Catechol thioethers with physiologically active fragments: Electrochemistry, antioxidant and cryoprotective activities

Smolyaninov, I. V.; Pitikova, O. V.; Корчагина, Е. О.; Poddel’sky, Andrey I.; Fukin, Georgy K.; Лужнова, С. А.; Tichkomirov, Andrey M.; Ponomareva, Elena; Берберова, Н. Т.

doi:10.1016/j.bioorg.2019.103003

Cited by 30 publications

(25 citation statements)

References 99 publications

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“…Earlier it was shown that sulfides with CatH 2 group reveal an antioxidant influence on the lipid peroxidation (LP) process in vitro [17a] . It is interesting to estimate the behaviour of some target compounds in the model reaction of Fe 2+ ‐induced lipid peroxidation of the rat (Wistar) brain homogenate as a non‐enzymatic process in vitro.…”

Section: Resultsmentioning

confidence: 99%

Catechol‐ and Phenol‐Containing Thio‐Schiff Bases: Synthesis, Electrochemical Properties and Biological Evaluation

et al. 2021

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A number of novel catechol-and phenol-containing Schiff bases with thiophenol or mercaptobenzimidazole groups have been synthesized. Electrochemical studies of the target compounds were carried out in order to establish the primary centres involved in redox reactions, and the mechanism of oxidative transformations. The antioxidant activities of the compounds were determined using different assays. Compounds combining the catechol group with the mercaptobenzimidazole or benzothiazoline cycles exhibit more pronounced antioxidant activity in the concerning tests. However, a significant promoting effect on the process of lipid peroxidation of rat brain homogenates was found in the presence of catechols. Antibacterial and cytotoxic effects of Schiff bases can be caused by the possibility of ROS and o-benzoquinones generation. It was established that some compounds have a moderate bacteriostatic effect against Staphylococcus aureus strains. Schiff bases with catechol and heterocyclic groups exhibit a good antiproliferative activity (IC 50 < 10 μM) towards MCF-7, HTC-116 and A549 cell lines.

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Section: Resultsmentioning

confidence: 99%

Catechol‐ and Phenol‐Containing Thio‐Schiff Bases: Synthesis, Electrochemical Properties and Biological Evaluation

et al. 2021

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“…They are able to inhibit a wide range of enzymes generating ROS, have a reducing power and can also chelate catalysts of oxidation reactions such as metal ions (iron and copper). Several studies have shown the antioxidant capacity of quercetin and luteolin [ 45 , 50 , 51 , 52 , 53 ].…”

Section: Discussionmentioning

confidence: 99%

Leafy Stems of Phagnalon saxatile subsp. saxatile from Algeriaas a Source of Chlorogenic Acids and Flavonoids with Antioxidant Activity: Characterization and Quantification Using UPLC-DAD-ESI-MSn

et al. 2021

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Phagnalon saxatile subsp. saxatile is a wild species widespread in Algeria which is utilized for medicinal purposes as analgesic and anticholesterolemic. However, information is still scarce regarding its phytochemical content. The objective of this study was to identify and quantify the phenolic compounds from different extracts of its leafy stems. For this purpose, the effects of four extracting solvents were investigated on the content of phenolic compounds and the antioxidant activity of this plant. The extracts prepared with polar solvents (methanol and water) contained higher amounts of phenolic compounds and showed better antioxidant activity than the extracts with apolar solvents (hexane, dichloromethane). The methanolic extract, richest in total phenolic and total flavonoid, had significant antioxidant activity as regarded by DPPH° scavenging capacity (IC50 of 5.5 µg/mL), ABTS+° scavenging capacity (IC50 of 63.8 µg/mL) and inhibition of oxidation of linoleic acid (IC50 of 22.7 µg/mL), when compared to synthetic antioxidants. Chlorogenic acids and several flavonoids were identified and quantified by UPLC-DAD-MSn. The di-O-caffeoylquinic acids isomers were the most concentrated phenolics (25.4 mg/g DW) in the methanolic extract.

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“…It was previously shown that aglycones are more potent antioxidants than their corresponding glycosides and that flavonoids are able to reduce highly oxidizing free radicals through the conjugations (a double bond at C2-C3 and carbonyl group at C4 of the C ring) and hydroxyl groups in particular in the 3' in ring B (catechol group) and 3-OH group in ring C. They are capable of inhibiting a wide range of enzymes ROS generating, have a reducing power and can also chelate catalysts of oxidation reactions such as metal ions (iron and copper). Several studies have shown the antioxidant capacity of quercetin and luteolin [45,[50][51][52][53].…”

Section: Discussionmentioning

confidence: 99%

Leafy Stems of <em>Phagnalon saxatile subsp. saxatile</em> from Algeria as a Source of Chlorogenic Acids and Flavonoids with Antioxidant Activity: Characterization and Quantification Using UPLC-DAD-ESI-MS<sup>n</sup>

Haddouchi¹,

Chaouche²,

Ksouri³

et al. 2021

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Phagnalon saxatile subsp. saxatile is a wild species very widespread in Algeria which is utilized for medicinal purposes as analgesic and anticholesterolemic. However, informations are still scarce regarding its phytochemical content. The objective of this study was to identify and quantify the phenolic compounds from different extracts of its leafy stems. For this purpose, the effects of four extracting solvents were investigated on the content of phenolic compounds and the antioxidant activity of this plant. Extracts prepared with polar solvents (methanol and water) contained higher amounts of phenolic compounds and showed better antioxidant activity than extracts with apolar solvents (hexane, dichloromethane). The methanolic extract, richest in total phenolic and total flavonoid, had significant antioxidant activity as regarded by DPPH° scavenging capacity (IC50 of 5.47 µg/mL), ABTS scavenging capacity (IC50 of 63.77 µg/mL) and inhibition of oxidation of linoleic acid (IC50 of 22.71 µg/mL), when compared to synthetic antioxidants. Chlorogenic acids and few flavonoids were identified and quantified by UPLC-DAD-MSn. The di-O-caffeoylquinic acids isomers were the most concentrated phenolics (25.4mg/g DW) in the methanolic extract.

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Catechol thioethers with physiologically active fragments: Electrochemistry, antioxidant and cryoprotective activities

Cited by 30 publications

References 99 publications

Catechol‐ and Phenol‐Containing Thio‐Schiff Bases: Synthesis, Electrochemical Properties and Biological Evaluation

Catechol‐ and Phenol‐Containing Thio‐Schiff Bases: Synthesis, Electrochemical Properties and Biological Evaluation

Leafy Stems of Phagnalon saxatile subsp. saxatile from Algeriaas a Source of Chlorogenic Acids and Flavonoids with Antioxidant Activity: Characterization and Quantification Using UPLC-DAD-ESI-MSn

Leafy Stems of <em>Phagnalon saxatile subsp. saxatile</em> from Algeria as a Source of Chlorogenic Acids and Flavonoids with Antioxidant Activity: Characterization and Quantification Using UPLC-DAD-ESI-MS<sup>n</sup>

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