Degradation of high-molar-mass hyaluronan by an oxidative system comprising ascorbate, Cu(II), and hydrogen peroxide: Inhibitory action of antiinflammatory drugs—Naproxen and acetylsalicylic acid

Šoltés, Ladislav; Stankovská, Monika; Kogan, Grigorij; Mendichi, Raniero; Volpi, Nicola; Sasinková, Vlasta; Gemeiner, Peter

doi:10.1016/j.jpba.2007.04.037

Cited by 11 publications

(2 citation statements)

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“…Various methods have been reported to produce LMW-HA, including chemical degradation, physical degradation, and enzymatic degradation [7,8,9]. Methods of chemical degradation mainly include acid hydrolysis, alkaline hydrolysis, and oxidative degradation [10,11,12]. Acid, alkali, and oxidant react with HMW-HA at different reaction sites.…”

Section: Introductionmentioning

confidence: 99%

Efficient Degradation of High-Molecular-Weight Hyaluronic Acid by a Combination of Ultrasound, Hydrogen Peroxide, and Copper Ion

Chen

Qin

2019

Molecules

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Hyaluronic acid (HA) was depolymerized by a combination of ultrasound, hydrogen peroxide and copper ion. The structures of high-molecular-weight hyaluronic acid (HMW-HA) and low-molecular-weight hyaluronic acid (LMW-HA) were determined by Fourier transform infrared (FTIR) spectroscopy, circular dichroism (CD) spectroscopy, and UV-VIS absorption spectroscopy. The degradations of HMW-HA using a physical method, a chemical method, and a combination of physical and chemical method were compared. The results show that HA can be effectively degraded by a combinatorial method involving ultrasound, hydrogen peroxide, and copper ion. Under the degradation conditions of 50 mM H2O2, 5.0 μM CuCl2, 160 W, pH 4.0, and reaction at 50 °C for 30 min, the content of glucuronic acid was 36.56%, and the yield of LMW-HA was 81.71%. The FTIR, CD, and UV-VIS absorption spectra of HA did not change with the decrease in molecular weight, indicating that the structure of HA remained intact during the degradation.

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Section: Introductionmentioning

confidence: 99%

Efficient Degradation of High-Molecular-Weight Hyaluronic Acid by a Combination of Ultrasound, Hydrogen Peroxide, and Copper Ion

Chen

Qin

2019

Molecules

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“…It should be, however, pointed out that addition of either CuCl 2 or d-PN alone to the HA solution (within 5 h) did not induce any degradation of HA [9] [10]. On the other hand, addition of one single reactant, namely ascorbic acid, to the B22157 solution resulted in a significant reduction of the sample viscosity value [11], which is a marker of degradation of HA macromolecules [12] [13].…”

mentioning

confidence: 99%

Degradation of High‐Molar‐Mass Hyaluronan by Ascorbate plus Cupric Ions: Effects of D‐Penicillamine Addition

Valachová

Rapta

Kogan

et al. 2009

Chemistry & Biodiversity

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Pro- and anti-oxidative effects of an anti-rheumatoid drug, D-penicillamine (D-PN), on the kinetics of high-molar-mass hyaluronan (HA) degradation were monitored using the method of rotational viscometry. The degradation of the dissolved HA macromolecules was attained by applying the Weissberger's system comprising ascorbic acid plus cupric ions. Electron paramagnetic resonance (EPR) spectroscopy was used to identify the generated free radicals. The results obtained indicate that the initial anti-oxidative action of D-PN is followed by induction of pro-oxidative conditions due to the generation of reactive free radicals. It is speculated, however, that the latter situation may be considered as an advantageous property of D-PN. Hydroxyl radicals formed in this way may participate in decomposition of proteinases, which are believed to be responsible for the destruction of joint cartilage under rheumatoid arthritic conditions.

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Role of Catalysis and Catalytic Agents in Drug Stability

Ghayas

Qadeer

Anwar

2020

Drug Stability and Chemical Kinetics

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Degradation of high-molar-mass hyaluronan by an oxidative system comprising ascorbate, Cu(II), and hydrogen peroxide: Inhibitory action of antiinflammatory drugs—Naproxen and acetylsalicylic acid

Cited by 11 publications

References 43 publications

Efficient Degradation of High-Molecular-Weight Hyaluronic Acid by a Combination of Ultrasound, Hydrogen Peroxide, and Copper Ion

Efficient Degradation of High-Molecular-Weight Hyaluronic Acid by a Combination of Ultrasound, Hydrogen Peroxide, and Copper Ion

Degradation of High‐Molar‐Mass Hyaluronan by Ascorbate plus Cupric Ions: Effects of D‐Penicillamine Addition

Role of Catalysis and Catalytic Agents in Drug Stability

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