scholarly journals Glucosinolates with their Hydrolysis Products from Two Cruciferous Plants with Study of Antidiabetic Activity Based on Molecular Docking

2021 ◽  
Vol 14 (4) ◽  
pp. 2047-2062
Author(s):  
Suliman A. Alderhami ◽  
Khaled A. Abdelshafeek ◽  
Walid E. Abdallah ◽  
Ahmed A. Elhenawy ◽  
AbdulAziz Ali Alomari
Keyword(s):  
Molecular Docking ◽  
Aluminum Oxide ◽  
Methanolic Extract ◽  
Binding Activity ◽  
Antidiabetic Activity ◽  
Therapeutic Effects ◽  
Spectroscopic Methods ◽  
Hydrolysis Products ◽  
Aluminum Oxide Column ◽  
Cruciferous Plants

Glucosinolates (Gls) are natural bioactive compounds that form metabolites called isothiocyanates (ITC) which have various therapeutic effects. This study aimed to isolate the glucosinolates of Carrichtera annua L.(DC) (CA) and Farsetia aegyptia Turra (FA) belonging to the Crucifereae family. Total Gls were isolated from the aqueous methanolic extract of the plants and further purified using an acidic aluminum oxide column. Some of the obtained Gls were identified via spectroscopic methods (UV, NMR, and MS) and the rest were hydrolyzed by myrosinase to the corresponding isothiocyanates (ITC) for identification by GC/MS. Only one Gls was identified in CA as 4-methylthio-3-butenyl Gls (MTBG) in addition to 6-methyl sulfonylhexyl isothiocyanates (ITC), while 6-methyl sulfonyl-6-hydroxy hexyl ITC, 4-pentenyl ITC, 3-methylthio propyl ITC, 5-hydroxy pentyl ITC and 4-methylsulphinyl butyl ITC were identified in FA. The Gls demonstrated high binding activity to α-glucosidase and amylase, good pharmacokinetic characteristics, and exerted no carcinogenetic effects.

scholarly journals Glucosinolates With Their Hydrolysis Products from Two Cruciferous Plants with Study of Antidiabetic Activity Based on Molecular Docking

2020 ◽  
Author(s):  
Khaled Abdelshafeek ◽  
Walid E. Abdallah ◽  
Ahmed elhenawy ◽  
Abeer Alothami ◽  
Lila Alharby ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Docking Study ◽  
Binding Activity ◽  
Antidiabetic Activity ◽  
Therapeutic Effects ◽  
Spectroscopic Measurements ◽  
Hydrolysis Products ◽  
Aluminum Oxide Column ◽  
Cruciferous Plants ◽  
Drug Studies

Abstract The glucosinolates (Gls.) are natural bioactive compounds which lead to the formation of different metabolites called isothiocyanates(ITC) having various therapeutic effects. So, this study aim to isolate the glucosinolates of both Carrichtera annua L.(DC) (CA) and Farsetia aegyptia Turra (FA) belonging to Crucifereae family. The total Gls. were isolated from the aqueous methanolic extract of both plants and further purified on acidic aluminum oxide column. Some of the obtained Gls. was identified as it is using different spectroscopic measurements (UV, NMR and MS) and the rest were hydrolyzed using myrosinase enzyme to the corresponding isothiocyanates (ITC) which were identified by GC/MS. only one glucosinolate was identified in CA as: 4-methylthio-3-butenyl Gls ( MTBG). through chromatographic and spectroscopic measurements in addition to 6-methyl sulfonylhexyl isothiocyanates(ITC), while 6-methyl sulfonyl-6-hydroxy hexyl ITC, 4-pentenyl ITC, 3-Methylthio propyl ITC, 5-hydroxy pentyl ITC and 4-methylsulphinyl butyl ITC from FA. The docking study targeted a α-glucosidase and amylase, to examine a mode of action of the 4-methylthio-3-butenylglucosinolate. Molecular docking was performed to identify potency of Gls. against hyperglycemia. The data obtained revealed that the Gls. has high binding activity Via α-glucosidase and amylase. Furthermore, further Drug studies as likeness and ADME/T were performed, which proposed that their ligands may be have a good pharmacokinetic character, with no carcinogenesis effect.

