scholarly journals Spectroscopic characterization of thiol adducts formed in the reaction of 4-methylcatechol with DPPH in the presence of N-acetylcysteine

2018 ◽  
Vol 9 (4) ◽  
pp. 386-393
Author(s):  
Masaki Ichitani ◽  
Hisako Okumura ◽  
Yugo Nakashima ◽  
Hitoshi Kinugasa ◽  
Mitsunori Honda ◽  
...  

Nucleophiles such as thiol compounds have enhancing effects on the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activities of polyphenols. Several authors have suggested that regeneration of the catechol structure from o-quinone plays a key role in enhanced radical scavenging activity. We therefore explored the reaction of 4-methyl catechol (MC) with DPPH in the presence of N-acetylcysteine (NACys) to clarify the mechanism underlying activity enhancement. Four types of NACys adducts were isolated and purified by preparative HPLC after the reactions reached equilibrium and their structures were characterized spectroscopically using UV-Vis absorption, NMR, and LC-MS. Oxidation of MC using a periodate resin and subsequent reaction with NACys were also studied. LC-MS analyses revealed that a mono-NACys adduct is produced as the major product in the reaction of MC quinone with NACys, and direct reduction by NACys occurs in reactions with NACys MC quinones.

Author(s):  
Vijay J. Desale ◽  
Suraj N. Mali ◽  
Bapu R. Thorat ◽  
Ramesh S. Yamgar

Background: For the past several decades, we are remarking presence of the tuberculosis (TB) as the most common infectious disease leading mortality.and antimicrobial, etc. Objective: Hydrazone containing azometine group (-NHN=CH-) compounds has been reported for broad range of bioactivities such as antiplatelet, analgesic, antiinflammatory, anticonvulsant, antidepressant, antimalarial, vasodilator , antiviral and antimicrobial, etc. Method: For synthesis of our compounds (4a-4d) and (6a-6e), we have treated aromatic amines with methyl terephthalaldehydate in methanol giving us Schiff’s bases followed by reductive amination and further treatment with hydrazine hydrate to give acid hydrazides (4a-4d). These acid hydrazides were then treated with different aromatic aldehydes to yield hydrazones (6a-6d). All our synthesized compounds were subjected to FT-IR, NMR, and UV spectroscopic characterization. Results: Compounds (4a-4d) and (6a-6e) were found to have highly potent activity against Mycobacteria tuberculosis (Vaccine strain, H37 RV strains): ATCC No- 27294 (MIC:1.6-6.25 μg/mL) than standard anti-TB drugs. Our compounds exhibited good radical scavenging potentials(0-69.2%) as checked from DPPH protocol. All compounds also demonstrated good in-silico ADMET results. Conclusion: Our current study revealed promising in-vitro antituberculosis and antioxidant profiles of hydrazidehydrazone analogues.


Plants ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 76
Author(s):  
Maria G. Ziagova ◽  
Charoula Mavromatidou ◽  
Georgios Samiotis ◽  
Elisavet Amanatidou

In this study, the assessment of TPC and antioxidant activity enhancement of medicinal and aromatic plant (MAP) aqueous extracts using natural sweeteners or encapsulation materials was carried out. MAP extracts fortified with polyphenols were used to produce biofunctional chocolate bites. Honey or erythritol added to Melissa officinalis concentrated aqueous extracts exhibited TPC at 19.53 mg GAE/mL and 18.24 mg GAE/mL, respectively, and DPPH radical scavenging activity greater than 82%, comparing to its non-concentrated aqueous extract (3.74 mg GAE/mL and 72.9%, respectively). Honey added to MAP concentrated aqueous extract mixtures presented up to twofold higher TPC compared to M. officinalis concentrated aqueous extracts with honey. Chocolate bites with MAP concentrated aqueous extract mixtures and honey exhibited TPC and DPPH radical scavenging activity at 29.48 mg GAE/g chocolate and 93.7%, respectively. The addition of gum arabic or inulin in MAP concentrated aqueous extract mixtures increased the TPC up to 12-fold (40.37 mg GAE/mL and 34.14 mg GAE/mL, respectively) compared to its non-concentrated aqueous extracts (3.38 mg GAE/mL), whereas DPPH radical scavenging activity approached 99.5%. Honey incorporation as a sweetener and polyphenolic compound encapsulation in gum arabic can lead to the production of biofunctional foods with elevated cytoprotective action without compromising their organoleptic attributes.


2021 ◽  
Author(s):  
Muhammad Saleem ◽  
Samiullah Malik ◽  
Hafiza Mahreen Mehwish ◽  
Muhammad Waqas Ali ◽  
Nazim Hussain ◽  
...  

