scholarly journals Nitrophenyl-group-containing Heterocycles. Part I. Synthesis, Characterization, Anticancer Activity and Antioxidant Properties of Some New 5,6,7,8-tetrahydroisoquinolines Bearing 3(4)-nitrophenyl Group

2021 ◽  
Author(s):  
Eman M. Sayed ◽  
Reda Hassanien ◽  
Nasser Farhan ◽  
Hanan F. Aly ◽  
Khaled Mahamoud ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Sodium Carbonate ◽  
Spectroscopic Data ◽  
Sodium Acetate ◽  
Antioxidant Properties ◽  
Ethyl Iodide ◽  
Anhydrous Sodium Carbonate ◽  
Antioxidant Agents ◽  
Structural Formulae

Abstract Regioselective cyclocondensation of 2,4-diacetyl-5-hydroxy-5-methyl-3-(3-nitrophenyl/4-nitrophenyl)cyclohexanones 1a,b with cyanothioacetamide fforded the corresponiing 7-acetyl-4-cyano-1,6-dimethyl-6-hydroxy-8-(3-nitrophenyl/4-nitrophenyl)-5,6,7,8-tetrahydro-soquinoline-3(2H)-thiones 2a,b in 93-96%. Reaction of compounds 2a,b ethyl iodide, 2-chloroacetamide or N-(naphthalen-1-yl)-2-chloroacetamide (5) in the presence of sodium acetate gave the corresponding p(5,6,7,8-tetrahydroisoquinolin-3-yl)thio derivatives 3a,b, 4a,b and 6a,b. In a similar manner, reaction of a,b with other N-aryl-2-chloroacetamides 7a-d gave 2-[(7-acetyl-4-cyano-1,6-dimethyl-6-hydroxy-8-(3-nitrophenyl/4-nitrophenyl)-5,6,7,8-tetrahydroisoquinolin-3-yl)thio]-N-arylacetamides (8a-g). On heating of compounds 8a-e in ethanol containing anhydrous sodium carbonate, they converted into 7-acetyl-1-amino-N-aryl-5,8-dimethyl-8-hydroxy-6-(3-nitrophenyl/4-nitrophenyl)-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxamides 9a-e. Structural formulae of all synthesized compounds were characterized on the basis of their spectroscopic data. Also, the applications of most synthesized isoquinolines as anticancer and as antioxidant agents have been carried out and the obtained results are reported herein.

scholarly journals Nitrophenyl-group-containing Heterocycles. Part I. Synthesis, Characterization, Anticancer Activity and Antioxidant Properties of Some New 5,6,7,8-tetrahydro-isoquinolines Bearing 3(4)-nitrophenyl Group

2022 ◽  
Author(s):  
Eman M. Sayed ◽  
Reda Hassanien ◽  
Nasser Farhan ◽  
Hanan F. Aly ◽  
Khaled Mahmoud ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
Sodium Acetate ◽  
Antioxidant Properties ◽  
Catalytic Amount ◽  
Biological Evaluation ◽  
Sodium Acetate Trihydrate ◽  
Acetate Trihydrate ◽  
Antioxidant Agents ◽  
Elemental Analyses ◽  
Structural Formulae

Abstract Regioselective cyclocondensation of 2,4-diacetyl-5-hydroxy-5-methyl-3-(3-nitrophenyl/4-nitrophenyl)cyclohexanones 1a,b with cyanothioacetamide afforded the corresponiing 7-acetyl-4-cyano-1,6-dimethyl-6-hydroxy-8-(3-nitrophenyl/4-nitrophenyl)-5,6,7,8-tetrahydro-soquinoline-3(2H)-thiones 2a,b in 93-96% yield. Reaction of compounds 2a,b with some ethyl iodide, 2-chloroacetamide (4a) or its N-aryl derivatives 4b-e by refluxing in ethanol, in the presence of slightly excess molar amounts of sodium acetate trihydrate, for one hour gave 3-ethylthio-5,6,7,8-tetrahydro-isoquinoline 3 and (5,6,7,8-tetrahydroisoquinolin-3-ylthio)acetamides 5a-i, respectively. On heating compounds 5b-d,f,g in ethanol containing a catalytic amount of sodium carbonate, they converted into their isomeric 1-amino- 6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxamides 6b-d,f,g. Structural formulae of all synthesized compounds were characterized on the basis of their elemental analyses and spectroscopic data. Also, the biological evaluation of the synthesized isoquinolines as anticancer and antioxidant agents have been carried out and the obtained results are reported herein.

