Synthesis, characterization, antioxidant activity of β-diketonates, and effects of coordination to copper(II) ion on their activity: DNA, BSA interactions and molecular docking study

2019 ◽  
Vol 15 ◽  
Author(s):  
Nenad Joksimović ◽  
Jelena Petronijević ◽  
Nenad Janković ◽  
Marijana Kosanić ◽  
Dušan Milivojević ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Molecular Docking ◽  
Spectroscopic Method ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Docking Study ◽  
Biologically Active ◽  
Scavenging Activity ◽  
Molecular Docking Study

Background: In order to make some progress in discovering the more effective way to eliminate ROS which cause the oxidative stress in organism in humans and bearing in mind the fact that ethyl-2-hydroxy-4-aryl(alkyl)-4-oxo-2-butenoates (β-diketonates) belong to a class of biologically active compounds, series of β-diketonates were synthesized, characterized, and tested to evaluate there antioxidant activity. Further, to investigate how coordination to copper(II) ion affects the activity of β-diketonates, appropriate complexes were synthesized and characterized. Methods: All complexes were characterized by UV-Vis, IR, and EPR spectroscopy, MS spectrometry, and elemental analysis. Fluorescence spectroscopic method was used for investigations of the interactions between biomacromolecules (DNA or BSA) and compound 2E. Viscosity measurements and molecular docking study were performed to confirm the mode of interactions between DNA and BSA and compound 2E. Results: Scavenging activity on DPPH radical revealed that compounds 2A, 2B, and 2E possess largest free radical scavenging, comparable to standard while results of superoxide anion scavenging activities of tested samples showed that maximum scavenging activity (IC50=168.92 µg/mL) was found for 2E, very similar to standard ascorbic acid, followed by 2B and 2G. Results of the interactions between biomacromolecules and 2E indicated that 2E has the affinity to displace EB from the EB-DNA complex through intercalation [Ksv = (3.7 ± 0.1) × 103 M-1], while Ka value obtained via titration of BSA with 2E [Ka = (4.2 ± 0.2) × 105 M-1], support the fact that the significant amount of the drug could be transported and distributed through the cells. Conclusions: All β-diketonates exhibited better scavenging activities than their corresponding copper complexes. Among all tested compounds, 2E gave the highest reducing power, even higher than standard ascorbic acid, while reducing power for compounds 2A and 2B was also good but lower than standard. DNA and BSA binding study for 2E showed that this compound has potential to be used as medicament.

Novel 1,2-thiazine-pyridine hybrid: Design, synthesis, antioxidant activity and molecular docking study

2022 ◽  
Vol 19 ◽  
Author(s):  
Rania B. Bakr ◽  
Nadia A.A. Elkanzi
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Docking Study ◽  
Molecular Docking Study ◽  
Sod Activity ◽  
Design Synthesis ◽  
In Silico Docking

Background & objectives: 1,2-thiazine and pyridine heterocycles drew much attention due to their biological activities including antioxidant activity. Based upon fragment based drug design, novel pyrido[1,2]thiazines 9a-c, thiazolidinopyrido[1,2]thiazines 10a-c and azetidinopyrido[1,2]thiazines 11a-c were designed and prepared. Methods: These novel derivatives 9a-c, 10a-c and 11a-c were subjected to screening for their antioxidant activity via various assays as DPPH radical scavenging potential, reducing power assay and metal chelating potential. Results: All the assayed derivatives exhibited excellent antioxidant potential and the tested compounds 9a, 9b, 10a, 10b, 11a and 11b exhibited higher DPPH scavenging potential (EC50 = 32.7, 53, 36.1, 60, 40.6 and 67 µM, respectively) than ascorbic acid (EC50 = 86.58 µM). While targets 9a, 10a and 11a (RP50 = 52.19, 59.16 and 52.25 µM, respectively) exhibited better reducing power than the ascorbic acid (RP50 = 84.66 µM). Computational analysis had been utilized to prophesy the bioactivity and molecular properties of the target compounds. Conclusion: To predict the binding manner of the novel derivatives as antioxidants, in-silico docking study had been performed to all the newly prepared compounds inside superoxide dismutase (SOD) and catalase (CAT) active site. The most active antioxidant candidate 9a (EC50 = 32.7 µM, RP50 = 52.19 µM) displayed excellent binding with Lys134 amino acid residing at Cu-Zn loop of SOD with binding energy score = -7.54 Kcal/mol thereby increase SOD activity and decrease reactive oxygen species.

