Guaianolide sesquiterpenes and benzoate esters from the aerial parts of Siegesbeckia orientalis L. and their xanthine oxidase inhibitory activity

Four new acyclic diterpenes, siegetalises A-D (1-4), were isolated from the aerial parts of Siegesbeckia orientalis. Their chemical structures were elucidated by extensive analysis of high-resolution electrospray ionization mass spectrometry and nuclear magnetic resonance spectral data. The effects of the isolated compounds on the activity of xanthine oxidase were evaluated by the oxidative reaction with xanthine as a substrate. At a concentration of 50 µM, compounds 1-4 exhibited xanthine oxidase inhibitory activity at levels of 13.59% ± 0.51%, 19.64% ± 1.54%, 17.45% ± 1.26%, and 21.36% ± 1.40%, respectively.

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Xanthine Oxidase Inhibitors from Filipendula ulmaria (L.) Maxim. and Their Efficient Detections by HPTLC and HPLC Analyses

Molecules ◽

10.3390/molecules26071939 ◽

2021 ◽

Vol 26 (7) ◽

pp. 1939

Author(s):

Maël Gainche ◽

Clémence Ogeron ◽

Isabelle Ripoche ◽

François Senejoux ◽

Juliette Cholet ◽

...

Keyword(s):

Xanthine Oxidase ◽

Inhibitory Activity ◽

Enzyme Inhibitors ◽

Complex Mixture ◽

Hplc Method ◽

Filipendula Ulmaria ◽

Aerial Parts ◽

Xanthine Oxidase Inhibitors ◽

Pure Compounds ◽

Complementary Strategy

Filipendula ulmaria is a plant commonly used for the treatment of several pathologies, such as diarrhoea, ulcers, pain, stomach aches, fevers, and gout. Our study focused on the use of F. ulmaria for the treatment of gout disease. We first studied the chemical composition of a methanolic extract of the aerial parts and demonstrated its xanthine oxidase (XO) inhibitory activity. Then, we performed a fractionation and evaluated the most XO inhibitory active fractions by UV measurement. Purification of some fractions allowed the determination of the inhibitory activity of pure compounds. We demonstrated that spiraeoside, a glycosylated flavonoid, possesses an activity around 25 times higher than allopurinol, used as a reference in the treatment of gout disease. In order to easily and quickly identify potent inhibitors in complex matrix, we developed a complementary strategy based on an HPLC method and an Effect Directed Assay (EDA) method combining HPTLC and biochemical assays. The HPLC method, capable of determining compounds exhibiting interactions with the enzyme, could be an efficient strategy for evaluating potent enzyme inhibitors in a complex mixture. This strategy could be applied for quantitative assays using LC/MS experiments.

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Screening of Hungarian mushrooms for xanthine-oxidase inhibitory activity

Planta Medica ◽

10.1055/s-0033-1352385 ◽

2013 ◽

Vol 79 (13) ◽

Author(s):

A Ványolós ◽

O Orbán-Gyapai ◽

T Támadi ◽

J Hohmann

Keyword(s):

Xanthine Oxidase ◽

Inhibitory Activity

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Polyphenols from Cyclopia genistoides and their xanthine oxidase inhibitory activity

Planta Medica ◽

10.1055/s-0035-1565516 ◽

2015 ◽

Vol 81 (16) ◽

Author(s):

O Roza ◽

A Martins ◽

J Hohmann ◽

WC Lai ◽

FR Chang ◽

...

Keyword(s):

Xanthine Oxidase ◽

Inhibitory Activity

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Xanthine Oxidase Inhibitory Activity and DPPH radical scavenging Assay of isolated compound from Etlingera rubroloba (Blume) A.D Poulsen stem

International Journal of Pharmaceutical Research ◽

10.31838/ijpr/2021.13.01.316 ◽

2020 ◽

Vol 13 (01) ◽

Keyword(s):

Xanthine Oxidase ◽

Inhibitory Activity ◽

Radical Scavenging ◽

Dpph Radical ◽

Isolated Compound ◽

Dpph Radical Scavenging ◽

Radical Scavenging Assay

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Evaluation of Enzyme Inhibitory Activity of Flavonoids by Polydopamine-Modified Hollow Fiber-Immobilized Xanthine Oxidase

Molecules ◽

10.3390/molecules26133931 ◽

2021 ◽

Vol 26 (13) ◽

pp. 3931

Author(s):

Cong-Peng Zhao ◽

Guo-Ying Chen ◽

Yuan Wang ◽

Hua Chen ◽

Jia-Wen Yu ◽

...

