Turbinafuranone A–C, new 2-furanone analogues from marine macroalga Turbinaria ornata as prospective anti-hyperglycemic agents attenuate tyrosine phosphatase-1B

Dhara, Subhajit and Chakraborty, Kajal (2021) Turbinafuranone A–C, new 2-furanone analogues from marine macroalga Turbinaria ornata as prospective anti-hyperglycemic agents attenuate tyrosine phosphatase-1B. Medicinal Chemistry Research, 30. pp. 1635-1648.

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    Abstract

    Chemical investigation of Phaeophytan marine macroalga Turbinaria ornata (family Sargassaceae) resulted in the characterization of three 2-furanone analogues, which were characterized as 6, 7-dihydroxy-8-methyl-3-(5′-methyloct-4′- en-1′-yl)-hexahydrocyclooct-1-en-[1, 2-c]furan-11-one (turbinafuranone A), 4-hydroxy-3-isopropyl-7, 8-dimethyl-6- (pentan-2′-acetate)-hexahydrocycloocta-1-en-[1, 2-c]furan-11-one (turbinafuranone B), and 6-acetoxy-8-ethyl-5-methoxy�3-(2′-methylhex-4′-en-1′-yl)-pentahydrocycloocta-1, 7-dien-[1, 2-c]furan-11-one (turbinafuranone C). Inhibitory property of turbinafuranone B against tyrosine phosphatase-1B was significantly greater (IC50 2.42 mM) than standard agent sodium metavanadate (IC50 2.52 mM). Greater electronic properties along with molecular docking experiments corroborated the attenuation property of turbinafuranone B against protein tyrosine phosphatase-1B, by exhibiting minimum binding energy of −11.80 kcal/mol compared to other studied analogues. The results demonstrated that the undescribed turbinafuranone B might be used as prospective natural anti-hyperglycemic lead to alleviate the likelihood of higher postprandial blood glucose levels.

    Item Type: Article
    Uncontrolled Keywords: s Turbinaria ornata;Sargassaceae;2-furanones;Turbinafuranone A–C;Anti-hyperglycemic;Tyrosine; phosphatase-1B
    Subjects: CMFRI Departments > CMFRI-Kochi > Marine Biotechnology
    CMFRI > CMFRI-Kochi > Marine Biotechnology
    CMFRI-Kochi > Marine Biotechnology
    CMFRI-Kochi > Marine Biotechnology

    Biochemistry
    Fish Biotechnology
    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: 08 Sep 2021 09:08
    Last Modified: 09 Sep 2021 09:33
    URI: http://eprints.cmfri.org.in/id/eprint/15289

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