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In-vitro and in-silico antioxidant, α-glucosidase inhibitory potentials of abutilins C and D, new flavonoide glycosides from Abutilon pakistanicum
- Source :
- Arabian Journal of Chemistry, Vol 14, Iss 4, Pp 103021-(2021)
- Publication Year :
- 2021
- Publisher :
- Elsevier, 2021.
-
Abstract
- The methanolic extract along its various fractions Abutilon pakistanicum were analyzed to find total phenolic, flavonoids contents followed by antioxidant and α-glucosidase inhibitions of isolated pure constituents. The total content of phenolics and flavonoids was consistently higher in CH2Cl2 (54.89 and 56.06 mg/g extract respectively) compared with n-hexane, ethyl acetate, n-butanol and H2O portions (ranging between 37.81–54.89 and 38.11–56.06 mg/g extract). In order to determine active biological ingredients from CH2Cl2 subportions, extensive advanced chrotapographic separation methods resulted isolation of new flavonoid glycosides namely abutilins C-D (1–2). The structures of these constituents were interpreted by spectroscopic data including FAB-MS, ESI-MS, 1D and 2D-NMR experiments. Both flavonoid (1–2) were evaluated against antioxidant and α-glucosidase inhibitory assay. The antioxidant potential of dichloromethane extract and abutilins C-D (1–2) were determined using DPPH and nitric oxide radial scavenging assays. The abutilins C displayed significant inhibition, with IC50 values 41.66 (DPPH), 39.04 (NOS) µg/mL, using positive control ascorbic acid and quercetin respectively. Inhibitory effects of flavonoids against enzyme α-glucosidase were also investigated and abutilins C showed significant activity with IC50 values 8.27 µg/mL compared with positive control ascarbose (IC50, 5.92 µg/mL). Abutilins C can serve dual inhibitors as antioxidant agent and to treat α-glucosidase associated diseases. Phytochemicals geometries i.e ground state were optimized by density functional theory (DFT) B3LYP/TZ2P to understand the electronic properties of the studied compounds. The ground state geometries of abutilin_C, abutilin_D and reference compounds were optimized by DFT then various electronic properties were explored. Moreover, we have also investigated the global molecular descriptors, molecular electrostatic potential, Hirshfeld analysis and molecular docking by quantum chemical calculations.
- Subjects :
- Antioxidant
DPPH
General Chemical Engineering
medicine.medical_treatment
Flavonoid
Ethyl acetate
Quantum chemical study
02 engineering and technology
010402 general chemistry
01 natural sciences
lcsh:Chemistry
chemistry.chemical_compound
Antioxidant activity
medicine
Abutilin C-D
chemistry.chemical_classification
Abutilon
Chromatography
biology
α-glucosidase inhibition
Glycoside
General Chemistry
021001 nanoscience & nanotechnology
Ascorbic acid
biology.organism_classification
0104 chemical sciences
chemistry
lcsh:QD1-999
Abutilon pakistanicum
Molecular docking
0210 nano-technology
Quercetin
Subjects
Details
- Language :
- English
- ISSN :
- 18785352
- Volume :
- 14
- Issue :
- 4
- Database :
- OpenAIRE
- Journal :
- Arabian Journal of Chemistry
- Accession number :
- edsair.doi.dedup.....3ec66dd0052d831ecd89dd77eb1676ec