scholarly journals Antioxidant Activity and Molecular Docking Study of Volatile Constituents from Different Aromatic Lamiaceous Plants Cultivated in Madinah Monawara, Saudi Arabia

Molecules ◽  
2021 ◽  
Vol 26 (14) ◽  
pp. 4145
Author(s):  
Amr Farouk ◽  
Mohamed Mohsen ◽  
Hatem Ali ◽  
Hamdy Shaaban ◽  
Najla Albaridi
Keyword(s):  
Antioxidant Activity ◽  
Molecular Docking ◽  
Radical Scavenging ◽  
Docking Study ◽  
Gas Chromatography Mass Spectrometry ◽  
Total Phenolic ◽  
Molecular Docking Study ◽  
Mentha Spicata ◽  
Volatile Constituents ◽  
Antioxidant Agents

A comparative study of volatile constituents, antioxidant activity, and molecular docking was conducted between essential oils from Mentha longifolia L., Mentha spicata L., and Origanum majorana L., widely cultivated in Madinah. The investigation of volatile oils extracted by hydrodistillation was performed using Gas Chromatography-Mass Spectrometry (GC-MS). A total number of 29, 42, and 29 components were identified in M. longifolia, M. spicata, and O. majorana representing, respectively, 95.91, 94.62, and 98.42, of the total oils. Pulegone (38.42%), 1,8-cineole (15.60%), menthone (13.20%), and isopulegone (9.81%) were the dominant compounds in M. longifolia oil; carvone (35.14%), limonene (27.11%), germacrene D (4.73%), and β-caryophyllene (3.02%) were dominant in M. spicata oil; terpin-4-ol (42.47%), trans-sabinene hydrate (8.52%), γ-terpinene (7.90%), α-terpineol (7.38%), linalool (6.35%), α-terpinene (5.42%), and cis-sabinene hydrate (3.14%) were dominant in O. majorana oil. The antioxidant activity, assessed using DPPH free radical–scavenging and ABTS assays, was found to be the highest in O. majorana volatile oil, followed by M. spicata and M. longifolia, which is consistent with the differences in total phenolic content and volatile constituents identified in investigated oils. In the same context, molecular docking of the main identified volatiles on NADPH oxidase showed a higher binding affinity for cis-verbenyl acetate, followed by β-elemene and linalool, compared to the control (dextromethorphan). These results prove significant antioxidant abilities of the investigated oils, which may be considered for further analyses concerning the control of oxidative stress, as well as for their use as possible antioxidant agents in the pharmaceutical industry.

scholarly journals Studies on the antioxidant activity of Costus igneus leaf extract

2018 ◽  
Vol 10 (1) ◽  
pp. 9-15
Author(s):  
Nimmy Chacko ◽  
CS Shastry ◽  
Prerana Shetty
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Plant Extract ◽  
Leaf Extract ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Scavenging Activity ◽  
Dpph Assay ◽  
Reducing Power Assay ◽  
Costus Igneus