2,4-Dichloro-5-[(N-aryl/alkyl)sulfamoyl]benzoic Acid Derivatives: In Vitro Antidiabetic Activity, Molecular Modeling and In silico ADMET Screening

2019 ◽  
Vol 15 (2) ◽  
pp. 186-195 ◽  
Author(s):  
Samridhi Thakral ◽  
Vikramjeet Singh
Keyword(s):  
Molecular Docking ◽  
Benzoic Acid ◽  
Inhibitory Activity ◽  
In Silico ◽  
Computational Study ◽  
Antidiabetic Activity ◽  
Standard Drug ◽  
Benzoic Acid Derivatives ◽  
In Silico Admet ◽  
Inhibitory Potential

Background: Postprandial hyperglycemia can be reduced by inhibiting major carbohydrate hydrolyzing enzymes, such as α-glucosidase and α-amylase which is an effective approach in both preventing and treating diabetes. Objective: The aim of this study was to synthesize a series of 2,4-dichloro-5-[(N-aryl/alkyl)sulfamoyl] benzoic acid derivatives and evaluate α-glucosidase and α-amylase inhibitory activity along with molecular docking and in silico ADMET property analysis. Method: Chlorosulfonation of 2,4-dichloro benzoic acid followed by reaction with corresponding anilines/amines yielded 2,4-dichloro-5-[(N-aryl/alkyl)sulfamoyl]benzoic acid derivatives. For evaluating their antidiabetic potential α-glucosidase and α-amylase inhibitory assays were carried out. In silico molecular docking studies of these compounds were performed with respect to these enzymes and a computational study was also carried out to predict the drug-likeness and ADMET properties of the title compounds. Results: Compound 3c (2,4-dichloro-5-[(2-nitrophenyl)sulfamoyl]benzoic acid) was found to be highly active having 3 fold inhibitory potential against α-amylase and 5 times inhibitory activity against α-glucosidase in comparison to standard drug acarbose. Conclusion: Most of the synthesized compounds were highly potent or equipotent to standard drug acarbose for inhibitory potential against α-glucosidase and α-amylase enzyme and hence this may indicate their antidiabetic activity. The docking study revealed that these compounds interact with active site of enzyme through hydrogen bonding and different pi interactions.

scholarly journals Bioactive Antidiabetic Flavonoids from the Stem Bark of Cordia dichotoma Forst.: Identification, Docking and ADMET Studies

Molbank ◽  
10.3390/m1234 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1234
Author(s):  
Nazim Hussain ◽  
Bibhuti Bhushan Kakoti ◽  
Mithun Rudrapal ◽  
Khomendra Kumar Sarwa ◽  
Ismail Celik ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Binding Affinity ◽  
Mass Spectroscopy ◽  
Column Chromatography ◽  
Stem Bark ◽  
Antidiabetic Activity ◽  
Bark Extract ◽  
Computational Studies ◽  
Autodock Vina ◽  
Online Tool

Cordia dichotoma Forst. (F. Boraginaceae) has been traditionally used for the management of a variety of human ailments. In our earlier work, the antidiabetic activity of methanolic bark extract of C. dichotoma (MECD) has been reported. In this paper, two flavonoid molecules were isolated (by column chromatography) and identified (by IR, NMR and mass spectroscopy/spectrometry) from the MECD with an aim to investigate their antidiabetic effectiveness. Molecular docking and ADMET studies were carried out using AutoDock Vina software and Swiss ADME online tool, respectively. The isolated flavonoids were identified as 3,5,7,3′,4′-tetrahydroxy-4-methoxyflavone-3-O-L-rhamnopyranoside and 5,7,3′-trihydroxy-4-methoxyflavone-7-O-L-rhamnopyranoside (quercitrin). Docking and ADMET studies revealed the promising binding affinity of flavonoid molecules for human lysosomal α-glucosidase and human pancreatic α-amylase with acceptable ADMET properties. Based on computational studies, our study reports the antidiabetic potential of the isolated flavonoids with predictive pharmacokinetics profile.

scholarly journals Antioxidant and antidiabetic properties of isolated fractions from methanolic extract derived from the whole plant of Cleome viscosa L.

