UPLC-PDA-ESI-QTOF-MS/MS fingerprint of purified flavonoid enriched fraction of Bryophyllum pinnatum; antioxidant properties, anticholinesterase activity and in silico studies

Bryophyllum pinnatum (Lam.) Oken (Crassulaceae) is used traditionally to treat many ailments. This study characterizes the constituents of B. pinnatum flavonoid-rich fraction (BPFRF) and investigates their antioxidant and anticholinesterase activity using in vitro and in silico approaches. Methanol...

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Bibliographic Details
Published in:Pharmaceutical biology 2021-01, Vol.59 (1), p.442-454
Main Authors: Ogidigo, Joyce Oloaigbe, Anosike, Chioma Assumpta, Joshua, Parker Elijah, Ibeji, Collins U., Ekpo, Daniel Emmanuel, Nwanguma, Bennett C., Nwodo, Okwesili Fred Chiletugo
Format: Article
Language:English
Subjects:
Acetic acid
Acetylcholinesterase
Acetylcholinesterase - analysis
Alzheimer's disease
Alzheimer's diseases
Amino acids
Antioxidants
Antioxidants - analysis
Antioxidants - chemistry
Ascorbic acid
Bryophyllum pinnatum
butyrylcholinesterase
Butyrylcholinesterase - analysis
carlinoside
Cholinesterase inhibitors
Cholinesterase Inhibitors - analysis
Cholinesterase Inhibitors - chemistry
Chromatography, High Pressure Liquid - methods
Computer Simulation
Crystallography, X-Ray - methods
DNA Fingerprinting - methods
docking studies
Dose-Response Relationship, Drug
Ethyl acetate
Flavonoids
Flavonoids - analysis
Flavonoids - chemistry
Humans
Hydrogen bonding
Iron
Kalanchoe
Lipid peroxidation
Neurodegenerative diseases
Plant Extracts - analysis
Plant Extracts - chemistry
Protein Structure, Secondary
Quercetin
Rivastigmine
Spectrometry, Mass, Electrospray Ionization - methods
Tandem Mass Spectrometry - methods
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Summary:Bryophyllum pinnatum (Lam.) Oken (Crassulaceae) is used traditionally to treat many ailments. This study characterizes the constituents of B. pinnatum flavonoid-rich fraction (BPFRF) and investigates their antioxidant and anticholinesterase activity using in vitro and in silico approaches. Methanol extract of B. pinnatum leaves was partitioned to yield the ethyl acetate fraction. BPFRF was isolated from the ethyl acetate fraction and purified. The constituent flavonoids were structurally characterized using UPLC-PDA-MS 2 . Antioxidant activity (DPPH), Fe 2+ -induced lipid peroxidation (LP) and anticholinesterase activity (Ellman's method) of the BPFRF and standards (ascorbic acid and rivastigmine) across a concentration range of 3.125-100 μg/mL were evaluated in vitro for 4 months. Molecular docking was performed to give insight into the binding potentials of BPFRF constituents against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). UPLC-PDA-MS 2 analysis of BPFRF identified carlinoside, quercetin (most dominant), luteolin, isorhamnetin, luteolin-7-glucoside. Carlinoside was first reported in this plant. BPFRF significantly inhibited DPPH radical (IC 50 = 7.382 ± 0.79 µg/mL) and LP (IC 50 = 7.182 ± 0.60 µg/mL) better than quercetin and ascorbic acid. Also, BPFRF exhibited potent inhibition against AChE and BuChE with IC 50 values of 22.283 ± 0.27 µg/mL and 33.437 ± 1.46 µg/mL, respectively compared to quercetin and rivastigmine. Docking studies revealed that luteolin-7-glucoside, carlinoside and quercetin interact effectively with crucial amino acid residues of AChE and BuChE through hydrogen bonds. BPFRF possesses an excellent natural source of cholinesterase inhibitor and antioxidant. The material could be further explored for the potential treatment of oxidative damage and cholinergic dysfunction in Alzheimer's disease.
ISSN:1388-0209
1744-5116
DOI:10.1080/13880209.2021.1913189