Plan: The antioxidant activity studies of the extract of Costus igneus leaves Preface: Costus igneus commonly known as fiery costus or Spiral flag is a species of herbaceous plant. It is claimed to help build up insulin in the human body and is sometimes referred to as insulin plant. Insulin plant Costus igneus (Fam: Zingiberaceae) is a tropical evergreen shrub with large, smooth, dark green leaves. The Costus igneus is valued mainly for its tonic, stimulant, and antiseptic properties. It is said to be aphrodisiac and to be able to prevent the hair from turning grey. Its root is anodyne, antibacterial, antispasmodic, aphrodisiac, carminative, stimulant, stomachic, tonic and vermifuge. Methodology: In the present study the antioxidant activity of the leaf extract was studied using four methods viz. DPPH assay, reducing power assay, superoxide radical scavenging assay, and Folin-ciocalteu assay. Outcome: The studies have proved that extract possesses antioxidant activity. In reducing power assay, the plant extract showed 75.43 % increase in reducing power compared to Ascorbic acid which showed 91.94%, at a concentration of 16µg/ml. In DPPH assay, plant extract produced 71.85% DPPH scavenging activity, compared to Ascorbic acid which produced 84.47% at a concentration of 160µg/ml. In superoxide scavenging activity, the plant extract produced 68.19% radical scavenging activity compared to the standard which showed 79.78% at a concentration of 800µg/ml. The IC50 was found to be177 and 367 µg/ ml of the standard and plant extract respectively.

scholarly journals Antioxidant, α-Glucosidase Inhibitory Activity and Molecular Docking Study of Gallic Acid, Quercetin and Rutin: A Comparative Study

2019 ◽  
Vol 3 (2) ◽  
pp. 67 ◽  
Author(s):  
Agus Limanto ◽  
Adelina Simamora ◽  
Adit Widodo Santoso ◽  
Kris Herawan Timotius
Keyword(s):  
Antioxidant Activity ◽  
Molecular Docking ◽  
Gallic Acid ◽  
Inhibitory Activity ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Interaction Mechanism ◽  
Docking Study ◽  
Butylated Hydroxytoluene ◽  
Molecular Docking Study

Background: Plant-phenolics and flavonoids, including gallic acid, quercetin and rutin, are considered as safe inhibitors for α-glucosidase. This study aimed to compare antioxidant and α-glucosidase inhibitory activities of gallic acid (GA), quercetin (QUE) and rutin (RUT).Materials and Methods: Pure compounds of GA, QUE, and RUT were used. Their antioxidant and inhibitory activity on α-glucosidase were investigated spectroscopically, including their kinetic analysis and interaction mechanism by docking simulation.Results: All the tested compounds (GA, QUE, and RUT) showed good antioxidant activity better than the standards ascorbic acid (AA) and butylated hydroxytoluene (BHT), with QUE showing the highest antioxidant activity based on 2,2-diphenyl1-picrylhydrazyl (DPPH) radical scavenging activity. Based on their reducing properties, the activities of the compounds follow the following order: AA > GA > BHT > QUE > RUT. Both GA and RUT induced a competitive type of inhibition, with activities stronger than acarbose (IC50 = 823 μg/mL), whereas QUE inhibited in a mixed type manner. The IC50 of GA, QUE, and RUT were 220.12, 65.52, and 224.55 μg/mL respectively. The results obtained from molecular docking indicate that all compounds have affinity in the active site pocket of α-glucosidase, with the hydrogen bond being the major force involved in each compound binding to the enzyme.Conclusion: In conclusion, QUE has better antioxidant and α-glucosidase inhibitory activity than GA and RUT. This work provides insights into the interactions between GA, QUE, and RUT and α-glucosidase.Keywords: docking, gallic acid, α-glucosidase, rutin, quercetin

scholarly journals The Nutritional Composition, Antioxidant Activity and Common Phytochemicals of Selected BARI Mango Varieties and Commercial Cultivar Langra

2020 ◽  
Vol 2 (6) ◽  
Author(s):  
Mohammad Mainuddin Molla ◽  
Ashfak Ahmed Sabuz ◽  
Md. Golam Ferdous Chowdhury ◽  
Md. Hafizul Haque Khan ◽  
Mahfujul Alam ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Free Radical ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Nutritional Composition ◽  
Free Radical Scavenging ◽  
Anthocyanin Content ◽  
Scavenging Activity

