Synthesis, Molecular Modeling, DNA Damage Interaction, and Antioxidant Potential of Hesperidin Loaded on Gold Nanoparticles

Author(s):  
Ghassan Mohammad Sulaiman ◽  
Hanaa M. Waheeba ◽  
Hanady AL-Shmgani ◽  
Hamsa A. Eassa ◽  
Ahmed A. Al-Amiery ◽  
...  

The flavonoglycone hesperidin is recognized as a potent anti-inflammatory, anticancer, and antioxidant agent. However, its poor bioavailability is a crucial bottleneck regarding its therapeutic activity. Gold nanoparticles are widely used in drug delivery because of its unique properties that differ from bulk metal. Hesperidin loaded gold nanoparticles were successfully prepared to enhance its stability and bioactive potential, as well as to minimize the problems associated with its absorption. The free radical scavenging activities of hesperidin, gold nanoparticles, and hesperidin loaded gold nanoparticles were compared with that of Vitamin C and subsequently evaluated in vitro using 2,2-diphenyl-1-picrylhydrazyl assay. The antioxidant pharmacophore-based structure-activity relationship analysis was assessed by the density functional theory as well as quantum chemical calculations. Moreover, the structural properties were utilized using Becke’s three-parameter hybrid exchange and Lee-Yang-Parr’s correction of functional approaches. Hesperidin-loaded gold nanoparticles were found to decrease hydrogen peroxide (H2O2) and thus induce Deoxyribonucleic acid (DNA) instability. In addition, hesperidin-gold nanoparticles were observed to display important antioxidant potential as well as ameliorate the functional activity of macrophages against Escherichia coli, possibly protecting DNA. These particles might be appropriate for clinical trials and could prove useful for the treatment of various life-threatening disorders.

2018 ◽  
Vol 18 (10) ◽  
pp. 844-856 ◽  
Author(s):  
Harmeet Kaur ◽  
Balasubramanian Narasimhan

A series of diazenyl chalcones was prepared by base catalyzed Claisen-Schmidt condensation of synthesized hydroxy substituted acetophenone azo dye with various substituted aromatic/ heteroaromatic aldehydes. The structural conformation of synthesized chalcones was done by a number of physicochemical and spectral means like FTIR, UV-visible, mass, NMR spectroscopy and CHNS/O analysis. These diazenyl chalcones were assessed for their in vitro antimicrobial potential against several Gram-negative, Gram-positive bacterial and fungal strains by serial tube dilution method. The fluconazole and cefadroxil were used as standard drugs. The target compounds were also evaluated for their antioxidant potential by DPPH assay. (2E)-3-(2,4-Dichlorophenyl)-1-(4-((2,6- dihydroxyphenyl)diazenyl)phenyl)prop-2-en-1-one (C-7) had shown very good antimicrobial potential with MIC ranges from 3.79 to 15.76 μg/ml against most of the tested microorganisms. Most of the synthesized diazenyl chalcones were found to be active against B. subtilis. The (2E)-1-(5-((2-Chloro- 4-nitrophenyl)diazenyl)-2-hydroxyphenyl)-3-(2-hydroxynaphthalen-1-yl)prop-2-en-1-one (C-10) had shown high free radical-scavenging activity when compared with the ascorbic acid as the reference antioxidant.


2020 ◽  
Vol 16 ◽  
Author(s):  
Benedetta Bocchini ◽  
Bruna Goldani ◽  
Fernanda S.S. Sousa ◽  
Paloma T. Birmann ◽  
Cesar A. Brüning ◽  
...  

