Characterization of α-glucosidase inhibitory activity of Tetracera scandens leaves by Fourier transform infrared spectroscopy-based metabolomics

Nokhala, Ahmed; Ahmed, Qamar Uddin; Saleh, Mohammed S M; Nipun, Tanzina Sharmin; Khan, Al’aina Yuhainis Firus; Siddiqui, Jamshed

doi:10.1007/s13596-019-00417-6

Cited by 6 publications

(8 citation statements)

References 43 publications

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“…The organic solvent has been reported to show a better extractive capability compared to water for the extraction of some bioactive compounds [37]. This result was in line with the previous findings, where the methanol extract displayed high antioxidant activity in contrast to the water extract [38]. Both assays were performed to cover a wide range of compounds.…”

Section: Discussionsupporting

confidence: 88%

Preliminary Phytochemical Screening, In Vitro Antidiabetic, Antioxidant Activities, and Toxicity of Leaf Extracts of Psychotria malayana Jack

Nipun

Khatib

Ahmed

et al. 2021

Plants

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Psychotria malayana Jack belongs to the Rubiacea and is widespread in Southeast Asian countries. It is traditionally used to treat diabetes. Despite its potential medicinal use, scientific proof of this pharmacological action and the toxic effect of this plant are still lacking. Hence, this study aimed to investigate the in vitro antidiabetic and antioxidant activities, toxicity, and preliminary phytochemical screening of P. malayana leaf extracts by gas chromatography-mass spectrometry (GC-MS) after derivatization. The antidiabetic activities of different extracts of this plant were investigated through alpha-glucosidase inhibitory (AGI) and 2-NBDG glucose uptake using 3T3-L1 cell line assays, while the antioxidant activity was evaluated using DPPH and FRAP assays. Its toxicological effect was investigated using the zebrafish embryo/larvae (Danio rerio) model. The mortality, hatchability, tail-detachment, yolk size, eye size, beat per minute (BPM), and body length were taken into account to observe the teratogenicity in all zebrafish embryos exposed to methanol extract. The LC50 was determined using probit analysis. The methanol extract showed the AGI activity (IC50 = 2.71 ± 0.11 μg/mL), insulin-sensitizing activity (at a concentration of 5 µg/mL), and potent antioxidant activities (IC50 = 10.85 μg/mL and 72.53 mg AAE/g for DPPH and FRAP activity, respectively). Similarly, the water extract exhibited AGI activity (IC50 = 6.75 μg/mL), insulin-sensitizing activity at the concentration of 10 μg/mL, and antioxidant activities (IC50 = 27.12 and 33.71 μg/mL for DPPH and FRAP activity, respectively). The methanol and water extracts exhibited the LC50 value higher than their therapeutic concentration, i.e., 37.50 and 252.45 µg/mL, respectively. These results indicate that both water and methanol extracts are safe and potentially an antidiabetic agent, but the former is preferable since its therapeutic index (LC50/therapeutic concentration) is much higher than for methanol extracts. Analysis using GC-MS on derivatized methanol and water extracts of P. malayana leaves detected partial information on some constituents including palmitic acid, 1,3,5-benzenetriol, 1-monopalmitin, beta-tocopherol, 24-epicampesterol, alpha-tocopherol, and stigmast-5-ene, that could be a potential target to further investigate the antidiabetic properties of the plant. Nevertheless, isolation and identification of the bioactive compounds are required to confirm their antidiabetic activity and toxicity.

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Section: Discussionsupporting

confidence: 88%

Preliminary Phytochemical Screening, In Vitro Antidiabetic, Antioxidant Activities, and Toxicity of Leaf Extracts of Psychotria malayana Jack

Nipun

Khatib

Ahmed

et al. 2021

Plants

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“…In this study, different ratios of aqueous methanolic solvent were investigated, which led to obtaining an extract with high AGI activity in 100% methanol. The trend of AGI activity (100 > 25 > 50 > 0 > 75% v/v methanol-water) is caused by the difference of metabolite profiling among the extracts which were affected by the solvent used during extraction [42][43][44][45]. Table 3 shows the binding interactions of compounds 1, 2, and 3.…”

Section: Discussionmentioning

confidence: 99%

Characterization of α-Glucosidase Inhibitors from Psychotria malayana Jack Leaves Extract Using LC-MS-Based Multivariate Data Analysis and In-Silico Molecular Docking