The present study sought to explore the nutritional composition, bioactive phytochemicals and antioxidant activity of BARI mango-4, BARI mango-6 and Langra cultivar. The total phenolic (TPH), vitamin C, total carotene, ß-carotene content and antioxidant activity of the mangos were determined by 1,1- diphenyl-2picryl hydrazyl (DPPH) scavenging and reducing power assays (RPA). Phenolic compounds were assessed using high-performance liquid chromatography coupled with a photodiode array detector and auto sampler. Results revealed that moisture, TSS, pH, total acidity, reducing, total sugar and energy of the BARI mango-4 and BARI mango-6 were 76.54 and 75.24 %, 17.10°B and 21.20°B, 4.90 and 5.01, 0.49 and 0.50 %, 3.90 and 4.54 %, 11.20 and 13.46 % and 4028.06 and 3950.27 cal/g respectively whereas the Langra cultivar remained 76.33 %, 17.63°B, 4.25, 0.63 %, 2.79 %, 9.79 % % and 3871.28 cal/g respectively. Phytochemicals especially TPH, ascorbic acid, total flavonoid (TF), total carotenoid (TC), ß-carotene and total anthocyanin content (TAC) of the BARI mango-4 and BARI mango-6 were 20.53 and 20.67 mg GAE/g, 39.98 and 26.26 mg/100 g, 3.14 mg and 2.87 QE/g, 76.38 and 81.33 mg/100 g, 28.17 and 65.84 µg/100 g and 1.67 and 11.69 mg/100 respectively whereas the Langra contained 19.90 mg GAE/g, 25.53 mg/100g, 1.38 mg QE/g, 4.21 mg/100 g, 31.00 µg/100 g and18.22 mg/100 g respectively. In case of antioxidant activities total antioxidant capacity, DPPH radical scavenging activity, reducing power capacity (RPC), metal chelating capacity (MCC), Nitric oxide (NO) free radical scavenging activity and IC50 of the BARI mango-4 and BARI mango-6 were 229.00 and 309.00 µg of ascorbic acid/mg of extract, 96.84 and 94.73 %, 12.20 and 9.71 µg/mL, 157.36 and 132.89 %, 61.74 and 72.65 µg/mL and 0.59 and 0.71 µg/mL respectively whereas the Langra cultivar contained 194.25 µg of ascorbic acid/mg of extract, 87.94 %, 2.54 µg/mL, 177.80 %, 53.74 µg/mL and 25.11 µg/mL respectively. The results indicate that BARI mango-4 and BARI mango-6 exhibited rich source of TPH, TC, ß-carotene, ascorbic acid, TA, TAC and NO free radical scavenging activity whereas the Langra is the rich source of MCC and anthocyanin content. Phenolic acids were leading agent in BARI mango-4 and BARI mango-6. Moreover, BARI mango-4 and BARI mango-6 extract had a great potential to fight free radical chain reactions and for usage in therapeutic applications.

scholarly journals Antioxidant Activity from the Enzymatic Hydrolysates of Chlorella sorokiniana and Its Potential Peptides Identification in Combination with Molecular Docking Analysis

2021 ◽  
Vol 22 (4) ◽  
Author(s):  
Nur Maulida Safitri ◽  
Jue-Liang Hsu ◽  
Wiga Alif Violando
Keyword(s):  
Antioxidant Activity ◽  
Molecular Docking ◽  
Health Effect ◽  
Radical Scavenging ◽  
Docking Study ◽  
Chlorella Sorokiniana ◽  
Exchange Chromatography ◽  
Molecular Docking Study ◽  
Dpph Scavenging ◽  
Strong Cation Exchange Chromatography