Background: Quinoline derivatives have been attracted much attention in drug discovery and synthetic derivatives of these scaffolds present a range of pharmacological activities. Therefore, organoselenium compounds are valuable scaffolds in organic synthesis because their pharmacological activities and their use as versatile building blocks for regio-, chemio-and stereoselective reactions. Thus, the synthesis of selenium-containing quinolines has great significance, and their applicability range from simple antioxidant agents, to selective DNA-binding and photocleaving agents. Objective: In the present study we describe the synthesis and antioxidant activity in vitro of new 7-chloroN(arylselanyl)quinolin-4-amines 5 by the reaction of 4,7-dichloroquinoline 4 with (arylselanyl)-amines 3. Methods: For the synthesis of 7-chloro-N(arylselanyl)quinolin-4-amines 5, we performed the reaction of (arylselanyl)- amines 3 with 4,7-dichloroquinoline 4 in the presence of Et3N at 120 °C in a sealed tube. The antioxidant activities of the compounds 5 were evaluated by the following in vitro assays: 2,2- diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, 2,2-azinobis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS), ferric ion reducing antioxidant power (FRAP), nitric oxide (NO) scavenging and superoxide dismutase-like activity (SOD-Like). Results: 7-Chloro-N(arylselanyl)quinolin-4-amines 5a-d has been synthesized in yields ranging from 68% to 82% by the reaction of 4,7-dichloroquinoline 4 with arylselanyl-amines 3a-d using Et3N as base, at 120 °C, in a sealed tube for 24 hours and tolerates different substituents, such as -OMe and -Cl, in the arylselanyl moiety. The obtained compounds 5a-d presented significant results with respect to the antioxidant potential, which had effect in the tests of inhibition of radical’s DPPH, ABTS+ and NO, as well as in the test that evaluates the capacity (FRAP) and in the superoxide dismutase-like activity assay (SOD-Like). It is worth mentioning that 7-chloro-N(arylselanyl)quinolin-4-amine 5b presented excellent results, demonstrating a better antioxidant capacity when compared to the others. Conclusion: According to the obtained results 7-chloro-N(arylselanyl)quinolin-4-amines 5 were synthesized in good yields by the reaction of 4,7-dichloroquinoline with arylselanyl-amines and tolerates different substituents in the arylselanyl moiety. The tested compounds presented significant antioxidant potential in the tests of inhibition of DPPH, ABTS+ and NO radicals, as well as in the FRAP and superoxide dismutase-like activity assays (SOD-Like).


Author(s):  
Nithya R ◽  
Subramanian S

Objective: This study was aimed to evaluate the antioxidant potential of sinapic acid in both in vitro and in vivo. Recently, we have reported that oral administration of sinapic acid (3,5-dimethoxy 4-hydroxycinnamic acid) an active phyto ingredient widely distributed in rye, mustard, berries, and vegetables has been shown to ameliorate hyperglycemia.Methods: Experimental Type 2 diabetes was induced in male Wistar rats by feeding high-fat diet to induce insulin resistance followed by intraperitoneal administration of a single low dose streptozotocin (35 mg/kg body weight [bw]). Sinapic acid was administered orally at a concentration of 25 mg/kg bw/rat/day for 30 days, and its efficacy was compared with metformin. In vitro, antioxidant scavenging properties of sinapic acid were determined using 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2’-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS), superoxide, and nitric oxide (NO) assay.Results: Sinapic acid treatment showed a significant decline in the levels of lipid peroxides, hydroperoxides and protein carbonyls in the plasma and vital tissues of diabetic rats. The treatment also improved the antioxidant status in diabetic rats indicating the antioxidant potential of sinapic acid. In addition, the results of DPPH, ABTS, superoxide, and NO radical scavenging assays substantiate the free radical scavenging efficacy of sinapic acid.Conclusion: The results of this study evidenced that sinapic acid possess significant antioxidant properties which in turn may be responsible for its antidiabetic properties.


2019 ◽  
Vol 20 (1) ◽  
Author(s):  
Magdalena Woźniak ◽  
Lucyna Mrówczyńska ◽  
Agnieszka Waśkiewicz ◽  
Marta Babicka ◽  
Elżbieta Hołderna-Kędzia ◽  
...  

