Tryptanthrin from microwave-assisted reduction of isatin using solid-state-supported sodium borohydride: DFT calculations, molecular docking and evaluation of its analgesic and anti-inflammatory activity

Simple item page
dc.contributor.authorObafemi CA
dc.contributor.authorAdegbite OB
dc.contributor.authorFadare OA
dc.contributor.authorIwalewa EO
dc.contributor.authorOmisore NO
dc.contributor.authorSanusi K
dc.contributor.authorYilmaz Y
dc.contributor.authorCeylan Ü
dc.date.accessioned2022-07-25T22:17:47Z
dc.date.available2022-07-25T22:17:47Z
dc.date.issued2021
dc.descriptionHeliyon
dc.description.abstractTryptanthrin is a potent natural alkaloid with good in vitro pharmacological properties. Herein, we report the synthesis of the compound via a new method involving the reduction of isatin with solid-state-supported sodium borohydride under microwave irradiation. The title compound has been tested for its analgesic and anti-inflammatory activity. The results showed that tryptanthrin dose dependently inhibits oedema and pain formation in all the models used. The agent also exhibited significant higher effects in its anti-inflammatory and analgesic activities better than positive drugs (aspirin and indomethacin) being currently used in the treatment and in the management of acute and chronic forms of pain and inflammatory disorders. The inhibitory potential of the compound was investigated by molecular docking using the software AutoDock Vina. The docking results were used to better rationalize the action and prediction of the binding affinity of tryptanthrin. Density Functional Theory (DFT) calculations at the B3LYP/6-311++G (2df, 2pd) level of theory showed that compared to ascorbic acid, tryptanthrin shows higher antioxidant activity which may be improved upon by functionalizing the aromatic core to enhance its solubility in polar solvents. The calculated electronic and thermodynamic properties obtained for tryptanthrin compete well with the standard ascorbic acid.
dc.identifier.citation10.1016/j.heliyon.2020.e05756
dc.identifier.issn2405-8440
dc.identifier.urihttps://nerd.ethesis.ng/handle/123456789/229
dc.language.isoen
dc.subjectTryptanthrin
dc.subjectAnalgesic and anti-inflammatory activity
dc.subjectIsatin
dc.subjectDFT calculations
dc.subjectMolecular docking
dc.subjectBorohydride reduction
dc.titleTryptanthrin from microwave-assisted reduction of isatin using solid-state-supported sodium borohydride: DFT calculations, molecular docking and evaluation of its analgesic and anti-inflammatory activity
dc.typeArticle
Files
Original bundle
Now showing 1 - 1 of 1
Thumbnail Image
Name:
Tryptanthrin-from-microwave-assisted-reduction-of-isatin-using-solid_2021_He.pdf
Size:
1.95 MB
Format:
Adobe Portable Document Format
Download
Collections
Journal Article