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.

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.

scholarly journals Physicochemical Properties and Biological Activity of Active Films Based on Corn Peptide Incorporated Carboxymethyl Chitosan

Coatings ◽  
2021 ◽  
Vol 11 (5) ◽  
pp. 604
Author(s):  
Liyan Wang ◽  
Liang Lei ◽  
Kang Wan ◽  
Yuan Fu ◽  
Hewen Hu
Keyword(s):  
Antioxidant Activity ◽  
Physicochemical Properties ◽  
Food Packaging ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Carboxymethyl Chitosan ◽  
Vapor Permeability ◽  
Zone Method ◽  
Oil Resistance

Active films based on carboxymethyl chitosan incorporated corn peptide were developed, and the effect of the concentration of corn peptide on films was evaluated. Physicochemical properties of the films, including thickness, opacity, moisture content, color, mechanical properties, water vapor permeability, and oil resistance, were measured. Biological activities of the films, including the antioxidant and antibacterial activities, were characterized in terms of 2, 2-diphenyl-1-picrylhydrazyl free radical scavenging activity, reducing power, the total antioxidant activity, and the filter disc inhibition zone method. The results indicated that the incorporation of corn peptide caused interactions between carboxymethyl chitosan and corn peptide in Maillard reaction and gave rise to the films light yellow appearance. Compared with the Control, the degree of glycosylation, browning intensity, thickness, opacity, tensile strength, antioxidant activity, and antibacterial activity of films were increased, but the elongation, vapor permeability, and oil resistance of films were decreased. The films based on corn peptide and carboxymethyl chitosan can potentially be applied to food packaging.

scholarly journals In Vitro Antioxidant Activity of Dibenz[b,f]azepine and its Analogues

2008 ◽  
Vol 5 (s2) ◽  
pp. 1123-1132 ◽  
Author(s):  
H. Vijay Kumar ◽  
C. R. Gnanendra ◽  
Nagaraja Naik ◽  
D. Channe Gowda
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
In Vitro Models ◽  
Antioxidant Compounds ◽  
Dependent Manner ◽  
Concentration Dependent Manner

Dibenz[b,f]azepine and its five derivatives bearing different functional groups were synthesized by known methods. The compounds thus synthesized were evaluated for antioxidant potential through different in vitro models such as (DPPH) free radical scavenging activity,ß-carotene-linoleic acid model system, reducing power assay and phosphomolybdenum method. Under our experimental condition among the synthesized compounds dibenz[b,f]azepine (a) and 10-methoxy-5H-dibenz[b,f]azepine (d) exhibited potent antioxidant activity in concentration dependent manner in all the above four methods. Butylated hydroxyl anisole (BHA) and ascorbic acid (AA) were used as the reference antioxidant compounds. The most active compounds like dibenz[b,f]azepine and its methoxy group substituent have shown more promising antioxidant and radical scavengers compared to the standards like BHA and ascorbic acid. It is conceivable from the studies that the tricyclic amines,i.e. dibenz[b, f]azepine and some of its derivatives are effective in their antioxidant activity properties.

Isolation and Biological Activities of Citral from Sweet Orange Oil

2013 ◽  
Vol 750-752 ◽  
pp. 1621-1625 ◽  
Author(s):  
Xiao Lin Xu ◽  
Qing Zhu ◽  
Hui Lv ◽  
Wen Hui Wu ◽  
Min Lv ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Sweet Orange ◽  
Biological Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Human Cell Line ◽  
Orange Oil ◽  
Cell Line Hela ◽  
Ic50 Values

The purpose of this study was to isolate citral from sweet orange oil by combined usage of molecular distillation and column chromatography. Additionally, the antioxidant activity (by DPPH radical scavenging activity and reducing power) of citral was evaluated. A significant and linear correlation coefficient between the antioxidant activity and the concentration of citral was found (R2=0.9925). On the other hand, the cytotoxic effects of the citral against tumoral human cell line Hela was examined by MTT assay and the IC50 values was 32.56 μg/mL. Overall, results presented here suggest that the citral possesses antioxidant activity and cytotoxic properties, and is a potential source of active ingredients for food and pharmaceutical industry.