Introduction. Propolis (bee glue) is a natural product collected by honeybees from buds of various trees, shrubs and other plant species. Extracts of propolis possess numerous biological activities, including antioxidant, antibacterial, antifungal and anticancer. For this reason, propolis is currently used in many applications, such as preparations for cold syndrome, dermatological preparations or as a constituent of nutritional supplements and health food. The chemical composition of this natural material is very complex and depending on many factors, including method of extraction and selection of the solvent for the extraction process. Aim. The aim of the study was to determine concentration of selected phenolic compounds (flavonoids and phenolic acids) in extract of Polish propolis and estimate its antioxidant activity and effect on human red blood cells. Material and methods. In the propolis extract was determined concentration of 14 flavonoids and 9 phenolic acids using ultra-performance liquid chromatography equipped with a photodiode detector and a triple quadrupole mass spectrometer. The antioxidant potential of propolis extract was evaluated applying DPPH˙ free radical scavenging activity assay and Fe3+ reducing power assay. Moreover, the cytotoxicity and cytoprotective potential of propolis extract was estimated using human erythrocytes in vitro. Results. The propolis extract contained high concentration of pinocembrin, galangin, chrysin, apigenin, kaempferol, coumaric acid and cinnamic acid. It exhibited also high antioxidant potential. The antiradical activity of examined propolis extract was equal to 75% approx. activity of both standard antioxidants used in the study, namely Trolox and BHT. The reducing power of extract was equal to 65% approx. of Trolox and 80% of BHT, respectively. The propolis extract had no hemolytic activity, moreover, effectively protected human erythrocytes against free radicals-induced damage in vitro. Conclusions. The results of this study indicate that the propolis extract of national origin is a rich source of flavonoids and phenolic acids. Therefore, the propolis extract possesses a high antioxidant potential and can protect erythrocytes against free radicals-induced oxidative hemolysis.


2020 ◽  
Vol 9 (1) ◽  
pp. 48-54
Author(s):  
Khaga Raj Sharma

 Medicinal plants are safe and the oldest natural products used for many years to conserve food, to treat health disorders and to prevent diseases. The active chemical compounds formed during secondary vegetal metabolism is usually responsible for the biological properties of some plant species used throughout the world for various purposes including treatment of diabetes, cancer, infectious diseases etc. The present study was undertaken to analyze the phytochemicals by colour differentiation method, to evaluate the toxic effect by phytotoxic assay, antidiabetic activity by α amylase enzyme inhibition and antioxidant potential by DPPH (2,2-diphenyl-1-picrylhydrazyl) scavenging activity of methanolic extract of Ageratum houstonianum. Treatment of problem in carbohydrate uptake needed the inhibition of α-amylase plays a role in the digestion of polysaccharide and glycogen, is made a strategy for controlling diabetes. For this study whole plant was collected, dried and the powder was made. The extraction was carried out by cold percolation in which methanol was used as a solvent. The methanolic extract was subjected to In-vitro phytotoxic activity by adopting the standard protocol. The α-amylase enzyme inhibition activity of plant extract was carried out by using starch as substrate, pancreatic α amylase as the enzyme, and acarbose as standard. The result of in-vitro phytotoxic bioassay revealed that the plant extract showed moderate activity with percentage growth regulation 80 and 25 percent in a concentration-dependent manner. The α-amylase enzyme inhibition was 74.13 to 99.39 percent in a dose-dependent manner. The antioxidant potential of Ageratum houstonianum extract showed mild activity with IC50 123.67 μg/ml as compared to the standard ascorbic acid IC50 5.38 μg/ ml. It is concluded from the present study that Ageratum houstonianum could be used as a natural source to isolate antioxidant, anti-hyperglycemic agent, herbicide and weedicide as it shows a good α amylase inhibition, radical scavenging and phytotoxic activity respectively.


Antioxidants ◽  
2020 ◽  
Vol 9 (11) ◽  
pp. 1148 ◽  
Author(s):  
Hak-Dong Lee ◽  
Ji Hyun Kim ◽  
Qi Qi Pang ◽  
Pil-Mun Jung ◽  
Eun Ju Cho ◽  
...  

This study determined acteoside and its content in Abeliophyllum distichum via HPLC/UV and LC/ESI-MS to obtain insights into the potential use of this plant as an antioxidant agent. Moreover, 1,1-diphenyl-2-picrylhydrazyl (DPPH), hydroxyl (•OH), and O2− radical scavenging activity assays were performed to assess in vitro antioxidative activity. The DPPH, •OH, and O2− radical scavenging activities of A. distichum leaf EtOH extracts at a 250 μg/mL concentration were 88.32%, 94.48%, and 14.36%, respectively, whereas those of stem extracts at the same concentration were 88.15%, 88.99%, and 15.36%, respectively. The contents of acteoside in A. distichum leaves and stems were 162.11 and 29.68 mg/g, respectively. Acteoside was identified as the main antioxidant compound in A. distichum leaves, which resulted in DPPH, •OH, and O2− radical scavenging activities of 82.84%, 89.46%, and 30.31%, respectively, at a 25 μg/mL concentration. These results indicate that A. distichum leaves and stems containing the antioxidant acteoside can be used as natural ingredients for functional and nutritional supplements.