Keyword(s):

Xanthine Oxidase ◽

Hollow Fiber ◽

Inhibitory Activity ◽

Ph Value ◽

Enzymatic Reaction ◽

Amino Acid Residues ◽

Reaction Conditions ◽

Docking Analysis ◽

Dopamine Concentration ◽

Immobilization Time

In this study, a polydopamine (PDA)-modified hollow fiber-immobilized xanthine oxidase (XOD) was prepared for screening potential XOD inhibitors from flavonoids. Several parameters for the preparation of PDA-modified hollow fiber-immobilized XOD, including the dopamine concentration, modification time, XOD concentration and immobilization time, were optimized. The results show that the optimal conditions for immobilized XOD activity were a dopamine concentration of 2.0 mg/mL in 10.0 mM Tris-HCl buffer (pH 8.5), a modification time of 3.0 h, an XOD concentration of 1000 μg/mL in 10.0 mM phosphate buffer (pH 7.5) and an immobilization time of 3.0 h. Subsequently, the enzymatic reaction conditions such as the pH value and temperature were investigated, and the enzyme kinetics and inhibition parameters were determined. The results indicate that the optimal pH value (7.5) and temperature (37 °C) of the PDA-modified hollow fiber-immobilized XOD were consistent with the free enzyme. Moreover, the PDA-modified hollow fiber-immobilized XOD could still maintain above 50% of its initial immobilized enzyme activity after seven consecutive cycles. The Michaelis–Menten constant (Km) and the half-maximal inhibitory concentration (IC50) of allopurinol on the immobilized XOD were determined as 0.25 mM and 23.2 μM, respectively. Furthermore, the PDA-modified hollow fiber-immobilized XOD was successfully applied to evaluate the inhibitory activity of eight flavonoids. Quercetin, apigenin, puerarin and epigallocatechin showed a good inhibition effect, and their percentages of inhibition were (79.86 ± 3.50)%, (80.98 ± 0.64)%, (61.15 ± 6.26)% and (54.92 ± 0.41)%, respectively. Finally, molecular docking analysis further verified that these four active compounds could bind to the amino acid residues in the XOD active site. In summary, the PDA-modified hollow fiber-immobilized XOD is an efficient method for the primary screening of XOD inhibitors from natural products.

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Antioxidant activity, xanthine oxidase inhibitory activity, and compounds determination of Cipadessa baccifera leaf extract

10.1063/5.0053207 ◽

2021 ◽

Author(s):

Syarifah Ramadhani Lubis ◽

Subandi Subandi ◽

Muntholib Muntholib ◽

Jamilah Abbas ◽

Tjandrawati Mozef

Keyword(s):

Antioxidant Activity ◽

Xanthine Oxidase ◽

Inhibitory Activity ◽

Leaf Extract

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Inhibitory Activity of Asana, Heartwood of Pterocarpus marsupium, Against Xanthine Oxidase

Natural Product Communications ◽

10.1177/1934578x19887891 ◽

2019 ◽

Vol 14 (12) ◽

pp. 1934578X1988789

Author(s):

Takahiro Deguchi ◽

Yusuke Hata ◽

Atsushi Tamai ◽

Moe Yamamoto ◽

Takanori Fujita ◽

...

Keyword(s):

Liquid Chromatography ◽

Xanthine Oxidase ◽

Inhibitory Activity ◽

Soluble Fraction ◽

Ethanolic Extract ◽

Modern Medicine ◽

Noncommunicable Disease ◽

Promising Candidate ◽

Pterocarpus Marsupium ◽

Novel Agent

The heartwood of Pterocarpus marsupium is called as “Asana” in Ayurveda. Its aquatic infusion was used for treating “prameha,” which indicates a polyuria disease in modern medicine. In our research program to investigate a novel agent to improve hyperuricemia, we focused on the extract of Asana as a xanthine oxidase (XOD) inhibitor. Asana extract (50% ethanolic extract, PM-ext) showed 11%, 35%, and 38% inhibition at 50, 200, and 500 µg/mL, respectively. Subsequently, PM-ext was partitioned with ethyl acetate (AcOEt), butanol, and water. Among them, AcOEt-soluble fraction indicated the most potent XOD inhibitory activity and was consecutively fractionated using various liquid chromatography to obtain liquiritigenin (1), isoliquiritigenin (2), and marsupsin (3) as active principles. Compound 1 showed 16% inhibition at 200 µM while 2 showed 20%, 32%, and 46% inhibition at 50, 100, and 200 µM, respectively. Compound 3 showed 15% inhibition at 500 µM. This is the first report on the XOD inhibitory activity of 3. From these results, PM-ext is a promising candidate material for improvement of hyperuricemia. Here, Asana was recognized as an effective material against noncommunicable disease and is expected to be developed as a functional ingredient.

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