Triterpenoids from the seedpods of Holarrhena curtisii King and Gamble

Srisurichan, Suphongphan; Pornpakakul, Surachai

doi:10.1016/j.phytol.2015.04.013

Cited by 11 publications

(9 citation statements)

References 26 publications

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“…The EMZSB has exhibited significant (p < 0.01) α-glucosidase inhibition with an IC 50 value of 119.79 ± 1.52 µg mL −1 as compared to AEMZSB, when acarbose was the reference standard. These findings of moderate α-glucosidase inhibitory effects by EMZSB inclined us to rely on the provenance of a profusion of the varied amount of phytochemicals in this bark like spinasterol (Nkobole et al 2021), (+)-dihydrokaempferol (Saltos et al 2015), lupeol acetate (Srisurichan and Pornpakakul 2015), stigmasterol (Kumar et al 2013), ergosterol peroxide (Eawsakul et al 2021), and hederagonic acid (Xiao-An et al 2010) which were earlier reported for their α-glucosidase inhibition capabilities.…”

Section: Discussionmentioning

confidence: 69%

Screening of Manilkara zapota (L) P. Royen stem bark ethanolic extract for in vitro α-glucosidase inhibition, preliminary antidiabetic effects, and improvement of diabetes and its complications in alloxan-induced diabetes in Wistar rats

Karle

Dhawale

Mandade³

et al. 2022

Bull Natl Res Cent

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Background A perusal of the literature suggested that Manilkara zapota (L.) P. Royen stem bark (MZSB) is enriched with several bioactive phytoconstituents but had not been yet screened for its in vitro and in vivo antidiabetic potentials. Thus, the present study aimed to investigate the effects of 70% ethanolic extract of Manilkara zapota (L) P. Royen stem bark (EMZSB) in DPPH- and H2O2-scavenging assay, in vitro α-glucosidase inhibition assay, ameliorating diabetes and its complications in alloxan-induced diabetes in Wistar rats. Results With a maximum extractive yield of 9.16% w/w, EMZSB has shown the presence of various phytochemicals like flavonoids, phenolic compounds, tannins, anthraquinone glycosides, steroids, terpenoids, and alkaloids. EMZSB has elucidated a considerable in vitro free radical scavenging potential by DPPH and H2O2 assays when compared with absolute ethanolic extract of Manilkara zapota (L) P. Royen stem bark (AEMZSB), while ascorbic acid was taken as the standard. Further, EMZSB demonstrated high in vitro α-glucosidase enzyme inhibition potential (IC50 = 119.79 ± 1.52 µg/mL) than AEMZSB (IC50 = 129.92 ± 2.29 µg/mL) with a significant difference (p < 0.01), when acarbose was taken as reference inhibitor (IC50 = 86.43 ± 1.26 µg/mL). During acute toxicity studies EMZSB was safe up to 2000 mg kg−1 doses while, found causing moribund status followed by mortality in mice at 3000 mg kg−1 and above doses. A preliminary antidiabetic study with EMZSB-250 mg kg−1 in normal rats showed no sign of hypoglycemia; however, a dose-dependent antihyperglycemic effects were observed in oral glucose tolerance test in glucose-loaded rats. In vivo assessment with EMZSB-250 mg kg−1 in alloxan-induced rats demonstrated significant blood glucose-lowering effects with perfection in serum lipid profile, body weight enhancement, cardiovascular risk indices, nephroprotective effects, augmentation in liver glycogen content, and histopathological evidence of normal architecture of kidneys with no marks for nephritis. Conclusions EMZSB-250 showed significant antidiabetic effects and ameliorated diabetic complications by improving glycemic control and accompanying biochemical alteration.

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Section: Discussionmentioning

confidence: 69%

Screening of Manilkara zapota (L) P. Royen stem bark ethanolic extract for in vitro α-glucosidase inhibition, preliminary antidiabetic effects, and improvement of diabetes and its complications in alloxan-induced diabetes in Wistar rats

Karle

Dhawale

Mandade³

et al. 2022

Bull Natl Res Cent

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“…In contrast, the IC 50 of CE-ol and isoCE-ol could not be estimated because their inhibitory rate was below 10% at the highest concentration, 30 μg mL −1 , in both α-glucosidase and α-amylase inhibitory assays. The IC 50 of CE-ol is reportedly more than 1000 μM, while that of acarbose is 884.6 μM in the α-glucosidase inhibitory assay (Srisurichan & Pornpakakul, 2015). Therefore, based on the structure and activity of these four triterpenes, our results indicate that the carbonyl ketone at C-3 is crucial for their α-glucosidase and α-amylase inhibitory activity.…”