Chlorella sorokiniana is an edible microalga known for its high protein content with a balanced amino acid composition, nutritional value, beneficial health effect, and natural antioxidant. The enzymatic assays was used to extract the peptides of C. sorokiniana which was an uncommon method to test the antioxidant activity. In this research, protein of C. sorokiniana was extracted, purified, and hydrolyzed in several enzymes and kept at 37°C for 16h. Hence, enzymatic hydrolysate <3kDA was fractionated into 11 portions (C0%, C10%, to C100%) by using offline Strong Cation Exchange Chromatography (SCX) and their antioxidant activity was tested using DPPH (2.2-diphenyl-1-picrylhydrazyl) radical scavenging assay. The results indicated that C80%, contributed to the highest free DPPH scavenging on C. sorokiniana hydrolysate with the inhibition of 22.04%. Furthermore, to find the candidate peptides, this fraction was injected into LC-MS/MS for characterization of it's DPPH inhibitation. LSSATSAPS (m/z 1638,78) and AGLYGHPQTQEE (m/z 1328.59) are peptides that were identified and confirmed by LC-MS/MS. The molecular docking study was conducted to provide the binding simulation between these peptides and the ROS1 as the receptor. In conclusion, our results suggested that the aforementioned peptides were attached to ROS1 binding site and contributed to its potential antioxidant activity.

scholarly journals Antiglycation and Antioxidant Properties of Ficus deltoidea Varieties

2020 ◽  
Vol 2020 ◽  
pp. 1-16
Author(s):  
Nur Sumirah Mohd Dom ◽  
Nurshieren Yahaya ◽  
Zainah Adam ◽  
Nik Mohd Afizan Nik Abd. Rahman ◽  
Muhajir Hamid
Keyword(s):  
Antioxidant Activity ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Protein Carbonyl ◽  
Scavenging Activity ◽  
Dpph Radical ◽  
Dpph Radical Scavenging Activity ◽  
Ficus Deltoidea ◽  
Dpph Radical Scavenging

The present study aimed to evaluate the potential of standardized methanolic extracts from seven Ficus deltoidea varieties in inhibiting the formation of AGEs, protein oxidation, and their antioxidant effects. The antiglycation activity was analyzed based on the inhibition of AGEs, fructosamine, and thiol groups level followed by the inhibition of protein carbonyl formation. The antioxidant activity (DPPH radical scavenging activity and reducing power assay) and total phenolic contents were evaluated. After 28 days of induction, all varieties of Ficus deltoidea extracts significantly restrained the formation of fluorescence AGEs by 4.55–5.14 fold. The extracts also reduced the fructosamine levels by 47.0–86.5%, increased the thiol group levels by 64.3–83.7%, and inhibited the formation of protein carbonyl by 1.36–1.76 fold. DPPH radical scavenging activity showed an IC50 value of 66.81–288.04 μg/ml and reducing power activity depicted at 0.02–0.24 μg/ml. The extent of phenolic compounds present in the extracts ranged from 70.90 to 299.78 mg·GAE/g. Apart from that, correlation studies between the activities were observed. This study revealed that seven varieties of Ficus deltoidea have the potential to inhibit AGEs formation and possess antioxidant activity that might be attributed to the presence of phenolic compounds.

scholarly journals Antioxidant and Anticancer Activities of Wampee (Clausena lansium(Lour.) Skeels) Peel

2009 ◽  
Vol 2009 ◽  
pp. 1-6 ◽  
Author(s):  
K. Nagendra Prasad ◽  
Jing Hao ◽  
Chun Yi ◽  
Dandan Zhang ◽  
Shengxiang Qiu ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Ethyl Acetate ◽  
Antioxidant Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Total Phenolic ◽  
Liver Carcinoma ◽  
Scavenging Activity ◽  
Anticancer Activities