Antioxidant and antifungal activities of Myrianthus arboreus P. Beauv. (Moraceae), Allanblackia gabonensis Pellegr. (Clusiaceae) and three other Cameroonian medicinal plants

2021 ◽  
Vol 4 (1) ◽  
pp. 1-7
Author(s):  
Aimé G. Fankam ◽  
Serge S. Atsafack ◽  
Guy S. S. Njateng ◽  
Jules R. Kuiate
Keyword(s):  
Antioxidant Activity ◽  
Antifungal Activity ◽  
Medicinal Plants ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Bark Extract ◽  
Total Phenolic ◽  
Antifungal Activities ◽  
Allanblackia Gabonensis

Background: Biological activities of medicinal plants make them attractive alternative complementary medicines. Therefore, this study aimed to assess the antioxidant and antifungal activities of the methanol extract of Myrianthus arboreus, Allanblackia gabonensis, Gladiolus quartinianus, Peperomia fernandopoiana and Vepris soyauxii. Methods: Total phenolic contents (TPC) and flavonoid contents (FC) were evaluated using standard methods. The antioxidant activity of the extracts was determined by 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging and ferric reducing power assays. Antifungal activity was evaluated by the broth micro-dilution method. Results: TPC of extracts ranging from 67.89 to 196.01 mgGAE/g TPC were very higher in P. fernandopoiana whole plant (PFW) extract (196.01±10.25 mgGAE/g) and MAL (165.71±10.68 mgGAE/g) whereas the A. gabonensis fruit extract (AGF) and M. arboreus bark extract (MAB) had the highest flavonoid content (66.54 ± 2.12 and 48.13 ± 1.65 mgEC/g of extract, respectively). Apart from M. arboreus leave extract (MAL), all extracts showed important DPPH radical scavenging activity (IC50 < 20 μg/mL). AGFl and PFW exhibited significant ferric reducing power compared to ascorbic acid and other extracts (P<0.05). Each of the tested extracts showed antifungal activity against atleast one of the five pathogenic fungi, with MICs ranging from 128 to 1024 µg/mL. MAL was active on all the tested fungi whereas MAB showed the highest antifungal activity (MIC=128 µg/mL). Conclusion: The findings of this study emphasize the evidence that the methanol extracts of the leave and bark of Myrianthus arboreus could be an alternative to fight against oxidative stresses and infections due to opportunistic yeast pathogens. Keywords: Oxidative stress; fungal infection; medicinal plant; antioxidant activity; antifungal activity.

scholarly journals Evaluation of Ethnopharmacological and Antioxidant Potential ofZanthoxylum armatumDC.

2015 ◽  
Vol 2015 ◽  
pp. 1-8 ◽  
Author(s):  
Rabia Kanwal ◽  
Muhammad Arshad ◽  
Yamin Bibi ◽  
Saira Asif ◽  
Sunbal Khalil Chaudhari
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Antioxidant Potential ◽  
Dependent Manner ◽  
Concentration Dependent Manner ◽  
Zanthoxylum Armatum

Zanthoxylum armatumDC. (syn.Z. alatumRoxb.) is an important medicinal plant commonly called Timur or Indian prickly ash. The ethnopharmacological study ofZ. armatumrevealed the use of different plant parts for curing various ailments including cholera, chest infection, fever, indigestion, stomach disorders, gas problems, piles, toothache, gum problems, dyspepsia, as carminative, antipyretic, aromatic, tonic, and stomachic. Keeping in view the medicinal potential of the plant, the antioxidant activity was evaluated using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging, reducing power, and phosphomolybdate assay using different concentrations (7.81 μg/mL–250 μg/mL). Ascorbic acid was taken as standard. The results indicated that the free radical scavenging activity ranged from 40.12% to 78.39%, and the reductive potential ranged from 0.265 nm to 1.411 nm while the total antioxidant activity ranged from 0.124 nm to 0.183 nm. The antioxidant potential evaluated by three assays increased in a concentration dependent manner and ascorbic acid showed better antioxidant activity than leaf extract. Results obtained through different tests confirmed redox protective activities ofZanthoxylum armatum. Further in vitro and in vivo research should be performed, so this plant can be further utilized in drug development.