2020 ◽  
Vol 6 (1) ◽  
Author(s):  
Yarrappagaari Suresh ◽  
Gutha Rajasekar ◽  
Thopireddy Lavanya ◽  
Benne Lakshminarsimhulu ◽  
Kesireddy Sathyavelu Reddy ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
Antidiabetic Activity ◽  
Total Phenolic ◽  
Whole Plant ◽  
Glucose Diffusion ◽  
Ft Ir ◽  
Study Support ◽  
Important Medicinal Plant ◽  
Cleome Viscosa

Abstract Background Cleome viscosa is considered as an important medicinal plant extensively used in India, China, Bangladesh, and a few countries in Africa. In the present study, in vitro anti-radical and antidiabetic potential of isolated fractions of methanolic extract of C. viscosa whole plant (MeCV) has been investigated. The identification of polyphenols and their related functional groups in the bioactive fraction was categorized by using HPLC and FT-IR. Results The total phenolic and flavonoid contents of F-D were higher than those of F-A, F-B, and F-C. The F-D exhibited superior antioxidant capacity when compared with the remaining three fractions. However, the F-D showed the highest glucose diffusion activity over the 30 min–27 h incubation period and also inhibited both α-glucosidase and α-amylase enzyme activity. HPLC analysis revealed the presence of the two known compounds (protocatechuic acid hexoside, rutin) and six unknown compounds in the F-D. FTIR spectrum confirmed the presence of phenol group. Conclusion The isolated F-D obtained from MeCV displayed superior antioxidant and antidiabetic activity which indicate the presence of polyphenols in the fraction. The data findings of the present study support the traditional uses of the whole plant of C. viscosa as a promising natural source of biological medicines for oxidative stress and diabetes.

Flavon- and Flavonolglycosides from Achillea pannonica Scheele

2001 ◽  
Vol 56 (7-8) ◽  
pp. 521-525 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
Shi Shan Yuc ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Spectroscopic Methods ◽  
Esi Ms ◽  
Aerial Parts ◽  
Nmr Techniques ◽  
Chemotaxonomic Study ◽  
First Time ◽  
C Nmr

The detailed investigation of a methanolic extract of aerial parts of Achillea pannonica SCHEELE. within a chemotaxonomic study led to the isolation of 6 flavonoid glycosides. Besides rutin, apigenin-7-O-glucopyranoside, luteolin-7-O-glucopyranoside, apigenin-7-O-rutinoside and acacetin-7-O-rutinoside, an unusual flavondiglucoside was isolated. Its structure was established by UV, 1HNMR and 13C NMR spectroscopic methods including 2D-NMR techniques and ESI-MS as luteolin-7,4′-O-β-diglucoside. This substance is reported for the first time in the genus Achillea. Chemotaxonomic aspects are discussed briefly

Molecular interaction of inorganic mercury(ii) with catalase: a spectroscopic study in combination with molecular docking

RSC Advances ◽  
2015 ◽  
Vol 5 (97) ◽  
pp. 79874-79881 ◽  
Author(s):  
Linfeng Chen ◽  
Jing Zhang ◽  
Yaxian Zhu ◽  
Yong Zhang
Keyword(s):  
Molecular Docking ◽  
Spectroscopic Study ◽  
Molecular Interaction ◽  
Inorganic Mercury ◽  
Spectroscopic Methods

Interaction of inorganic mercury(ii) with catalase was investigated using spectroscopic methods. Moreover, molecular docking was used to distinguish the interactions between different species of inorganic mercury(ii) and catalase.

