scholarly journals Natural Cinnamic Acid Derivatives: A Comprehensive Study on Structural, Anti/Pro-Oxidant, and Environmental Impacts

Materials ◽  
2021 ◽  
Vol 14 (20) ◽  
pp. 6098
Author(s):  
Kamila Gryko ◽  
Monika Kalinowska ◽  
Piotr Ofman ◽  
Renata Choińska ◽  
Grzegorz Świderski ◽  
...  
Keyword(s):  
Cinnamic Acid ◽  
Antioxidant Properties ◽  
Hydroxyl Group ◽  
Acid Oxidation ◽  
Antioxidant Power ◽  
1H And 13C Nmr ◽  
Carbon And Nitrogen ◽  
Linoleic Acid Oxidation ◽  
Structure Of Molecules ◽  
Ft Ir

Cinnamic acid (CA), p-coumaric acid (4-hydroxycinnamic acid, 4-HCA), caffeic acid (3,4vdihydroxycinnamic acid, 3,4-dHCA), and 3,4,5-trihydroxycinnamic acid (3,4,5-tHCA) were studied for their structural, anti-/pro-oxidant properties and biodegradability. The FT-IR, FT-Raman, UV/Vis, 1H and 13C NMR, and quantum chemical calculations in B3LYP/6-311++G** were performed to study the effect on number and position of hydroxyl group in the ring on the molecular structure of molecules. The antioxidant properties of the derivatives were examined using DPPH● and HO● radicals scavenging assays, ferric ion reducing antioxidant power (FRAP), cupric reducing antioxidant capacity (CUPRAC), inhibition of linoleic acid oxidation, as well as the biological antioxidant assay with Saccharomyces cerevisiae. Moreover, the pro-oxidant activity of compounds in Trolox oxidation assay was estimated. The effect of the derivatives on environment on the basis of increasing the carbon and nitrogen compounds transformation processes occurring in biological wastewater treatment was studied.

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 Characterization, Antioxidant and α-Glucosidase Inhibitory Activity of Collagen Hydrolysate from Lamuru (Caranx ignobilis) Fishbone

2021 ◽  
Vol 50 (8) ◽  
pp. 2329-2341
Author(s):  
Syamsu Nur Syamsu Nur ◽  
Yogillverd Wierson ◽  
Yulia Yulia ◽  
Fitriyanti Jumaetri Sami ◽  
Megawati Megawati ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Antioxidant Properties ◽  
Degree Of Hydrolysis ◽  
Type I ◽  
Collagen Hydrolysate ◽  
Antioxidant Power ◽  
Reduction Activity ◽  
Collagen Peptide ◽  
Sds Page ◽  
Ft Ir

The Lamuru fish (Caranx ignobilis) is mostly found in tropical waters of the indo-pacific region, namely Indonesia. It is believed to contain collagen and this study aims to isolate collagen from its bone and determine the collagen’s antioxidant and α-glucosidase inhibitory activity. In our study, the collagen was extracted using acetic acid which was hydrolyzed by collagenase enzyme from Clostridium histolyticum at a temperature of 37 °C, and pH 7.0. During hydrolysis, the degree of hydrolysis (DH) was calculated and collagen hydrolysates were characterized by SDS -PAGE, UV-Visible spectroscopy and FT-IR spectroscopy. After characterization, the collagen hydrolisate of lamuru ( CHL) fish was analyzed for its antioxidant properties and α-glucosidase inhibitory activity. The result shows that a higher percentage degree of hydrolysis was obtained, 31.17%, at 120 min of hydrolysis. The CHL characterization by SDS -PAGE showed its molecular weight ranging from 35,000-180,000 Daltons and identified the collagen as type I. The UV-Vis analysis of CHL provided a maximum absorbance at a wavelength of 233 nm. At the same time, the FT-IR analysis showed the presence of amides I, II, and III, which confirms the formation of the collagen triple helix. For its bioactivity assay, the CHL shows that CHL provided DPPH radical reduction activity reaching 51.45±1.24% (IC50 at 485.9 µg/mL). The ferric reduction antioxidant power of CHL (FRAP value) showed a significant reduction of Fe3+ to Fe2+ with a value of 711.27 µM/g. The CHL inhibition activity of α-glucosidase enzyme IC50 was determined to be 574 µg/mL. Based on the antioxidant bioactivity and α-glucosidase inhibition, the collagen peptide enables its use as a therapeutic development for a variety of disorders caused by oxidative stress, such as diabetes mellitus.

