was comparable with that displayed by acarbose (IC₅₀ 0.43 mM). The present study recognised the potential of 1H-benzochromenone derivative isolated from C. ramosus as important pharmaceutical lead with anti-diabetic and anti-inflammatory potentials to reduce the risk of hyperglycaemia and inflammatory pathologies.

Graphical Abstract

Keywords:

• Gastropod mollusk
• Chicoreus ramosus
• 1H-benzochromenone derivative
• pro-inflammatory 5-lipoxygenase
• carbolytic enzymes
• anti-diabetic and anti-inflammatory

Acknowledgements

The authors thank the Director, Central Marine Fisheries Research Institute (CMFRI) for his guidance and support. Thanks are due to the Head, Marine Biotechnology Division of CMFRI for facilitating the research activities. S.S. thankfully acknowledges ICAR for the award of a fellowship.

Disclosure statement

No conflict of interest was reported by the authors.

Additional information

Funding

The authors are thankful to Indian Council of Agricultural Research (ICAR) for funding under the ICAR-Consortium Research Platform project on “Health Food” (grant number ICAR/HF/2012-2017).