First report of dual cyclooxygenase-2 and 5-lipoxygenase inhibitory halogen derivatives from the thallus of intertidal seaweed Kappaphycus alvarezii

Makkar, Fasina and Chakraborty, Kajal (2018) First report of dual cyclooxygenase-2 and 5-lipoxygenase inhibitory halogen derivatives from the thallus of intertidal seaweed Kappaphycus alvarezii. Medicinal Chemistry Research, 27 (10). pp. 2331-2340.

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Kajal Chakraborty_2018_Medicinal Chemistry Research_Halogen derivatives from the thallus of intertidal seaweed Kappaphycus alvarezii.pdf
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Official URL: https://link.springer.com/article/10.1007/s00044-0...
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    Abstract

    Two halogen derivatives, characterized as 2-butyl-7-4-(chloromethyl) cyclooct-1-enyl) hept-5-en-1-ol (compound 1) and 4- (2-chloroethyl)-5-7-(methoxymethyl) undec-3-enyl) cyclooct-4-enone (compound 2) were isolated from the ethyl acetatemethanol extract of the intertidal red seaweed Kappaphycus alvarezii. The studied compounds were evaluated for their inhibitory effects towards pro-inflammatory 5-lipoxygenase along with cyclooxygenases, and also were determined the free radical scavenging potential. The halogenated cyclooctenone (compound 2) displayed greater 5-lipoxygenase (IC50 0.90 mg mL−1) inhibitory activity when compared to the non steroidal anti-inflammatory drug ibuprofen (IC50 0.93 mg mL−1). Similarly selectivity indices of the studied compounds were higher (anti-cyclooxygense-1 IC50/anti-cyclooxygense-2 IC50 ~1.06–1.07) when compared to those displayed by ibuprofen (0.44) and aspirin (0.02). The antioxidative activities of the halogen derivatives were found to be greater (IC50 < 0.30 mg mL−1) in comparison with that exhibited by α-tocopherol (IC50 > 0.50 mg mL−1). This is the first report on structural characterization of unusual halogen analogues from K. alvarezii with dual cyclooxygenase-2 and 5-lipoxygenase inhibitory activities.

    Item Type: Article
    Uncontrolled Keywords: Kappaphycus alvarezii; Red seaweed; Halogen derivatives; Antioxidant; Anti-inflammatory selectivity indices ; Dual cyclooxygenase-2 and 5-lipoxygenase inhibitors
    Subjects: Biochemistry > Bioactive compounds
    Algae > Seaweed
    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: 26 Sep 2018 07:23
    Last Modified: 26 Sep 2018 07:23
    URI: http://eprints.cmfri.org.in/id/eprint/13030

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