Extraction, Chemical Composition, Antioxidant Property and In vitro Anticancer Activity of Silymarin from Silybum Marianum On Kb and A549 Cell Lines

2020 ◽  
Vol 17 ◽  
Author(s):  
Mojgan Azadpour ◽  
Mohammad Mehdi Farajollahi ◽  
Ali Mohammad Varzi ◽  
Pejman Hashemzadeh ◽  
Hossein Mahmoudvand ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Cell Lines ◽  
A549 Cell ◽  
Hplc Analysis ◽  
Antioxidant Properties ◽  
Radical Scavenging ◽  
Antioxidant Property ◽  
Silybum Marianum ◽  
Stable Free Radical

Introduction: This study aimed to evaluate the antioxidant property of silymarin (SM) extracted from the seed of Silybum marianum and its anticancer activity on KB and A549 cell lines following 24, 48, and 72 h of treatment. Methods: Ten grams of powdered S. marianum seeds were defatted using n-hexane for 6 hours and then extracted by methanol. The silymarin extracted of extraction components The extracted components of silymarin were measured by spectrophotometric assay and HPLC analysis. 2, 2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, phenol content, total flavonoid content, and total antioxidant capacity were measured to detect the antioxidant properties of SM. The anticancer activity of the SM on cell lines evaluated by MTT. Results: In HPLC analysis, more than 50% of the peaks were related to silibin A and B. SM was reducedDPPH (the stable free radical) with a 50% inhibitory concentration (IC50) of 6.56 μg/ ml in comparison with butylated hydroxyl toluene (BHT), which indicated an IC50 of ~3.9 μg/ ml.The cytotoxicity effect of SM on the cell lines was studied by MTT assay. The cytotoxicity effect of the extracted silymarin on KB and A549 cell lines was observed up to 80 and 70% at 156 and 78 µg/ml, respectively. The IC50 value of the extracted SM on KB and A549 cell lines after 24 hours of treatment was seen at 555 and 511 µg/ml, respectively. Conclusion: Due to the good antioxidant and anticancer properties of the isolated silymarin, its use as an anticancer drug is suggested.

scholarly journals Synthesis and antioxidant properties of 2-(3-(hydroxyimino)methyl)-1H-indol-1-yl)acetamide derivatives

2020 ◽  
Vol 6 (1) ◽  
Author(s):  
Chandravadivelu Gopi ◽  
Magharla Dasaratha Dhanaraju
Keyword(s):  
Antioxidant Activity ◽  
Condensation Reaction ◽  
Antioxidant Properties ◽  
Side Chain ◽  
Antioxidant Power ◽  
H Nmr ◽  
Antioxidant Agents ◽  
Phenyl Rings ◽  
Ferric Reducing Antioxidant Power ◽  
Ft Ir

Abstract Background The main aim of this work was to synthesise a novel N-(substituted phenyl)-2-(3-(hydroxyimino) methyl)-1H-indol-1-yl) acetamide derivatives and evaluate their antioxidant activity. These compounds were prepared by a condensation reaction between 1H-indole carbaldehyde oxime and 2-chloro acetamide derivatives. The newly synthesised compound structures were characterised by FT-IR, 1H-NMR, mass spectroscopy and elemental analysis. Furthermore, the above-mentioned compounds were screened for antioxidant activity by using ferric reducing antioxidant power (FRAP) and 1,1-diphenyl-2-picrylhydrazyl (DPPH) methods. Result The antioxidant activity result reveals that most of the compounds were exhibiting considerable activity in both methods and the values are very closer to the standards. Among the synthesised compounds, compound 3j, 3a and 3k were shown remarkable activity at low concentration. Conclusion Compounds 3j, 3a and 3k were shown highest activity among the prepared analogues due to the attachment of halogens connected at the appropriate place in the phenyl ring. Hence, these substituted phenyl rings considered as a perfect side chain for the indole nucleus for the development of the new antioxidant agents.

scholarly journals ANTIDIABETIC AND ANTIOXIDANT ACTIVITIES OF ETHANOLIC EXTRACT OF PIPER BETLE L. LEAVES IN CATFISH, CLARIAS GARIEPINUS