et al. 2020

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Psychotria malayana Jack has traditionally been used to treat diabetes. Despite its potential, the scientific proof in relation to this plant is still lacking. Thus, the present study aimed to investigate the α-glucosidase inhibitors in P.malayana leaf extracts using a metabolomics approach and to elucidate the ligand–protein interactions through in silico techniques. The plant leaves were extracted with methanol and water at five various ratios (100, 75, 50, 25 and 0% v/v; water–methanol). Each extract was tested for α-glucosidase inhibition, followed by analysis using liquid chromatography tandem to mass spectrometry. The data were further subjected to multivariate data analysis by means of an orthogonal partial least square in order to correlate the chemical profile and the bioactivity. The loading plots revealed that the m/z signals correspond to the activity of α-glucosidase inhibitors, which led to the identification of three putative bioactive compounds, namely 5′-hydroxymethyl-1′-(1, 2, 3, 9-tetrahydro-pyrrolo (2, 1-b) quinazolin-1-yl)-heptan-1′-one (1), α-terpinyl-β-glucoside (2), and machaeridiol-A (3). Molecular docking of the identified inhibitors was performed using Auto Dock Vina software against the crystal structure of Saccharomyces cerevisiae isomaltase (Protein Data Bank code: 3A4A). Four hydrogen bonds were detected in the docked complex, involving several residues, namely ASP352, ARG213, ARG442, GLU277, GLN279, HIE280, and GLU411. Compound 1, 2, and 3 showed binding affinity values of −8.3, −7.6, and −10.0 kcal/mol, respectively, which indicate the good binding ability of the compounds towards the enzyme when compared to that of quercetin, a known α-glucosidase inhibitor. The three identified compounds that showed potential binding affinity towards the enzymatic protein in molecular docking interactions could be the bioactive compounds associated with the traditional use of this plant.

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“…The high-intensity peak of H6 could indicate the relatively high presence of amides and alkenes in the hexane extract of KK. The blunt peak E7 of EtOAc extracts appearing in the range of 1630-1633 cm -1 is usually assigned for C=O stretching of amides, C=C skeletal stretching of alkenes, N─H bending of primary and secondary amines, ─C=N─ stretching of open chain imines and ─N=N─ stretching of open chain azo compounds (Coates, 2000;Nandiyanto et al, 2019;Nokhala et al, 2020). Among EtOAc extracts, KO exhibited the high-intense peak of E7, indicating the high existence of amides, alkenes, primary amines/secondary amines, imines, and azo compounds.…”

Section: Characterization Of Region C In 1700-1500 Cm -1mentioning

confidence: 99%

FTIR spectral correlation with alpha-glucosidase inhibitory activities of selected leafy plants extracts

Ulpathakumbura

Marikkar

Jayasinghe

2023

ijpbp

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Fourier transform infrared spectroscopy (FTIR) is a simple, rapid analytical technique used for the identification of organic functional groups of biomolecules. This study aimed to investigate the use of FTIR spectroscopy method for rapid detection of the α-glucosidase inhibitory activity of crude extracts of edible leafy plants, characterization of functional groups of chemical components present in crude extracts, and identification of possible biomolecules responsible for α-glucosidase inhibitory activity. Powdered leaves of five different plants, namely Le-kola pala (LE) (Premna procumbens), Kora kaha (KK) (Memecylon umbellatum), Koppa (KO) (Polyscias scutellaria), Stevia (ST) (Stevia rebaudiana), and Yaki naran (YK) (Atlantia ceylanica) were sequentially extracted with hexane, ethyl acetate (EtOAc) and methanol (MeOH). The FTIR spectra of crude plant extracts were obtained following the KBr pellet method, within the range of 4000-500 cm -1 . The plant extracts were subjected to assay the α-glucosidase inhibitory activity. Further, the multivariate predictive models for α-glucosidase inhibitory activity were developed using partial least square (PLS) regression analysis. The highest Rc 2 (0.96), Rcv 2 (0.87), Rp 2 (0.93), and the lowest RMSEC (24.10), RMSECV (41.70), and RMSEP (81.04) values were noticed for spectral region range from 1700 cm -1 to 1800 cm -1 , indicating the strongest correlation to the α-glucosidase inhibitory activity, while the spectral region range from 1500 cm -1 to 1700 cm -1 was found to have the lowest Rc 2 (0.71), Rcv 2 (0.52), Rp 2 (0.45) and the highest RMSEC (61.14) and RMSECV (80.21), indicating the lowest correlation to the α-glucosidase inhibitory activity. As the peak appearing in the range of 1700-1800 cm -1 is usually ascribed to C=O stretching vibration of ester groups, ketones, and carboxylic acids, there was a strong correlation between α-glucosidase inhibitory activity with those organic functional groups. The present study suggests that FTIR spectral analysis together with PLS regression analysis would be a convenient, rapid tool to determine αglucosidase inhibitory activity of plant extracts.

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Characterization of α-glucosidase inhibitory activity of Tetracera scandens leaves by Fourier transform infrared spectroscopy-based metabolomics

Cited by 6 publications

References 43 publications

Preliminary Phytochemical Screening, In Vitro Antidiabetic, Antioxidant Activities, and Toxicity of Leaf Extracts of Psychotria malayana Jack

Preliminary Phytochemical Screening, In Vitro Antidiabetic, Antioxidant Activities, and Toxicity of Leaf Extracts of Psychotria malayana Jack

Characterization of α-Glucosidase Inhibitors from Psychotria malayana Jack Leaves Extract Using LC-MS-Based Multivariate Data Analysis and In-Silico Molecular Docking

FTIR spectral correlation with alpha-glucosidase inhibitory activities of selected leafy plants extracts

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