Antidiarrheal activity of Bridelia ferruginea bark methanolic extract involves modulation ATPases in mice and inhibition of muscarinic acetylcholine receptor (M3) and prostaglandin E2 receptor 3 (EP3) in silico

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Blessing Olugbamila Omolaso ◽  
Julius Kolawole Adesanwo ◽  
Ahmed Adebayo Ishola ◽  
Adeoti Gbemisola Adegoke ◽  
Francis O. Akingbule ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Prostaglandin E2 ◽  
Acetylcholine Receptor ◽  
Methanolic Extract ◽  
Muscarinic Acetylcholine Receptor ◽  
Gastrointestinal Transit ◽  
Muscarinic Acetylcholine ◽  
Bridelia Ferruginea ◽  
Antidiarrheal Activity ◽  
Prostaglandin E2 Receptor

Abstract Objectives Diarrhea, an abnormal state in which the individual has about three or more daily bowel movements, is now considered one of the most challenging global public health problems. Using plant products, such as Bridelia ferruginea is an alternative treatment option. The objective of this study was to investigate the antidiarrheal activity of B. ferruginea bark methanolic extract (BfME) and the mechanisms involved. Methods BfME antidiarrheal activity was evaluated in mice model of castor oil-induced diarrhea and enteropooling. To evaluate motility, gastrointestinal transit time was carried out using phenol red meal, while intestinal activities of selected ATPases were also evaluated. Furthermore, the active components in BfME were detected by GC-MS analysis, while molecular docking of the most abundant compounds with muscarinic acetylcholine receptor (M3) and prostaglandin E2 receptor 3 (EP3) were conducted. Results BfME at 400 and 800 mg/kg showed antidiarrheal activity by delaying onset of diarrhea, reduced gastrointestinal transit and increased intestinal activities of Na+ K+-ATPase, Ca2+ Mg2+-ATPase and Mg2+-ATPase. Molecular docking revealed that γ-sitosterol, α-amyrin, and stigmasterol have outstanding binding affinity for M3 and EP3. Conclusions In view of these results, the observed antidiarrheal activity possibly occurs via the activation of ATPases activities and inhibition of M3 and EP3.

scholarly journals IN SILICO STUDIES ON FUNCTIONALIZED AZAGLYCINE DERIVATIVES CONTAINING 2, 4-THIAZOLIDINEDIONE SCAFFOLD ON MULTIPLE TARGETS

2017 ◽  
Vol 9 (8) ◽  
pp. 209 ◽  
Author(s):  
Arifa Begum ◽  
Shaheen Begum ◽  
Prasad Kvsrg ◽  
Bharathi K.
Keyword(s):  
Molecular Docking ◽  
Oral Bioavailability ◽  
In Silico ◽  
Viral Infections ◽  
Target Prediction ◽  
Docking Studies ◽  
Antidiabetic Activity ◽  
Molecular Docking Studies ◽  
In Silico Studies ◽  
Glycine Derivative

Objective: The 2, 4-thiazolidinedione containing compounds could lead to most promising scaffolds with higher efficiency toward the targets recognized for its antidiabetic activity when combined with azaglycine moiety. The objective of the present work was to merge functionalized aza glycines with 2, 4-thiazolidinediones, perform in silico evaluation by molecular properties prediction and undertake the molecular docking studies with targets relevant to diabetes, bacterial and viral infections using Swiss Dock programme for unraveling the target identification which can be used for further designing.Methods: (i) In silico studies were performed using Molinspiration online tool, Swiss ADME website and Swiss Target Prediction websites to compute the physicochemical descriptors, oral bioavailability and brain penetration. (ii) Molecular docking studies were performed using Swiss Dock web service for enumeration of binding affinities and assess their biological potentiality.Results: The results predicted good drug likeness, solubility, permeability and oral bioavailability for the compounds. All the compounds showed good docking scores as compared to the reference drugs. The N-oleoyl functionalized aza glycine derivative demonstrated superior binding properties towards all the studied target reference proteins, suggesting its significance in pharmacological actions.Conclusion: The binding interactions observed in the molecular docking studies suggest good binding affinity of the oleoyl functionalized aza glycine derivative, indicating that this derivative would be a promising lead for further investigations of anti-viral, anti-inflammatory and anti-diabetic activities.

scholarly journals Computational Analysis for Physicochemical Properties of Compounds in Senna auriculata Leaves Methanolic Extract to have Antidiabetic Potentials and their Molecular Interaction with α-amylase

2021 ◽  
pp. 30-42
Author(s):  
Abdulaziz Bin Dukhyil
Keyword(s):  
Molecular Docking ◽  
Physicochemical Properties ◽  
Methanolic Extract ◽  
Natural Compounds ◽  
Physicochemical Analysis ◽  
Dynamics Simulation ◽  
Carbohydrate Hydrolysis ◽  
Catalytic Active Site ◽  
Inhibitory Potential