Section: Identification Of Four Compounds From Banana Peel By Nmr Analysismentioning

confidence: 60%

Major triterpenes, cycloeucalenone and 31‐norcyclolaudenone as inhibitors against both α‐glucosidase and α‐amylase in banana peel

Shang

Koyama

2021

Int J of Food Sci Tech

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The inhibitory activities of banana peel extract against carbohydrate digestive enzymes were investigated. Cycloeucalenone and 31-norcyclolaudenone were obtained by bioassay-guided fractionation as effective inhibitors of α-glucosidase and α-amylase. The structure-activity relationships of four triterpenes isolated from banana peel, cycloeucalenone, 31-norcyclolaudenone and cycloeucalenol and its isomer were investigated. The IC 50 values of cycloeucalenone and 31-norcyclolaudenone against α-glucosidase were 31.83 AE 2.46 μM and 38.85 AE 1.54 μM, respectively, and their IC 50 values against α-amylase were 20.33 AE 0.59 μM and 27.63 AE 0.83 μM, respectively. In contrast, cycloeucalenol and its isomer had insufficient inhibitory activity against either enzyme. The primary active sites of cycloeucalenone and 31-norcyclolaudenone are the carbonyl group at C-3 and the double bond in the side chain. Cycloeucalenone induced a parabolic mixed-type inhibition with a K i value of 73.86 μM in the α-glucosidase inhibitory assay. This study provides new evidence for the potential use of banana peel triterpenes as antidiabetic agents.

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“…Inhibitory activity was assessed with the help of the substrate pNPG and the active enzyme α-glucosidase on the basis of a previous study with slight modifications. 26 Specific volumes of the test sample dissolved in dimethylsulfoxide (DMSO) suitable to prepare different concentration gradients (10 μL) were transferred to each well of a 96-well plate. Subsequently, 30 μL of 0.1 mol/L phosphate-buffered saline (PBS) at pH 6.8 and 10 μL of 1 U/mL α-glucosidase dissolved in PBS were added.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

Insights into an α-Glucosidase Inhibitory Profile of 4,4-Dimethylsterols by Multispectral Techniques and Molecular Docking

Xie

Karrar

Zheng

et al. 2021

J. Agric. Food Chem.

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Inhibition of α-glucosidase activity is closely related to the treatment of type 2 diabetes. However, the potential mechanism by which 4,4-dimethylsterols inhibit α-glucosidase has not been elucidated. In this work, the inhibitory activity and mechanism of 4,4-dimethylsterols against α-glucosidase were studied through kinetic analysis, fluorescence spectroscopy, ultraviolet spectroscopy, circular dichroism, and molecular docking. 4,4-Dimethylsterols showed higher inhibition activity against α-glucosidase than acarbose with an IC50 value of 0.71 mg/mL and a noncompetitive inhibition type. They could bind to α-glucosidase through van der Waals forces and hydrogen bonds and quench its endofluorescence with a static quenching mechanism. Changes in the secondary structure of α-glucosidase were induced by its binding interaction with 4,4-dimethylsterols. Molecular docking further indicated that a hydrogen bond was generated between OH at the C-3 position of 4,4-dimethylsterols and the α-glucosidase residue Arg-442. This study provides new insights into the potential utilization of 4,4-dimethylsterols as antidiabetic phytochemicals in dietary supplements.

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Triterpenoids from the seedpods of Holarrhena curtisii King and Gamble

Cited by 11 publications

References 26 publications

Screening of Manilkara zapota (L) P. Royen stem bark ethanolic extract for in vitro α-glucosidase inhibition, preliminary antidiabetic effects, and improvement of diabetes and its complications in alloxan-induced diabetes in Wistar rats

Screening of Manilkara zapota (L) P. Royen stem bark ethanolic extract for in vitro α-glucosidase inhibition, preliminary antidiabetic effects, and improvement of diabetes and its complications in alloxan-induced diabetes in Wistar rats

Major triterpenes, cycloeucalenone and 31‐norcyclolaudenone as inhibitors against both α‐glucosidase and α‐amylase in banana peel

Insights into an α-Glucosidase Inhibitory Profile of 4,4-Dimethylsterols by Multispectral Techniques and Molecular Docking

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