Antioxidative 2H-chromenyls attenuate pro-inflammatory 5-lipoxygenase and carbolytic enzymes: Prospective bioactive agents from Babylonidae gastropod mollusk Babylonia spirata

Chakraborty, Kajal and Salas, Soumya (2020) Antioxidative 2H-chromenyls attenuate pro-inflammatory 5-lipoxygenase and carbolytic enzymes: Prospective bioactive agents from Babylonidae gastropod mollusk Babylonia spirata. Journal of Food Biochemistry, 44 (6). pp. 1-11. ISSN 1745–4514

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    Abstract

    Oxygenated heterocycles are emerging as valuable pharmacophores involved in the prophylaxis and treatment of several diseases elicited by the reactive oxygen species. Bioassay-led chromatographic fractionation of the organic extract of the gastropod mollusk Babylonia spirata (family Babylonidae) yielded two unprecedented 2H-chromenyl derivatives characterized as 2-(butyryloxy)-5-hydroxy-hexahydro-2Hchromene- 3-methyl carboxylate (1) and (3-hydroxy-hexahydro-2H-chromen-2-yl) methyl pentanoate (2). The chromenyl derivative (1) registered significantly greater attenuation potential against pro-inflammatory 5-lipoxygenase (IC50 ~ 2.02 mM) than those exhibited by the compound (2) (IC50 2.76 mM) and the non-steroidal anti-inflammatory drug ibuprofen (IC50 4.36 mM, p < .05). The compound (1) exhibited comparable antioxidant activity (IC50 1.47–1.72 mM) with standard antioxidative agent α-tocopherol (IC50 1.4–1.7 mM). Inhibitory potential of chromenyl derivative (1) toward α-glucosidase (IC50 1.18 mM) and α-amylase (IC50 0.92 mM) was greater than those displayed by 2 (IC50 1.16–1.56 mM). Structure–activity relationships revealed that bioactivities of the compounds were determined by the electronic factors and hydrophilic–lipophilic balance.

    Item Type: Article
    Uncontrolled Keywords: 2H ‐chromenyl derivatives; 2H ‐chromene‐3‐methyl carboxylate; anti‐inflammatory; Babylonia spirata; Babylonidae; gastropod; mollusk; starch digestive enzymes
    Subjects: Biochemistry > Bioprospecting
    Biochemistry > Bioactive compounds
    Molluscan Fisheries > Gastropods
    Divisions: CMFRI-Kochi > Marine Biotechnology
    Subject Area > CMFRI > CMFRI-Kochi > Marine Biotechnology
    CMFRI-Kochi > Marine Biotechnology
    Subject Area > CMFRI-Kochi > Marine Biotechnology
    Depositing User: Arun Surendran
    Date Deposited: 11 Jun 2020 04:50
    Last Modified: 11 Jun 2020 04:50
    URI: http://eprints.cmfri.org.in/id/eprint/14297

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