scholarly journals FACILE SYNTHESIS OF PHENOLIC DERIVATIVES, CONTAINIG LACTAMOMETHYL SUBSTITUENTS

2019 ◽  
Vol 62 (10) ◽  
pp. 40-48
Author(s):  
Stepan V. Vorobyev ◽  
Olga V. Primerova ◽  
Ludmila V. Ivanova ◽  
Vladimir D. Ryabov ◽  
Vladimir N. Koshelev
Keyword(s):  
13C Nmr Spectroscopy ◽  
Hydroxyl Group ◽  
1H And 13C Nmr ◽  
Mineral Oils ◽  
Ft Ir ◽  
Low Toxicity ◽  
Phenolic Derivatives ◽  
Intramolecular Hydrogen ◽  
Derivatives Of ◽  
Low Solubility

In this work we suggest the new method for the synthesis of novel phenolic derivatives, containing lactamomethyl substituents. Oxidation processes of fuels and mineral oils lead to losing of their properties, so the search for new and effective inhibitors of these processes is very actuel. We suggest a facile system for lactamomethylation reaction. Heating in the water some of phenols (resorcinol, phloroglucinol, methylphloroglucinol, pyrogallol, salicylic, resorcilic and gallic acids) with N-hydroxymethyl derivatives of pyrrolidone, valerolactam, caprolactam and 4-phenylpyrrolidone in the presence of catalytic amounts of acetic acid led to the target compounds with nearly quantitative yields. Time of the reaction ranged 1.5-2 h. As the products have low solubility in water, in contrast with the reagents, filtration was used for their extraction. The advantages of this method are also that it is eco-friendly because of small amounts of wastes and low toxicity of the reagents and solvent, and cheapness of starting compounds. Eighteen novel compounds were obtained. The composition of target substances was determined by elemental analysis whereas the structures of the synthesized compounds were confirmed by FT-IR spectroscopy methods, 1H- and 13C-NMR spectroscopy. In IR spectra there are carbonyl group stretching vibrations peaks in lower frequencies (about 1600 cm-1) than expected due to the formation of inter- and intramolecular hydrogen bonds between this group and phenolic hydroxyl group.

A Study on Synthesis and Antioxidant Activity Comparison of Novel Stilbenebenzamide Compounds

2019 ◽  
Vol 15 ◽  
Author(s):  
Aleksandra Kładna ◽  
Paweł Berczyński ◽  
Oya Bozdağ Dündar ◽  
Irena Kruk ◽  
Beyza Torun ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Antioxidant Activities ◽  
Wide Spectrum ◽  
Antioxidant Properties ◽  
Butylated Hydroxytoluene ◽  
Hydroxyl Group ◽  
Antioxidant Power ◽  
Total Antioxidant

Background: Stilbene phytalexis (1,2-diphenyloethylen) and benzamide are beneficial for human health. To increase the stilbene ring activity, a new series of its derivatives containing benzamide structure was synthesized and evaluated for their in vitro antioxidant power. Methods: 1H nuclear magnetic resonance, mass spectroscopy, and chromatographic analyses were used to confirm the successful synthesis. The antioxidant properties were determined by the elimination of , HO , DPPH , ABTS+ radicals, total antioxidant status (TAS) and the ferric reducing antioxidant activities (TAC) measurements. Results: Stilbenebenzamide compounds showed a wide spectrum of antioxidant ability, however their total antioxidant power was weaker than those of butylated hydroxytoluene (BHT), ascorbic acid, and resveratrol. The highest antiradical activity towards and HO was shown by the compounds with structures containing amine group (SBEBA, SBA) ( : 37.7 – 38.0% and 40.8 – 43.5%, HO : 29.8%, 28.7% inhibition, respectively) at1.25 mM concentration. The antiradical power of SBEBA (0.29) in DPPH assay was lower than those of resveratrol (1.83), ascorbic acid (3.63) and BHT (4.09). The TAS values of the synthesized compounds ranged from 152.9±5.3 to 240.2±6.7µM trolox equivalent/gram (TE/g) and were much lower than those of BHT (1304±43.0), reservatrol (1360±29.0) and ascorbic acid (2782±39.7) µM TE/g. Similarly, the TAC values ranging from 29.7±0.9 to 41.5±1.6 µM TE were weaker than that of resveratrol (239.2 ±6.7 µM TE/g). Conclusion: The results suggest that the presence of hydroxyl group in stilbene ring should be considered in further design of stilbenebenzamide compounds to enhance their antioxidant activity.