scholarly journals DETERMINATION OF BIOLOGICAL ACTIVITIES OF THREE MARINE ALGAE COLLECTED FROM VISAKHAPATNAM COAST

2017 ◽  
Vol 10 (12) ◽  
pp. 274 ◽  
Author(s):  
Satya Lakshmi S
Keyword(s):  
Antioxidant Activity ◽  
Marine Algae ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Inflammatory Activity ◽  
Diffusion Method ◽  
Dpph Method ◽  
Anti Inflammatory

  Objective: Determination of biological activities of marine algae collected from the Visakhapatnam coastal region.Methods: Antibacterial activity of algal extracts determined by the well diffusion method, antioxidant activity was determined by reducing power (RP) method and 1, 1-diphenyl-2-picryl-hydrazil (DPPH) radical scavenging method finally anti-inflammatory activity was determined by human red blood cell stabilization method and egg albumin method.Results: Methanolic extracts of three algae have potential inhibition activity against Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa, and Staphylococcus aureus. Green alga Enteromorpha compressa has better antioxidant activity compared to the Gracilaria arcuata and Ulva fasciata when tested in RP and DPPH method. U. fasciata found good anti-inflammatory activity among the selected three algae.Conclusion: The three tested algae exhibited significant antibacterial and antioxidant activity compared to anti-inflammatory activity. These bioactive compounds containing macroalgae may find their commercial potential in medicine, food, and cosmetic industry

scholarly journals Design, Synthesis and Biological Activities of Dihydroaurones

2021 ◽  
Vol 33 (6) ◽  
pp. 1396-1402
Author(s):  
Somepalli Venkateswarlu ◽  
Gandrotu Narasimha Murty ◽  
Meka Satyanarayana ◽  
Vidavalur Siddaiah
Keyword(s):  
Antioxidant Activity ◽  
Inhibitory Activity ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Free Radical Scavenging ◽  
Design Synthesis ◽  
Superoxide Free Radical ◽  
Tyrosinase Enzyme ◽  
Free Radical Scavenging Assay ◽  
Radical Scavenging Assay

To widen aurones applicability in achromatic food and cosmetic applications, a series of dihydroaurones were designed to mimic natural aurones as well as synthetic aurones. Dihydroaurones have been synthesized from the corresponding aurones by hydrogenation. These dihydroaurones and their corresponding aurones were screened for antioxidant, anti-inflammatory and tyrosinase enzyme inhibitory activity. Synthesized dihydroaurones (3b-f) displayed superior antioxidant activity in superoxide free radical scavenging assay than the standard gallic acid. Dihydroaurones (3b-f) also exhibited significant tyrosinase enzyme inhibitory activity and two dihydroaurones (3h, 3j) showed promising 5-lipoxygenase inhibitory activity.

scholarly journals HPLC Analysis and Antioxidant Evaluation of Acteoside-Rich Osmanthus fragrans Extracts

2020 ◽  
Vol 2020 ◽  
pp. 1-6
Author(s):  
Sung-Ho Lee ◽  
Seong-Wook Seo ◽  
Seung-Yub Song ◽  
Deuk-Sil Oh ◽  
Jung-Hyun Shim ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Antioxidant Activities ◽  
Biological Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Ethanolic Extract ◽  
Hot Water ◽  
Total Phenolic ◽  
Osmanthus Fragrans

A method for the separation and quantification of acteoside by reverse-phase high-performance liquid chromatography (HPLC) was developed and validated. Hot water and ethanolic extracts of Osmanthus fragrans leaves and flowers were analyzed for acteoside content. Excellent linearity was obtained, with an r2 higher than 0.999. The precision, specificity, and accuracy of our method were excellent, suggesting that it can be conveniently used for the quantification of acteoside in the crude extract of O. fragrans. The hot water and ethanol extracts were analyzed, and their biological activities were tested. The extraction yields, marker (acteoside) contents, and antioxidant activities of the leaf and flower extracts were analyzed. The antioxidant activity was confirmed by measuring the 2,2-diphenyl-2-picrylhydrazyl radical scavenging activity, reducing power, and total phenolic content. The acteoside content tended to be higher in the 100% ethanol extract of O. fragrans compared to those with the other extraction conditions tested. Overall, almost all extracts prepared with ethanolic solvents tended to produce better antioxidant activity than those prepared with hot water. These results suggest that the ethanolic extract of O. fragrans could serve as a potential antioxidant and anti-inflammatory pharmaceutical source, and our validated method would be useful for the quality control of O. fragrans extracts.

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