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Light-stable modified curdlan antioxidant as well as preparation method and application thereof

An antioxidant and light-stabilizing technology, applied in the field of biomass materials, can solve the problems such as iron chelation ability that is not mentioned, and achieve the effect of strong oxidation resistance, photostability, and good application prospects.

Active Publication Date: 2020-12-08
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Ferulic acid prepared by Cai et al. (Cai W D, Zhu J, Wu L X, et al. Preparation, characterization, rheological and antioxidant properties of ferulic acid-grafted curdlanconjugates [J]. Food chemistry, 2019, 300: 125221.) Cladran gum derivatives are free-radical-mediated, and their fluidity and antioxidant activity (DPPH free radical scavenging activity and Trolox equivalent antioxidant capacity) are mainly studied, and iron chelation ability is not mentioned.

Method used

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  • Light-stable modified curdlan antioxidant as well as preparation method and application thereof
  • Light-stable modified curdlan antioxidant as well as preparation method and application thereof
  • Light-stable modified curdlan antioxidant as well as preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0049] Dissolve 0.43g Na-CMCUD (DS=0.99, 1.78mmol in terms of repeating unit structure) in 26ml 50% DMSO solution in advance, and let it stand for later use; take 0.815g EGCG, 0.53g succinic anhydride, 0.98g DMAP and mix and dissolve in 10ml DMSO pure solution, stirred at 30°C for 24h; then added 0.41g EDC (3ml 50% DMSO) and 0.044g DMAP (3ml 50% DMSO) to the reaction system, waited for 10min, then put the Na-CMCUD solution prepared in advance Add it dropwise, stir at 30°C for 48h, and the reaction ends. The obtained reaction solution was poured into ethanol for extraction, and washed with methanol. This process was repeated three times. The precipitate obtained by filtration was placed in a vacuum drying oven at 60°C and dried for 24 hours to obtain a pink solid, which was EGCG-carboxymethylcurdran Gum sodium salt, recorded as Na-CMCUD-EGCG.

[0050] figure 1 It is the molecular structural formula of Na-CMCUD-EGCG derivatives. The determination of EGCG grafting rate in each...

Embodiment 2

[0056] Dissolve 0.43g Na-CMCUD (DS=0.99, 1.78mmol in terms of repeating unit structure) in 26ml 50% DMSO solution in advance, and let it stand for later use; take 0.815g EGCG, 0.53g succinic anhydride, 0.98g DMAP and mix and dissolve in 10ml DMSO pure solution, stirred at 30°C for 24h; then added 0.41g EDC (3ml 50% DMSO) and 0.044g DMAP (3ml 50% DMSO) to the reaction system, waited for 10min, then put the Na-CMCUD solution prepared in advance Add it dropwise, stir at 30°C for 24h, and the reaction ends. The obtained reaction solution was poured into ethanol for extraction, and washed with methanol. This process was repeated three times. The precipitate obtained by filtration was placed in a vacuum drying oven at 60°C and dried for 24 hours to obtain a pink solid, which was EGCG-carboxymethylcurdran Gum sodium salt, the grafting rate of this derivative is 95-110mg EGCG / g Na-CMCUD-EGCG.

[0057] DPPH free radical inhibition scavenging rate: when the concentration is 0.2mg / mL, t...

Embodiment 3

[0061] Dissolve 0.40g Na-CMCUD (DS=0.78, 1.65mmol in terms of repeating unit structure) in 26ml of 50% DMSO solution in advance, and let it stand for later use; take 0.815g EGCG, 0.53g succinic anhydride, and 0.98g DMAP to mix and dissolve in 10ml DMSO pure solution, stirred at 30°C for 24h; then added 0.41g EDC (3ml 50% DMSO) and 0.044g DMAP (3ml 50% DMSO) to the reaction system, waited for 10min, then put the Na-CMCUD solution prepared in advance Add it dropwise, stir at 30°C for 48h, and the reaction ends. Pour the obtained reaction solution into ethanol for extraction, and wash with methanol. This process is repeated three times. The precipitate obtained by filtration is placed in a vacuum oven at 60°C and dried for 24 hours to obtain a brownish pink solid, which is EGCG-carboxymethyl. Natural gum sodium salt, the graft rate of the derivative is 90-110mg EGCG / g Na-CMCUD-EGCG.

[0062] DPPH free radical inhibition scavenging rate: when the concentration is 0.2mg / mL, the in...

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Abstract

The invention discloses a light-stable modified curdlan antioxidant as well as a preparation method and application thereof, and belongs to the technical field of biomass materials. According to the method, the problems of steric hindrance and water solubility of physical characteristics-reaction of carboxymethyl curdlan are considered, and the modified product is prepared by adopting EDC / DMAP esterification reaction. In the modification process of the method, carboxyl of carboxymethyl curdlan is reserved to a great extent, EGCG succinylation is carried out firstly, and then reaction with remaining hydroxyl of the carboxymethyl curdlan is carried out, so that the EGCG modified curdlan antioxidant Na-CMCUD-EGCG is prepared. According to the method disclosed by the invention, the grafting rate of the EGCG is favorably improved, the grafting rate reaches 70-150mg EGCG / g Na-CMCUD-EGCG, and the water solubility of the product is also favorably improved; and the obtained product has relatively strong antioxidant activity and light stability, and can be applied to the fields of food industry, medicine industry and daily use chemicals.

Description

technical field [0001] The invention relates to a light-stable modified curdlan antioxidant and a preparation method and application thereof, belonging to the technical field of biomass materials. Background technique [0002] Curdlan gum, also known as thermal gel, coagulated polysaccharide, is a water-insoluble glucan composed of β-1,3-glycosidic bonds produced by microbial fermentation, with a relative molecular weight of about 500,000 to 2,000,000 and a wide range of sources. Curdlan gum has good biodegradability, biocompatibility, and is non-toxic and has no side effects. However, Gum Bensen has no obvious biological activity and is not soluble in water, which greatly limits its wide application. Carboxymethyl curdlan gum is a derivative obtained by carboxylating curdlan gum, which not only improves the insolubility of curdlan gum, but also endows it with more biological activities, including antioxidant activity, anti Tumor activity, immune characteristics, etc. How...

Claims

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Application Information

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IPC IPC(8): C08B37/02A23L33/125A61K47/36A61K8/73
CPCA23V2002/00A61K8/73A61K47/36A61K2800/522A23L33/125C08B37/0024A23V2200/30A23V2250/504
Inventor 陈美玲季天晨
Owner JIANGNAN UNIV
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