scholarly journals Phenolic Composition, Antioxidant Capacity and Antibacterial Activity of White Wormwood (Artemisia herba-alba)

Plants ◽  
2021 ◽  
Vol 10 (1) ◽  
pp. 164
Author(s):  
Muthanna J. Mohammed ◽  
Uttpal Anand ◽  
Ammar B. Altemimi ◽  
Vijay Tripathi ◽  
Yigong Guo ◽  
...  
Keyword(s):  
Phenolic Compounds ◽  
Antioxidant Properties ◽  
Soxhlet Extraction ◽  
Hydroxyl Group ◽  
Frap Assay ◽  
Antioxidant Power ◽  
Antimicrobial Effects ◽  
Dpph Method ◽  
Ic50 Values ◽  
Fraction I

Artemisia herba-alba Asso. (Wormwood) is a wild aromatic herb that is popular for its healing and medicinal effects and has been used in conventional as well as modern medicine. This research aimed at the extraction, identification, and quantification of phenolic compounds in the aerial parts of wormwood using Soxhlet extraction, as well as characterizing their antimicrobial and anitoxidant effects. The phenolic compounds were identified in different extracts by column chromatography, thin layer chromatography (TLC), and high performance liquid chromatography. Five different fractions, two from ethyl acetate extraction and three from ethanolic extraction were obtained and evaluated further. The antimicrobial activity of each fractions was evaluated against two Gram-positive (Bacillus cereus and Staphylococcus aureus) and two Gram-negative microorganisms (Escherichia coli and Proteus vulgaris) using the disc-diffusion assay and direct TLC bioautography assay. Fraction I inhibited B. cereus and P. vulgaris, Fraction II inhibited B. cereus and E. coli, Fraction III inhibited all, except for P. vulgaris, while Fractions IV and V did not exhibit strong antimicrobial effects. Their antioxidant capabilities were also measured by calculating their ability to scavenge the free radical using DPPH method and the ferric reducing antioxidant power (FRAP) assay. Ethanolic fractions III and V demonstrated excellent antioxidant properties with IC50 values less than 15.0 μg/mL, while other fractions also had IC50 values less than 80.0 μg/mL. These antioxidant effects were highly associated with the number of phenolic hydroxyl group on the phenolics they contained. These extracts demonstrated antimicrobial effects, suggesting the different phenolic compounds in these extracts had specific inhibitory effects on the growth of each bacteria. The results of this study suggested that the A. herba-alba can be a source of phenolic compounds with natural antimicrobial and antioxidant properties which can be used for potential pharmaceutical applications.

Zn(II), Cd(II) and Hg(I) complexes of cinnamic acid: FT-IR, FT-Raman, 1H and 13C NMR studies

2011 ◽  
Vol 993 (1-3) ◽  
pp. 404-409 ◽  
Author(s):  
M. Kalinowska ◽  
R. Świsłocka ◽  
W. Lewandowski
Keyword(s):  
Cinnamic Acid ◽  
13C Nmr ◽  
Nmr Studies ◽  
1H And 13C Nmr ◽  
Ft Ir ◽  
Ft Raman

scholarly journals AKTIVITAS ANTIOKSIDAN EKSTRAK BIJI DUWET (Syzygium cumini Linn.) PADA PEROKSIDASI LIPIDA SECARA IN VITRO

2016 ◽  
Vol 36 (01) ◽  
pp. 30 ◽  
Author(s):  
Rohadi Rohadi ◽  
Sri Rahadjo ◽  
Lip Izul Falah ◽  
Umar Santoso
Keyword(s):  
Antioxidant Activity ◽  
Linoleic Acid ◽  
Reducing Power ◽  
Seed Extract ◽  
Total Phenolic ◽  
Acid Oxidation ◽  
Syzygium Cumini ◽  
Antioxidant Power ◽  
Linoleic Acid Oxidation