Antioxidant activities of wampee peel extracts using five different solvents (ethanol, hexane, ethyl acetate, butanol and water) were determined by using in-vitro antioxidant models including total antioxidant capability, 1,1-diphenyl-2-picryl hydrazyl (DPPH) radical scavenging activity, reducing power, and superoxide scavenging activity. Ethyl acetate fraction (EAF) exhibited the highest antioxidant activity compared to other fractions, even higher than synthetic antioxidant butylated hydroxyl toluene (BHT). In addition, the EAF exhibited strong anticancer activities against human gastric carcinoma (SGC-7901), human hepatocellular liver carcinoma (HepG-2) and human lung adenocarcinoma (A-549) cancer cell lines, higher than cisplatin, a conventional anticancer drug. The total phenolic content of wampee fraction was positively correlated with the antioxidant activity. This is the first report on the antioxidant and anticancer activities of the wampee peel extract. Thus, wampee peel can be used potentially as a readily accessible source of natural antioxidants and a possible pharmaceutical supplement.

scholarly journals Effects of solvent extraction system on antioxidant activity of Lamium purpureum L.

2017 ◽  
Vol 71 (5) ◽  
pp. 361-370
Author(s):  
Slavica Grujic ◽  
Ana Dzamic ◽  
Violeta Mitic ◽  
Vesna Stankov-Jovanovic ◽  
P.D. Marin ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Methanol Extract ◽  
Phenolic Content ◽  
Radical Scavenging Activity ◽  
Antioxidant Properties ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Total Phenolic ◽  
Radical Scavenger ◽  
Scavenging Activity

Antioxidant and free radical scavenging activity of methanol, ethanol, ethyl acetate and chloroform extracts of aerial parts of Lamium purpureum L. was determined by DPPH, ABTS, FRAP and TRP assays. Contents of flavonoids and phenols were also investigated. The total phenolic content in the extracts, determined using Folin?Ciocalteu assay, ranged between 8.57 to 128.00 mg GAE/g d.e. while concentrations of flavonoids in the extracts varied from 24.20 to 39.80 mg QuE/g d.e. The highest phenolic content was found in methanol extract (128.00 mg GAE/g d.e.). The highest content of total flavonoids was identified in the methanol extract (39.80 mg QuE/g d.e.) and the lowest was in the chloroform (24.30 mg QuE/g d.e.). DPPH scavenging of the extracts was determined and obtained IC50 values ranged from 0.12 to 3.12 mg/mL of solution. The values of ABTS radical scavenging activity ranged from 0.35 to 1.80 mg AA/g. The highest ABTS antiradical activity was registered for methanol extract. The FRAP value was found within the range 0.08 to 1.04 ?mol Fe/mg. The best radical scavenger was methanol (1.04 ?mol Fe/mg). In reducing power assay different extracts of L. purpureum showed increasing of activity with increased concentration, and all extracts possessed substantial dose dependent antioxidant activity. The best reducing capacity was obtained with methanol extract of L. purpureum (0.0132 mg AA/mL). The results in this study confirmed that L. purpureum possesses moderate antioxidant properties.

scholarly journals Antioxidant activity of ethanolic extract of Penicillium chrysogenum and Penicillium fumiculosum

2014 ◽  
Vol 68 (1) ◽  
pp. 43-49 ◽  
Author(s):  
Violeta Jakovljevic ◽  
Jasmina Milicevic ◽  
Jelica Stojanovic ◽  
Slavica Solujic ◽  
Miroslav Vrvic
Keyword(s):  
Antioxidant Activity ◽  
Penicillium Chrysogenum ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Ethanolic Extract ◽  
Free Radical Scavenging ◽  
Scavenging Activity ◽  
Total Antioxidant ◽  
Chelating Ability

The aim of this study was to investigate the biological and chemical activity on two species of fungi of the genus Penicillium isolated from wastewater. On the selected species of fungi the different antioxidant activity assays were carried out: DPPH free-radical scavenging activity, total antioxidant activity, Fe2+- chelating ability and Fe3+- reducing power. Total phenol content was also determinate for ethanolic extract of mycelia. Penicillium chrysogenum ethanolic extract contained higher total phenolic content and better total antioxidant capacity as well as ferrous ion chelating ability. Penicillium fumiculosum ethanolic extract showed higher DPPH free-radical scavenging activity, as well as reducing power. Based on the obtained results it can be concluded that two types of fungi are potential new sources of natural antioxidants.

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