Molecular complex of quercetin with glycyram

Yakovishin, L. A.; Корж, Е Н

doi:10.1063/1.5087398

Cited by 6 publications

(1 citation statement)

References 7 publications

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“…However, low bioavailability and instability of quercetin makes it difficult to use it in medical practice [29]. It was shown earlier that quercetin could form complexes with glycyram, a monoammonium salt of glycyrrhizic acid, in a ratio of 1:1 [33].…”

Section: Introductionmentioning

confidence: 99%

Antibacterial and Antihemolytic Activity of New Biomaterial Based on Glycyrrhizic Acid and Quercetin (GAQ) against Staphylococcus aureus

Olchowik-Grabarek,

Czerkas,

Matchanov

et al. 2023

JFB

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The goal of this study is to obtain and characterize the complex of quercetin with glycyrrhizic acid, which is known to serve as a drug delivery system. Quercetin is a flavonoid with a wide range of biological activities, including an antimicrobial effect. However, quercetin instability and low bioavailability that limits its use in medical practice makes it necessary to look for new nanoformulations of it. The formation of the GAQ complex (2:1) was confirmed by using UV and FT-IR spectroscopies. It was found that the GAQ exhibited antimicrobial and antihemolytical activities against S. aureus bacteria and its main virulent factor—α-hemolysin. The IC50 value for the antihemolytical effect of GAQ was 1.923 ± 0.255 µg/mL. Using a fluorescence method, we also showed that the GAQ bound tightly to the toxin that appears to underlie its antihemolytic activity. In addition, another mechanism of the antihemolytic activity of the GAQ against α-hemolysin was shown, namely, its ability to increase the rigidity of the outer layer of the erythrocyte membrane and thus inhibit the incorporation of α-hemolysin into the target cells, increasing their resistance to the toxin. Both of these effects of GAQ were observed at concentrations below the MIC value for S. aureus growth, indicating the potential of the complex as an antivirulence agent.

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Section: Introductionmentioning

confidence: 99%

Antibacterial and Antihemolytic Activity of New Biomaterial Based on Glycyrrhizic Acid and Quercetin (GAQ) against Staphylococcus aureus

Olchowik-Grabarek,

Czerkas,

Matchanov

et al. 2023

JFB

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Molecular complex of salicylic acid with glycyram

Yakovishin

2020

AIP Conference Proceedings

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Salicylic acid (SalA) is the simplest aromatic carboxylic acid, which had shown analgesic, antipyretic, and anti-inflammatory activity. SalA is one of the most famous dermatological drugs with keratolytic, bacteriostatic, fungicidal, and photoprotective properties 1 .However, the use of SalA in medical practice is limited by its toxicity (salicylism) 1 . The great interest to molecular complexes of triterpene glycosides with different drugs is caused by the possibility to reduce of drugs doses, increase in bioavailability, decrease in drugs toxicity, and expansion of pharmacological activity spectrum of drugs and triterpene glycosides 2, 3 . The complexes of glycyrrhizic acid and its monoammonium salt (glycyram, GC) are the most studied 2, 3 . Molecular complex of SalA with GC is not described. The use of GC can potentially decrease in SalA toxicity and improve its bioavailability.A new molecular complex of GC with SalA in a 1:1 molar ratio was obtained. The SalA-GC complex composition was determined by the method of isomolar series. Absorption spectrum of isomolar series for mixtures of GC with SalA has isosbestic points at 238 and 282 nm.The molecular complexation of SalA with GC was studied by ATR FT-IR spectroscopy. It was shown that hydrogen bonds are formed between OH group of SalA carboxyl and C=O group of GC carboxyl or OH groups of GC carbohydrate residues: -С=ОGC•••НОOC-SalA and -(Н)ОGC•••НОOC-SalA. Hydrophobic contacts of GC with SalA molecules are possible.

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Molecular complex of quercetin with hederasaponin C

Yakovishin

Ratnikov

Bazhan

et al. 2020

AIP Conference Proceedings

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Quercetin (Quer) is one of the most famous flavonols 1 . Quer was founded in different plants. Quer has P-vitamin activity and exhibits antioxidant, anti-inflammatory, antispasmodic, antisclerotic, diuretic, and antitumor effects. 1,2 Previously, we have studied the molecular complex of Quer with triterpene glycoside glycyram (monoammonium salt of glycyrrhizic acid) 3 . Triterpene glycosides from licorice and ivy are one of the most affordable saponins. However, molecular complexes of Quer with ivy triterpene glycosides are not described. Triterpene glycoside hederasaponin C (hederacoside C, hederagenin 3-O-α-Lrhamnopyranosyl-(1→2)-O-α-L-arabinopyranosyl-28-О-α-L-rhamnopyranosyl-(1→4)-О-β-Dglucopyranosyl-(1→6)-О-β-D-glucopyranoside, HedC) was discovered in the most species of the ivy genus Hedera L. (Araliaceae), in which it is the dominant saponin.The Quer-HedC complex composition was determined by the method of isomolar series at 256 and 370 nm. This method gave a molar ratio ≈2.0, which corresponded to a 1 : 2 complex of Quer with HedC, respectively (in 2 : 8 mixture of 96 % EtOH and aqueous phosphate buffer with pH 7.2 (v/v)).The molecular complexation of Quer with HedC was studied by ATR FT-IR spectroscopy. It was shown that hydrogen bonds are formed between OH groups of complex components, and by C=O group of Quer and carbohydrate OH groups of HedC: (Н)О•••Н-О and С=ОQuer•••Н-ОHedC.

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Molecular complex of quercetin with glycyram

Cited by 6 publications

References 7 publications

Antibacterial and Antihemolytic Activity of New Biomaterial Based on Glycyrrhizic Acid and Quercetin (GAQ) against Staphylococcus aureus

Antibacterial and Antihemolytic Activity of New Biomaterial Based on Glycyrrhizic Acid and Quercetin (GAQ) against Staphylococcus aureus

Molecular complex of salicylic acid with glycyram

Molecular complex of quercetin with hederasaponin C

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