2014 ◽  
Vol 4 (1) ◽  
pp. 10-17 ◽  
Author(s):  
Bondada Andallu ◽  
Mahalakshmi Shankaran ◽  
Rajeshwari Ullagaddi ◽  
Shobha Iyer

Author(s):  
Geetika Sharma ◽  
Vipasha Sharma ◽  
Tulika Mishra

Objective: The main objective of this study was to determine the enhancement of in vitro antioxidant potential of fruits of Terminalia chebula (TC) when used in combination with fruit extracts of Phyllanthus emblica, Ananas comosus, and Punica granatum. Hydroxyl (OH) radical scavenging and 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging assays were used to analyze the antioxidant potential.Method: Formulations of different combinatorial concentrations of fruits to prepare a mixture were achieved with central composite design through response surface methodology. Screening of 300 different combinations of various concentrations was done through hydroxyl radical scavenging assay followed by statistical analysis of data. Further validation of results was done by measuring the antioxidant potential of most bioactive extracts by DPPH method.Results: Screening of 300 samples of different combinations for antioxidant potential revealed the samples with highest percentage inhibition in aqueous (85.2%), ethanolic (92.9%), and aqueous-ethanolic (84.21%) extracts. Data were subjected to analysis of variance and generated a three-dimensional response surface plot for highest activity. Further subjecting these extracts to DPPH assay revealed a significant enhancement in the antioxidant potential of ethanolic extract of TC when used in mixture with other plants.Conclusion: Antioxidant activity of TC was enhanced when used in combination with other fruits extracts. These synergistic studies generating valuable interactions between various phytochemicals could lead to a momentous increase in other associated activities to fight against diseases such as cancer and cardiovascular disorders. Further research on isolation of bioactive compounds in the mixture and their potential to fight various types of cancer could lead to a significant augmentation in the activity of natural compounds.


2018 ◽  
Vol 2018 ◽  
pp. 1-6 ◽  
Author(s):  
Gauhar Rehman ◽  
Muhammad Hamayun ◽  
Amjad Iqbal ◽  
Saif Ul Islam ◽  
Saba Arshad ◽  
...  

The antidiabetic and antioxidant potential of ethanolic extract ofCassia nemophilapod (EECNP) was evaluated by three in vitro assays, including yeast glucose uptake assay, glucose adsorption assay, and DPPH radical scavenging activity. The result revealed that the extracts have enhanced the uptake of glucose through the plasma membrane of yeast cells. A linear increase in glucose uptake by yeast cells was noticed with gradual increase in the concentration of the test samples. Moreover, the adsorption capacity of the EECNP was directly proportional to the molar concentration of glucose. Also, the DPPH radical scavenging capacity of the extract was increased to a maximum value of 43.3% at 80 μg/ml, which was then decreased to 41.9% at 100 μg/ml. From the results, it was concluded that EECNP possess good antidiabetic and antioxidant properties as shown by in vitro assays.


Mljekarstvo ◽  
2021 ◽  
pp. 215-225
Author(s):  
Maja Bjekić ◽  

Protein profile, in vitro gastrointestinal digestion and antioxidant potential of two fresh cheese samples obtained by kombucha inoculum and traditional starter culture have been investigated in this study. There is a significant difference in protein profile and bioactive potential between fresh cheese samples. Kombucha fresh cheese contains higher proportion of protein, predominantly the casein fractions (α-casein and β-casein) compared to fresh cheese obtained by traditional culture. After gastrointestinal digestion (with pepsin and pancreatin), significantly higher amount of soluble protein and higher degree of hydrolyses were measured in kombucha fresh cheese sample than sample obtained by traditional culture. During gastrointestinal digestion, for fresh cheese with traditional starter both fractions of casein are degraded more rapidly by pepsin than in kombucha fresh cheese. The hydrolysates of cheese obtained by kombucha inoculum showed higher phenolic content and higher antiradical scavenging abilities than hydrolysates of fresh cheese produced with traditional starter. These results suggest that kombucha inoculum contributes to improvement of product’s bioactive potential.


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