Aims: Diabetes mellitus (DM) is chronic disorder well known for increased glucose level in blood. This disease can be controlled by inhibiting the enzyme (e.g., α-amylase) involve in carbohydrate hydrolysis. Senna auriculata leaves methanolic extract (SALME) have potential antidiabetic properties and it was also found to be safe in preclinical studies. In this study the aim was to explore the molecular interactions of α-amylase and bioactive compounds in SALME and their physicochemical properties. Methodology: Computational approach such as molecular docking and physicochemical analysis prediction was applied to understand the antidiabetic potential of natural compounds present in SALME. Results: The results showed from physicochemical analysis that out of 11 only 7 compounds are having drug like properties which are orally and intestinally better bioavailable. Furthermore, molecular docking analysis explained that three compounds (C3, C4, and C7) have lower binding energy, ΔG (-8, -9.1, -9.5 kcal/mol) and better binding affinity, Ki (7.31 x 105, 4.68 x 106, and 9.2 x 106 M-1, respectively) than the acarbose ΔG (-7.8 kcal/mol) and Ki (6.18 x 105 M-1), a well-known FDA approved medication for DM. The study also explained the binding pattern that the catalytic residue such as Asp197, Glu233 and Asp300 are involved in stabilizing the natural compounds with in the catalytic active site of target enzyme. Conclusions: From the results it has been concluded that these three compounds found in SALME have better inhibitory potential for α-amylase in comparison with acarbose. Further validation of the findings is required through molecular dynamics simulation, ADME-T study, and in-vitro enzyme inhibition by the purified compounds.

scholarly journals Characterization of Possible α-Glucosidase Inhibitors from Trigonella stellata Extract Using LC–MS and In Silico Molecular Docking

Plants ◽  
2022 ◽  
Vol 11 (2) ◽  
pp. 208
Author(s):  
Ahlam Elwekeel ◽  
Dalia El Amir ◽  
Enas I. A. Mohamed ◽  
Elham Amin ◽  
Marwa H. A. Hassan ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Docking Study ◽  
Docking Studies ◽  
Antidiabetic Activity ◽  
Flavonoid Glycosides ◽  
Total Phenolic ◽  
Cytotoxic Activities ◽  
Alcoholic Extract ◽  
Molecular Docking Study

The current study accentuates the significance of performing the multiplex approach of LC-HRESIMS, biological activity, and docking studies in drug discovery, taking into consideration a review of the literature. In this regard, the investigation of antioxidant and cytotoxic activities of Trigonella stellata collected from the Egyptian desert revealed a significant antioxidant capacity using DPPH with IC50 = 656.9 µg/mL and a moderate cytotoxicity against HepG2, MCF7, and CACO2, with IC50 values of 53.3, 48.3, and 55.8 µg/mL, respectively. The evaluation of total phenolic and flavonoid contents resulted in 32.8 mg GAE/g calculated as gallic acid equivalent and 5.6 mg RE/g calculated as rutin equivalent, respectively. Chemical profiling of T. stellata extract, using LC-HRESIMS analysis, revealed the presence of 15 metabolites, among which eleven compounds were detected for the first time in this species. Interestingly, in vitro testing of the antidiabetic activity of the alcoholic extract noted an α-glucosidase enzyme inhibitory activity (IC50 = 559.4 µg/mL) better than that of the standard Acarbose (IC50 = 799.9 µg/mL), in addition to a moderate inhibition of the α-amylase enzyme (IC50 = 0.77 µg/mL) compared to Acarbose (IC50 = 0.21 µg/mL). α-Glucosidase inhibition was also virtualized by binding interactions through the molecular docking study, presenting a high binding activity of six flavonoid glycosides, as well as the diterpenoid compound graecumoside A and the alkaloid fenugreekine. Taken together, the conglomeration of LC-HRESIMS, antidiabetic activity, and molecular docking studies shed light on T. stellata as a promising antidiabetic herb.

Sign in / Sign up

Export Citation Format

Share Document