Publication Cover
Natural Product Research
Formerly Natural Product Letters
Volume 35, 2021 - Issue 4
276
Views
11
CrossRef citations to date
0
Altmetric
Research Articles

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

, &
Pages 614-626 | Received 12 Oct 2018, Accepted 02 Mar 2019, Published online: 31 Mar 2019
 

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 13 were found to possess dolabellane skeleton with [9.3.0] cyclotetradecane framework whereas, 45 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.

Graphical Abstract

Acknowledgements

The authors thank the Director, Indian Council of Agricultural Research-Central Marine Fisheries Research Institute (ICAR-CMFRI), and Head, Marine Biotechnology Division, ICAR-CMFRI for guidance and support.

Conflict of interest

The authors declare no competing financial interest.

Additional information

Funding

The work was funded by Science and Engineering Research Board of the Department of Science and Technology, New Delhi, India (grant number SR/S1/OC-96A/2012).

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.