All parts of Syzygium cumini Linn. (duwet) were widely used for medicinal plant in the treatment of various deseases.The seed extract was used to lower blood glucose. Cumini's seed had higher phenolic fractions than others. It were prepared by extracted of duwet seed "Genthong" varieties, using various extractants such as 85% ethyl acetate, 50% methanol and 50% ethanol. Duwet seed extract collected then was determined of phenolics compound and antioxidant activity assayed by measuring 2,2-diphenyl-1-picrylhydrazylradical (DPPH) scavenging activity, reducing Ferric ion (Fe3+) power and inhibition of linoleic acid oxidation. The objective was to select one of the extractant which gave highest yield and polyphenolic content and its stronger antioxidant activity. Extractant 50% methanol gave highest the extract yields was 16.29 % (db.) and phenolics compounds of extract was composed: total phenolic 45.99±0.25 g-GAE/100 g-extract; total flavonoid 2.28±0.07 g-QE/100 g-extract and total tannin 26.9±0.07 g-TAE/100 g-extract. All of extract exhibited strong on behalf of RSA-DPPH assay 87-95% (100  g-mL-l) and reducing power, nevertheless in inhibition of linoleic acid oxidation was moderate 49-55% (400  g-mL-l).Keywords: Syzygium cumini Linn, seed, antioxidant, extraction ABSTRAKTanaman duwet (Syzygium cumini Linn.) pada semua kompartemennya dimanfaatkan masyarakat untuk pengobatansuatu penyakit. Ekstrak bijinya dimanfaatkan untuk penurun gula darah. Bijinya merupakan bagian tanaman yang kaya senyawa polifenol. Fraksi kaya senyawa fenolik dipreparasi dengan mengekstraksi biji duwet varietas "Genthong", dengan tiga jenis ekstraktan; etil acetat 85%, metanol 50% dan etanol 50%. Ekstrak biji duwet (EBD) yang diperoleh dianalisis kelompok senyawa fenolik dan aktivitas antioksidan menggunakan metode uji penangkapan radikal DPPH (2,2-diphenil 1-picrylhydrazyl), uji reduksi ion Feri (ferric reduction antioxidant power-FRAP) dan uji penghambatan peroksidasi asam lemak linoleat. Tujuan penelitian adalah memilih satu dari tiga ekstraktan yang menghasilkaan ekstrak, dengan yield dan kadar senyawa polifenolik terbesar serta sifat antioksidatif terkuat. Yield dengan ekstraktan Met-OH-50%, sebesar 16,29% (db), senyawa fenoliknya sebesar 45,99 ±0,25 g-GAE/100 g-EBD; 2,28±0,07 g-QE/100 g-EBD dan 26,9±0,07 g-TAE/100 g-EBD. Ketiga ekstrak kuat dalam uji penangkapan radikal DPPH antara 87-95 % (100 g-mL-l) dan uji reduksi ion Feri (Fe3+), moderat pada uji penghambatan peroksidasi lipid, 49-52 % pada 400  g- mL-l.Kata kunci: Biji duwet (Syzygium cumini Linn.), antioksidan, ekstraksi

scholarly journals INVESTIGATING THE ANTIOXIDANT PROPERTIES OF IRANIAN CHILI PEPPER EXTRACT

2020 ◽  
Vol 14 (1) ◽  
Author(s):  
Mojtaba Mohammadi ◽  
Maryam Sardarodiyan ◽  
Esmaeil Ataye Salehi ◽  
Elham Elahi Baghan
Keyword(s):  
Oxidative Stability ◽  
Positive Impact ◽  
Antioxidant Properties ◽  
Herbal Medicines ◽  
Chili Pepper ◽  
Alpha Tocopherol ◽  
Acid Oxidation ◽  
Ultrasound Wave ◽  
Antioxidant Power ◽  
Phenol Compounds

Stress oxidative factors are known to causes diseases resulting from metabolic disorders. Therefore, preventing, or at least decreasing the amount of these factors may have a positive impact on prevention or improvement of the metabolic problems. Recently, the herbal medicines are more considered due to more effectiveness. The application of synthetic antioxidants has been reduced recently due to their adverse effects on human health. The present research aims at evaluating the antioxidant power of chili pepper. Some solvents such as water, ethanol and water-ethanol solution, with or without ultrasound wave application, are used to provide the chili pepper extracts. The amount of tocopherol and phenol compounds in the extracts has been measured using stoichiometry method and the antioxidant power of the extracts was measured and analyzed by beta-carotene and DPPH tests. Finally, the extracts’ oxidative stability was determined. The data was statically analyzed by Analysis of Variance (ANOVA) and Duncan Multiple Range Test. The P level of <0.05 was considered statistically significant. The results showed that the amount of phenol compounds in terms of Gallic acid in different extracts are between 1066.3 and 1172.27 mg/kg, and the amount of tocopherol compounds in terms of alpha-tocopherol is between 693.52 and 867.65 mg/ml. the oxidative stability index in different extracts was between 5.55 and 7.23 hours. The inhibitory percentage of Linoleic acid oxidation in the extract varied between 57.2 and 83.6%, and the inhibitory percentage of DPPH radicals in different extracts varied between 71.33 and 91.87%. The maximum and minimum efficiency for phenol and tocopherol compound extraction were obtained using ethanol and water solvents, respectively. With a high antioxidant power, chili pepper can find a wide application in food, pharmaceutical, and cosmetic industries.

scholarly journals Antioxidant properties of PF9601N, a novel MAO-B inhibitor: assessment of its ability to interact with reactive nitrogen species.

