Antioxidative dolabellanes and dolastanes from brown seaweed Padina tetrastromatica as dual inhibitors of starch digestive enzymes

Antony, Tima and Chakraborty, Kajal and Joy, Minju (2021) Antioxidative dolabellanes and dolastanes from brown seaweed Padina tetrastromatica as dual inhibitors of starch digestive enzymes. Natural Product Research, 35 (4). pp. 614-626. ISSN 1478-6427 (Online)

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    Abstract

    New dolabellanes {6-methoxy-dolabella-8(17),12-diene-10β,18-diol (1), 3-methoxy-dolabella-12(18)-ene-4β-ol (2), 3-methoxy-dolabella-10,18(19)-diene-5α,8β-diol (3)} and dolastanes {2,7-dimethoxy-14α-hydroxy-dolasta-1(15),9-diene (4) and 4,7-dimethoxy-9β,14α-dihydroxy-dolasta-1-ene (5)} were identified from brown seaweed Padina tetrastromatica (family Dictyotaceae), collected from the southeast coast of India. Compounds 1–3 were found to possess dolabellane skeleton with [9.3.0] cyclotetradecane framework whereas, 4–5 were composed of tricyclic diterpenes with linear arrangement of six-seven-five fused alicyclic rings. Compounds 3 and 5 registered greater antioxidative activities (IC50 ≤0.63 mg/mL) than other analogues (IC50 ≥0.65 mg/mL), whereas their attenuating potentials against carbolytics α-amylase and α-glucosidase (IC50 ∼0.12–0.14 mg/mL) were comparable with those displayed by acarbose (IC50 0.14-0.12 mg/mL). Bioactive potentials of titled compounds were assessed by electronic and lipophilic parameters. The lesser binding energies of 3 (−9.71 kcal/mol) and 5 (−8.59 kcal/mol) through molecular docking demonstrated their effective hydrogen bonding interactions with α-amylase. Thus, dolabellanes and dolastanes might be used as anti-diabetic and antioxidant leads to reduce the risk of hyperglycaemia.

    Item Type: Article
    Uncontrolled Keywords: Padina tetrastromatica; Dictyotaceae; dolabellanes; dolastanes; antioxidative activity; hyperglycaemia; molecular docking
    Subjects: Biochemistry > Bioactive compounds
    Biochemistry
    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: 02 Feb 2021 05:01
    Last Modified: 02 Feb 2021 05:01
    URI: http://eprints.cmfri.org.in/id/eprint/14824

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