2018 ◽  
Vol 11 (3) ◽  
pp. 194 ◽  
Author(s):  
Kavitha S ◽  
Parthasarathi Perumal
Keyword(s):  
Antioxidant Activities ◽  
Clarias Gariepinus ◽  
Antioxidant Properties ◽  
Radical Scavenging ◽  
Metformin Hydrochloride ◽  
Piper Betle ◽  
Phytochemical Analysis ◽  
Standard Drug ◽  
Antioxidant Agents ◽  
Ic50 Values

 Objective: The present study was undertaken to assess the α-amylase inhibitory activity and antidiabetic experimental catfish model and antioxidant properties of Piper betle L. ethanolic (PBE) extract.Methods: The phytochemical analysis of PBE extract was performed. The PBE extract was tested for their inhibitory effect on the α-amylase assay, which compared to the control, acarbose. The absorbance was read at 540 nm using a spectrophotometer, and IC50 values were calculated. In this present investigation, diabetes mellitus was induced in catfish, Clarias gariepinus by epaxial musculature injection to glucose and standard drug, Metformin hydrochloride. After 24-h incubation, the treated fishes were dissected, and the blood, liver, tissue samples, and epaxial musculature regions were collected. In addition, the antioxidant properties of PBE were determined by 2,2-diphenyl-l-picrylhydrazyl (DPPH) radical scavenging and 2,2’-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical scavenging (ABTS) assays.Results: The phytochemical screening of PBE revealed the presence of alkaloid, flavonoids, tannins, phenol, glycosides, sterols, saponins, and quinines. Furthermore, the values of (μg/ml) 3.038 and 7.672 α-amylase enzyme inhibition were excellent activity when compared to the acarbose. Moreover, elevated the glucose level (mg/dl) was estimated in blood 1.9±0.35, liver 0.5±0.25, tissue 0.2±0.25, and epaxial musculature 0.8±0.2 after 24-h incubation. The antioxidant effect of maximum activity was found in PBE; IC50 values (μg/ml) of DPPH and ABTS were 9.362 and 6.606, respectively.Conclusions: These studies might be responsible for the P. betle L. that was used as the new source of antidiabetic and antioxidant agents. 

scholarly journals Solid Lipid Nanoparticles Administering Antioxidant Grape Seed-Derived Polyphenol Compounds: A Potential Application in Aquaculture

Molecules ◽  
2022 ◽  
Vol 27 (2) ◽  
pp. 344
Author(s):  
Adriana Trapani ◽  
María Ángeles Esteban ◽  
Francesca Curci ◽  
Daniela Erminia Manno ◽  
Antonio Serra ◽  
...  
Keyword(s):  
Solid Lipid Nanoparticles ◽  
Antioxidant Properties ◽  
Grape Seed ◽  
Lipid Nanoparticles ◽  
Antioxidant Compounds ◽  
Gilthead Seabream ◽  
Antioxidant Genes ◽  
Solid Lipid ◽  
Antioxidant Agents ◽  
Fish Cells

The supply of nutrients, such as antioxidant agents, to fish cells still represents a challenge in aquaculture. In this context, we investigated solid lipid nanoparticles (SLN) composed of a combination of Gelucire® 50/13 and Precirol® ATO5 to administer a grape seed extract (GSE) mixture containing several antioxidant compounds. The combination of the two lipids for the SLN formation resulted in colloids exhibiting mean particle sizes in the range 139–283 nm and zeta potential values in the range +25.6–43.4 mV. Raman spectra and X-ray diffraction evidenced structural differences between the free GSE and GSE-loaded SLN, leading to the conclusion that GSE alters the structure of the lipid nanocarriers. From a biological viewpoint, cell lines from gilthead seabream and European sea bass were exposed to different concentrations of GSE-SLN for 24 h. In general, at appropriate concentrations, GSE-SLN increased the viability of the fish cells. Furthermore, regarding the gene expression in those cells, the expression of antioxidant genes was upregulated, whereas the expression of hsp70 and other genes related to the cytoskeleton was downregulated. Hence, an SLN formulation containing Gelucire® 50/13/Precirol® ATO5 and GSE may represent a compelling platform for improving the viability and antioxidant properties of fish cells.

