Please use this identifier to cite or link to this item: http://hdl.handle.net/10995/92731
Title: In silico, in vitro antioxidant and density functional theory based structure activity relationship studies of plant polyphenolics as prominent natural antioxidants
Authors: Rammohan, A.
Bhaskar, B. V.
Camilo, A.
Jr.
Gunasekar, D.
Gu, W.
Zyryanov, G. V.
Зырянов, Г. В.
Issue Date: 2020
Publisher: Elsevier B.V.
Citation: In silico, in vitro antioxidant and density functional theory based structure activity relationship studies of plant polyphenolics as prominent natural antioxidants / A. Rammohan, B. V. Bhaskar, A. Camilo, D. Gunasekar, et al.. — DOI 10.1016/j.arabjc.2019.12.017 // Arabian Journal of Chemistry. — 2020. — Vol. 2. — Iss. 13. — P. 3690-3701.
Abstract: In the present study, different extracts of stem bark of Shorea tumbuggaia and roots of Syzygium alternifolium were screened for total phenolic content (TPC), total flavonoid content (TFC) and in vitro DPPH radical scavenging activity to isolate the natural antioxidants. The bioassay-guided fraction of stem bark of Shorea tumbuggaia yielded three compounds, piceatannol (ST-1), resveratrol-12-C-β-D-glucopyranoside (ST-2) and hopeaphenol (ST-3). Similarly, a systematic phytochemical examination of extracts of Syzygium alternifolium roots had resulted five compounds, 5,7,8,5′-tetramethoxy-3′,4′-methylenedioxyflavone (SA-1), 5-hydroxy-4′,7-dimethoxy-6,8-di-C-methylflavone (SA-2), quercetin 7-methylether (SA-3), kaempferol 7,4′-dimethylether 3-O-β-D-glucopyranoside (SA-4) and taxifolin 3-O-α-L-rhamnopyranoside (SA-5). Structures of the isolates were established using UV, IR, Mass, 1H and 13C NMR spectral studies. Density Functional Theory (DFT) calculations, Molecular docking and Lipinski rule of five were conducted to explored the antioxidant activity of isolated compounds. SA-3 (37.52 µg/mL) and ST-1 (42.43 µg/mL) showed highest IC50 values compared to the Ascorbic acid (45.97 µg/mL) and have highest electron affinities (EA eV) along with smallest HOMO-LUMO energy gap. Molecular docking and binding affinity studies with NADPH and SPSB2 proteins, revealed the prominent antioxidant activity of SA-3 and ST-1 with molecular interaction besides promising solvation energies. Hence, the two compounds maybe useful for the treatment of oxidative damage related diseases. © 2020
Keywords: ANTIOXIDANTS
DFT
FLAVONOIDS
RADICAL SCAVENGING ACTIVITY
SHOREA TUMBUGGAIA
SYZYGIUM ALTERNIFOLIUM
ANTIOXIDANTS
ASCORBIC ACID
BINARY ALLOYS
BINDING ENERGY
FLAVONOIDS
MOLECULAR MODELING
PLANTS (BOTANY)
SPECTROSCOPIC ANALYSIS
ANTI-OXIDANT ACTIVITIES
DPPH RADICAL SCAVENGING ACTIVITIES
RADICAL SCAVENGING ACTIVITY
SHOREA TUMBUGGAIA
STRUCTURE ACTIVITY RELATIONSHIPS
SYZYGIUM ALTERNIFOLIUM
TOTAL FLAVONOID CONTENTS
TOTAL PHENOLIC CONTENT
DENSITY FUNCTIONAL THEORY
URI: http://hdl.handle.net/10995/92731
Access: info:eu-repo/semantics/openAccess
SCOPUS ID: 85078165278
WOS ID: 000514837800009
PURE ID: 12249037
ISSN: 18785352
DOI: 10.1016/j.arabjc.2019.12.017
metadata.dc.description.sponsorship: University Grants Commission, UGC
The Author AR is thankful to the Ural Federal University, Russia for providing laboratory facilities. The Author DG was grateful to the University Grants Commission (UGC), New Delhi for financial assistance under UGC-MRP programme.
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

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