Abstract Presently, exopolysaccharide (EPS), due to its exceptional biological features is used as an efficient biopolymer. Therefore, the present study aimed is the EPS production by Lactobacillus Plantarum S123, its biopotential investigation and technological functional characterization. The results of microscopic examination suggested that the S123 EPS has a major portion of amorphous spongy like structure with partial crystalline nature. The FTIR and NMR results suggested that the S123 EPS consists on carbonyl and hydroxyl group respectively. Furthermore, the results of biopotential investigation suggested that the S123 EPS exhibited excellent antimicrobial activity against Gram’s positive (7.2mm) and Gram’s negative bacteria (11.5mm), DPPH radical scavenging activity (> 65%), water holding capacity (326.6 ± 0.5%), oil holding capacity (995.3 ± 0.2%), flocculation (89.5 ± 0.6%), and emulsifying (80.1 ± 1.1%) activities. Overall, the present results suggested that due to highly porous structure, efficient biotechnological potential the S123 EPS from Lactobacillus plantarum S123 can be used in the functional food product.


Author(s):  
S. Dagnon ◽  
D. Bojilov ◽  
M. Docheva ◽  
A. Edreva

This study investigates the relationships between the main polyphenols and DPPH radical scavenging activity (RSA) in extracts from some of the most common wild and cultivated species from the Achillea millefolium group, Mentha, Chenopodium botrys, Clinopodium vulgare and Artemisia vulgaris. Another aspect of the study is the effects of choosing an extraction solvent, highlighting the importance of selecting an appropriate one for obtaining extracts with maximum manifested bioactivity. Chemical characterization of compounds is performed. It is based on HPLC-PDA fingerprint profiles, obtained from 70% aqueous methanol extracts. Hydroxycinnamic acids, glycosides of luteolin (LG), apigenin (AG), their aglycones and methoxyflavones are found to be the most abundant components, which have the highest impact on radical scavenging activity (RSA) of the extracts. The data allow supposing high correlation relationships between caffeoylquinic acids and RSA of extracts from four A. millefolium group species and cv. Proa. Cl. vulgare methanol extract, rich in rosmarinic acid, LG and AG, showed the highest RSA with IC50 10.37μg.mL-1. In contrast, extracts of Ch. botrys which lack phenolic acids, contain low amount of glycosides and are rich in methoxyflavone aglycones, possess very weak RSA. For multicomponent analysis, our data suggest 70% methanol as the most appropriate solvent for extraction of compounds belonging to the polyphenol complex. Based on the high quantities of rosmarinic acid, luteolin and apigenin glycosides, 66% ethanol solvent is found to be the best choice for medicinal consumption extracts.


2018 ◽  
Vol 44 (4) ◽  
pp. 515-520
Author(s):  
M Kazemi

Carum copticum L. comprises several relevant species for food, cosmetic, perfumery and pharmaceutical industries. GC/MS analysis of the enential oil of C. copticum revealed γ- terpinene as a major component of C. copticum, with its contribution of 33.85%. Essential oils (EOs) exhibited a significant antimicrobial activity against all tested microbial strains. In addition, the C. copticum oil demonstrated the highest DPPH radical scavenging activity. These results clearly show the antimicrobial and antioxidant effects of the plant essential oil.


2020 ◽  
Vol 2020 ◽  
pp. 1-16
Author(s):  
Nur Sumirah Mohd Dom ◽  
Nurshieren Yahaya ◽  
Zainah Adam ◽  
Nik Mohd Afizan Nik Abd. Rahman ◽  
Muhajir Hamid

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.


2021 ◽  
Vol 18 ◽  
Author(s):  
Sarosh Iqbal ◽  
Shumaila Kiran ◽  
Shahida Perveen ◽  
Rizwana Malik ◽  
Muhammad Taha ◽  
...  

Background & Introduction : Antioxidants are known to prevent oxidative stress-induced damage to the biomolecules and thus, delay the onset of cancers and many age-related diseases. Therefore, the development of novel and potent antioxidants is justified. Method: During this study, we synthesized symmetrical bis-Schiff bases of carbohydrazide 1-27, and evaluated their in vitro antioxidative activity and cytotoxic activity. Results: Among synthesized compounds, six compounds 20 (IC50 = 12.89 ± 0.02 µM), 16 (IC50 = 14.32 ± 0.43 µM), 17 (IC50 = 18.52 ± 0.83 µM), 19 (IC50 = 22.84 ± 0.62 µM), 24 (IC50 = 35.1 ± 0.82 µM) and 15 (IC50 = 40.03 ± 1.06 µM) showed an excellent 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, better than the standard butylatedhydroxyanisole (BHA) (IC50 = 44.6 ± 0.6 µM). Likewise, two compounds 16 (IC50 = 4.3 ± 1.3 µM) and 20 (IC50 = 6.6 ± 1.6 µM) showed oxidative burst scavenging activity better than the standard drug ibuprofen (IC50 = 11.2 ± 1.9 µM). Some synthesized compounds showed good to moderate toxicity against prostate cancer (PC-3) cell lines. Conclusion: This study has identified potent antioxidants and good cytotoxic agents with the potential to further investigate.


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