α-Lipoic Acid and its role on female Reproduction

2021 ◽  
Vol 22 ◽  
Author(s):  
Fiorella Di Nicuolo ◽  
Roberta Castellani ◽  
Carlo Ticconi ◽  
Giovanni Scambia ◽  
Alfredo Pontecorvi ◽  
...  
Keyword(s):  
Lipoic Acid ◽  
Polycystic Ovary ◽  
Antioxidant Properties ◽  
Reduced Form ◽  
Female Reproduction ◽  
Adhesion Protein ◽  
Positive Effects ◽  
Antioxidant Agents ◽  
Tnf Α ◽  
Cytokine Levels

: α-lipoic acid (ALA), also known as thioctic acid, is a biological thiol present in all types of prokaryotic and eukaryotic cells. It has been shown that ALA or its reduced form, DHLA, have several positive effects on human health acting as biological antioxidant, metal chelator and as a detoxifying agent. It is able to reduce oxidation of several antioxidant agents like glutathione, vitamins C and E, and to modulate insulin and NF-kB signaling pathways. ALA’s pharmacological effects are not only related to its antioxidant properties but it shows an anti-inflammatory action. In particular, ALA is able to reduce inflammasome activity, the pro-inflammatory cytokine levels, such as TNF-α, IL-1β, IL-6, IL-18 and IL-17, interferon (INF)-γ as well as the production of Vascular and Intercellular cell adhesion protein (VCAM-1 and ICAM-1). In recent papers, ALA has been indicated as a possible therapeutic approach to several endocrine or inflammatory disorders affecting female reproduction. Aim of the current review was to assess whether ALA has an evidence-based beneficial role on gynecological and obstetrical diseases such as polycystic ovary syndrome (PCOS), endometriosis, and miscarriage.

Walnut protein–curcumin complexes: fabrication, structural characterization, antioxidant properties, and in vitro anticancer activity

2019 ◽  
Vol 14 (2) ◽  
pp. 876-885 ◽  
Author(s):  
Maryam Moghadam ◽  
Maryam Salami ◽  
Mehdi Mohammadian ◽  
Ladan Delphi ◽  
Houri Sepehri ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Structural Characterization ◽  
Antioxidant Properties

scholarly journals Comparative Evaluation of Essential Oils from Medicinal-Aromatic Plants of Greece: Chemical Composition, Antioxidant Capacity and Antimicrobial Activity against Bacterial Fish Pathogens

Molecules ◽  
2019 ◽  
Vol 25 (1) ◽  
pp. 148 ◽  
Author(s):  
Thekla I. Anastasiou ◽  
Manolis Mandalakis ◽  
Nikos Krigas ◽  
Thomas Vézignol ◽  
Diamanto Lazari ◽  
...  
Keyword(s):  
Chemical Composition ◽  
Essential Oils ◽  
Antioxidant Capacity ◽  
Antioxidant Properties ◽  
In Vitro Assays ◽  
Aromatic Plants ◽  
Farmed Fish ◽  
Fish Pathogens ◽  
Antioxidant Agents ◽  
The Impact

The administration of antibiotics in aquaculture has raised concern about the impact of their overuse in marine ecosystems, seafood safety and consumers’ health. This “green consumerism” has forced researchers to find new alternatives against fish pathogens. The present study focused on 12 Mediterranean medicinal-aromatic plants as potential antimicrobials and antioxidant agents that could be used in fish aquaculture. In vitro assays showed that the essential oils (EOs) from all studied plants had anti-bacterial and antioxidant properties, with their efficacy being dependent on their chemical composition. More specifically, EOs rich in carvacrol, p-cymene and γ-terpinene exhibited not only the strongest inhibitory activity against the growth of bacterial pathogens (inhibitory concentration: 26–88 μg mL−1), but also the greatest total antioxidant capacity (ABTS: 2591–5879 μmole mL−1; CUPRAC: 931–2733 μmole mL−1). These compounds were mainly found in the EOs from Greek oregano (Origanum vulgare subsp. hirtum), Spanish oregano (Thymbra capitata) and savoury (Satureja thymbra) collected from cultivations in Greece. The specific EOs stand out as promising candidates for the treatment of bacterial diseases and oxidative stress in farmed fish. Further in vivo experiments are needed to fully understand the effects of EO dietary supplementation on fish farming processes.

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