2010 ◽  
Vol 57 (2) ◽  
Author(s):  
Lydia Bellik ◽  
Stefania Dragoni ◽  
Federica Pessina ◽  
Elisenda Sanz ◽  
Mercedes Unzeta ◽  
...  
Keyword(s):  
Linoleic Acid ◽  
Antioxidant Properties ◽  
Brain Homogenate ◽  
Acid Oxidation ◽  
The Novel ◽  
Mao B ◽  
Linoleic Acid Oxidation ◽  
Nos Inhibitors ◽  
Dependent Inhibition ◽  
Oxide Synthase

The novel MAO-B inhibitor PF9601N, its cytochrome P450-dependent metabolite FA72 and l-deprenyl were studied as potential peroxynitrite (ONOO(-)) scavengers and nitric oxide synthase (NOS) inhibitors. The scavenging activity of these compounds was evaluated by measuring the oxygen consumption through peroxynitrite-mediated oxidation of both linoleic acid and brain homogenate. FA72, PF9601N and l-deprenyl caused a concentration-dependent inhibition of ONOO(-)-induced linoleic acid oxidation with an IC(50) value of 60.2 microM, 82.8 microM and 235.8 microM, respectively. FA72 was the most potent also in inhibiting ONOO(-)-induced brain homogenate oxidation with an IC(50) value of 99.4 microM, while PF9601N and l-deprenyl resulted weaker inhibitors in the same experimental model, showing an IC(50) value of 164.8 and 112.0 microM, respectively. Furthermore, both the novel MAO-B inhibitor as well as its metabolite were able to strongly inhibit rat brain neuronal NOS (IC(50) of 183 microM and 192 microM, respectively), while l-deprenyl at the highest concentration used (3 mM), caused only a slight decrease of the enzyme activity. Moreover, inducible NOS was strongly inhibited by FA72 only. All these results suggest that PF9601N could be a promising therapeutic agent in neurodegenerative disorders such as Parkinson's disease.

Evaluation of diuretic and antioxidant properties in aqueous bark and fruit extracts of pine

2020 ◽  
Vol 17 ◽  
Author(s):  
Hadi Shariati ◽  
Mohammad Hassanpour ◽  
Gholamreza Sharifzadeh ◽  
Asghar Zarban ◽  
Saeed Samarghandian ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Phenolic Content ◽  
Antioxidant Properties ◽  
Pine Bark ◽  
Male Rats ◽  
Total Phenolic ◽  
Dependent Manner ◽  
Aqueous Extracts ◽  
Antioxidant Power ◽  
Dose Dependent

Objective: The present study has been carried out to evaluate the diuretic and antioxidant properties of pine herb in an animal model. Materials and Methods: 45 adult male rats were randomly divided into nine groups including: groups I (the negative control), groups II (positive control, furosemide 10 mg/kg), groups III to VIII (treatment groups received 100, 200, 400 mg/kg of the aqueous extracts of bark and fruit) and group IX received the combination of aqueous extract of bark (100 mg/kg) and the fruit (100 mg/kg). The urine output, glomerular filtration rate (GFR), electrolytes, urea, and creatinine levels were evaluated . Furthermore, the phenolic content and antioxidant activity of both extracts were also assessed using 2, 2-diphenyl-1-picrylhydrazyl (DPPH), ferric reducing antioxidant power (FRAP) and Folin–Ciocalteu methods. Results: The aqueous extracts of the pine bark and fruit increased the urinary output in a dose-dependent manner. The combination of the two extracts compared to the other extracts alone significantly increased the serum potassium level. This study also showed each extract increase creatinine clearance in a dose-dependent manner (p<0.01 and p<0.05). The increase of GFR in the combination group was not significant. The current data showed a significant increase in the total phenolic content in pine bark extract in compared with the fruit extract. Conclusion: The pine bark and fruit can be useful in the prevention and treatment of kidney stones due to the high antioxidant activity.

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