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Rutin-pyruvaldehyde adduct, preparation method and application

A technology of pyruvic aldehyde adduct and rutin, which can be used in measuring devices, instruments, scientific instruments, etc., can solve problems such as food safety risks, and achieve the effects of safety evaluation, high yield and high purity

Pending Publication Date: 2021-07-16
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The mechanism by which rutin reduces the content of methylglyoxal in thermally processed foods is to react with methylglyoxal to form adducts, thereby eliminating methylglyoxal. However, there is no evaluation of the impact of these adducts on human health, which may bring food safety risks

Method used

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  • Rutin-pyruvaldehyde adduct, preparation method and application
  • Rutin-pyruvaldehyde adduct, preparation method and application
  • Rutin-pyruvaldehyde adduct, preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0076] The preparation method of three kinds of rutin-methylglyoxal adducts comprises the following steps: in 0.2M phosphate buffered saline, rutin and methylglyoxal are reacted in the dark according to the molar ratio of 1:10 (reaction at 37°C for 24h, rotation speed 20rpm), concentrated under reduced pressure to 1-2mL, passed through a 0.45μm filter membrane to obtain the filtrate, desalted by gel column chromatography and purified by reverse-phase silica gel chromatography, and the fractions collected after purification were analyzed by HPLC. Pure, the same substances were combined, spin-dried to elute the solvent, and the powder product was collected after freeze-drying at -70°C and 10Pa for 48 hours to obtain three rutin-methylglyoxal adducts: compound a, compound b and compound c, three kinds of rutin The yields of the glycoside-acetoglyoxal adducts were a: 28.5%, b: 29.4%, and c: 10.4%, respectively.

[0077] The method for desalination by gel column chromatography desc...

Embodiment 2

[0100] The preparation method of the rutin-methylglyoxal adduct comprises the following steps: in 0.2M phosphate buffered saline, rutin and methylglyoxal are subjected to a dark-light heating reaction according to a molar ratio of 1:5 (reaction at 70°C for 12h, rotating speed 20rpm ), concentrated under reduced pressure to 1-2 mL, passed through a 0.45 μm filter membrane to obtain the filtrate, purified by reverse-phase silica gel chromatography after desalination by gel column chromatography, and purified by HPLC for the fractions collected after purification. The same substances were combined, spin-dried to elute the solvent, and the powder product (that is, rutin-acetoglyoxal adduct) was collected after freeze-drying at -50°C and 20 Pa for 48 hours. The purity of compound, compound b and compound c were 98.0%, 98.0%, and 97.5%, 98.6%, the yields of the three rutin-methylglyoxal adducts are respectively a: 15.4%, b: 14.3%, c: 33.0%.

[0101] The steps of desalting by gel col...

Embodiment 3

[0104] The preparation method of rutin-methylglyoxal adduct comprises the following steps: in 0.2M phosphate buffered saline, rutin and methylglyoxal are subjected to dark heating reaction according to the molar ratio of 1:10 (reaction at 70°C for 13h, rotating speed 20rpm ), concentrated under reduced pressure to 1-2 mL, passed through a 0.45 μm filter membrane to obtain the filtrate, purified by reverse-phase silica gel chromatography after desalination by gel column chromatography, and purified by HPLC for the fractions collected after purification. The same substances were combined, spin-dried to elute the solvent, and the powder product (that is, rutin-acetoglyoxal adduct) was collected after freeze-drying at -40°C and 10 Pa for 48 hours. The purity of compound, compound b and compound c were 97.2%, 97.2%, and 98.0%, 98.3%, the yields of the three rutin-methylglyoxal adducts are respectively a: 17.6%, b: 22.8%, c: 43.6%.

[0105] The steps of desalting by gel column chrom...

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Abstract

The invention discloses a rutin-pyruvaldehydeadduct, a preparation method and application, and belongs to the technical field of standard substance synthesis and food detection. The molecular formula of the rutin-pyruvaldehyde adduct is C33H36O20 or C33H34O20. The preparation method comprises the steps of adding rutin and pyruvaldehyde into a phosphoric acid buffer salt solution according to the molar ratio of (10: 1) to (1: 10); under stirring, performing constant-temperature heating reaction to obtain a mixed solution containing the rutin-pyruvaldehyde adduct, separating and purifying the mixed solution to obtain the high-purity rutin-pyruvaldehyde adduct. The adduct is used for detecting the pyruvaldehyde adduct in food and can be used for rapidly and quantitatively detecting the content of the rutin-pyruvaldehyde adduct in the food. The exposure level of the rutin-pyruvaldehyde adduct in the food is evaluated, so that the safety of the food is comprehensively evaluated.

Description

technical field [0001] The invention relates to the technical field of food detection, in particular to a rutin-acetoglyoxal adduct, a preparation method and an application. Background technique [0002] Methylglyoxal (MGO) is a highly reactive endogenous metabolite widely present in food, urban atmosphere, cigarette smoke and other environments. Bakery products, pasta, fried foods, sweet sauces and condiments, etc. will produce a large amount of methylglyoxal through reactions such as Maillard and caramelization after thermal processing. Studies have found that methylglyoxal can modify proteins and react with them to cause protein denaturation and further induce cell damage. In addition, methylglyoxal is a precursor of advanced glycation end products (AGEs), which has been associated with chronic diseases such as diabetes and has attracted extensive attention. [0003] Rutin is a class of polyphenols with various biological activities, which can prevent many chronic disea...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/62G01N30/02G01N30/04G01N30/06G01N30/12G01N30/14G01N30/30G01N30/32G01N30/34G01N30/72G01N30/74G01N30/86G01N30/88
CPCC07D311/62G01N30/02G01N30/72G01N30/74G01N30/34G01N30/32G01N30/30G01N30/04G01N30/8634G01N30/88G01N30/06G01N30/14G01N30/12G01N2030/324G01N2030/042G01N2030/884G01N2030/146
Inventor 郑洁陈敏欧隽滢刘鹏展黄才欢欧仕益
Owner JINAN UNIVERSITY
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