A kind of guanidinoluteolin-chromium (iii) complex and preparation method thereof

Abstract

The invention discloses a guanidino-luteolin-chromium (III) complex and a preparation method thereof. Using luteolin as a raw material, guanidine is prepared through free radical reaction, nucleophilic substitution reaction and complexation of trivalent chromium Luteolin‑chromium(III) complex. The production process is simple and low in cost, and is conducive to realizing the industrialized large-scale production of the guanidinoluteolin-chromium (III) complex.

Description

technical field

[0001] The invention belongs to the technical field of biomedicine, and specifically relates to a guanidinoluteolin-chromium (III) complex and a preparation method thereof. Background technique

[0002] Edible fungi are a kind of healthy food. They are rich in nutrients such as vitamins, minerals, proteins, polysaccharides and flavonoids, so they have high edible and application value, and they are low in fat and calories. Grifola frondosa ( Grifola frondosa ), also known as Polyporus bayae, is an edible fungus with a wide range of sources. Its mature fruiting bodies are dark gray-brown in flesh, and the color gradually becomes light gray afterward. Various chemical active ingredients such as flavonoids, polysaccharides, organic acids, alkaloids, coumarins, steroids and triterpenes can be isolated and purified from Grifola frondosa. These active ingredients have the functions of lowering blood fat, blood sugar, Moisturizing the lungs, protecting the liver, ...

Examples

Embodiment 1

[0032] Preparation of Guanidinoluteolin-Chromium(III) Complex:

[0033] Step a: Dissolve NBS in acetone and stir at room temperature, avoid light, dissolve as much as possible, pour into the dropping funnel for dropwise addition, dissolve luteolin in acetone, add BPO, put the dropping funnel under ice bath Start to add slowly, and after the dropwise addition, heat to 80°C and react for 18 hours. After the reaction, carry out vacuum distillation to remove acetone, wash with deionized water several times, and freeze-dry to obtain bromoluteolin, wherein n(luteolin):n(NBS)=1:1.5, m(BPO):m(luteolin)=5%;

[0034] Step b: Add solid sodium hydroxide to isopropanol at room temperature, stir with a glass rod, remove water with anhydrous sodium sulfate, and dissolve sodium hydroxide in isopropanol as much as possible, where n (sodium hydroxide) :n(isopropanol)=1:30;

[0035] Step c: under ice bath conditions, sodium isopropoxide is added to the container, guanidine hydrochloride is add...

Embodiment 2

[0039] Preparation of Guanidinoluteolin-Chromium(III) Complex:

[0040] Step a: Dissolve NBS in acetone and stir at room temperature, avoid light, dissolve as much as possible, pour into the dropping funnel for dropwise addition, dissolve luteolin in acetone, add BPO, put the dropping funnel under ice bath Start to add slowly, and after the dropwise addition, heat to 70°C and react for 12 hours. After the reaction, carry out vacuum distillation to remove acetone, wash with deionized water several times and then freeze-dry to obtain bromoluteolin, wherein n(luteolin):n(NBS)=1:1.1, m(BPO):m(luteolin)=4%;

[0041] Step b: Add solid sodium hydroxide to isopropanol at room temperature, stir with a glass rod, remove water with anhydrous sodium sulfate, and dissolve sodium hydroxide in isopropanol as much as possible, where n (sodium hydroxide) :n(isopropanol)=1:25;

[0042] Step c: under ice bath conditions, sodium isopropoxide is added to the container, guanidine hydrochloride is a...

Embodiment 3

[0050] Preparation of Guanidinoluteolin-Chromium(III) Complex:

[0051] Step a: Dissolve NBS in acetone and stir at room temperature, avoid light, dissolve as much as possible, pour into the dropping funnel for dropwise addition, dissolve luteolin in acetone, add BPO, put the dropping funnel under ice bath Start to add slowly, and after the dropwise addition, heat to 50°C and react for 9 hours. After the reaction, carry out vacuum distillation to remove acetone, wash with deionized water several times and freeze-dry to obtain bromoluteolin, wherein n(luteolin):n(NBS)=1:1.3, m(BPO):m(luteolin)=3%;

[0052] Step b: Add solid sodium hydroxide to isopropanol at room temperature, stir with a glass rod, remove water with anhydrous sodium sulfate, and dissolve sodium hydroxide in isopropanol as much as possible, where n (sodium hydroxide) :n(isopropanol)=1:25;

[0053] Step c: under ice bath conditions, sodium isopropoxide is added to the container, guanidine hydrochloride is added...

technical field

[0001] The invention belongs to the technical field of biomedicine, and specifically relates to a guanidinoluteolin-chromium (III) complex and a preparation method thereof. Background technique

[0002] Edible fungi are a kind of healthy food. They are rich in nutrients such as vitamins, minerals, proteins, polysaccharides and flavonoids, so they have high edible and application value, and they are low in fat and calories. Grifola frondosa ( Grifola frondosa ), also known as Polyporus bayae, is an edible fungus with a wide range of sources. Its mature fruiting bodies are dark gray-brown in flesh, and the color gradually becomes light gray afterward. Various chemical active ingredients such as flavonoids, polysaccharides, organic acids, alkaloids, coumarins, steroids and triterpenes can be isolated and purified from Grifola frondosa. These active ingredients have the functions of lowering blood fat, blood sugar, Moisturizing the lungs, protecting the liver, ...

Examples

Embodiment 1

[0032] Preparation of Guanidinoluteolin-Chromium(III) Complex:

[0033] Step a: Dissolve NBS in acetone and stir at room temperature, avoid light, dissolve as much as possible, pour into the dropping funnel for dropwise addition, dissolve luteolin in acetone, add BPO, put the dropping funnel under ice bath Start to add slowly, and after the dropwise addition, heat to 80°C and react for 18 hours. After the reaction, carry out vacuum distillation to remove acetone, wash with deionized water several times, and freeze-dry to obtain bromoluteolin, wherein n(luteolin):n(NBS)=1:1.5, m(BPO):m(luteolin)=5%;

[0034] Step b: Add solid sodium hydroxide to isopropanol at room temperature, stir with a glass rod, remove water with anhydrous sodium sulfate, and dissolve sodium hydroxide in isopropanol as much as possible, where n (sodium hydroxide) :n(isopropanol)=1:30;

[0035] Step c: under ice bath conditions, sodium isopropoxide is added to the container, guanidine hydrochloride is add...

Embodiment 2

[0039] Preparation of Guanidinoluteolin-Chromium(III) Complex:

[0040] Step a: Dissolve NBS in acetone and stir at room temperature, avoid light, dissolve as much as possible, pour into the dropping funnel for dropwise addition, dissolve luteolin in acetone, add BPO, put the dropping funnel under ice bath Start to add slowly, and after the dropwise addition, heat to 70°C and react for 12 hours. After the reaction, carry out vacuum distillation to remove acetone, wash with deionized water several times and then freeze-dry to obtain bromoluteolin, wherein n(luteolin):n(NBS)=1:1.1, m(BPO):m(luteolin)=4%;

[0041] Step b: Add solid sodium hydroxide to isopropanol at room temperature, stir with a glass rod, remove water with anhydrous sodium sulfate, and dissolve sodium hydroxide in isopropanol as much as possible, where n (sodium hydroxide) :n(isopropanol)=1:25;

[0042] Step c: under ice bath conditions, sodium isopropoxide is added to the container, guanidine hydrochloride is a...

Embodiment 3

[0050] Preparation of Guanidinoluteolin-Chromium(III) Complex:

[0051] Step a: Dissolve NBS in acetone and stir at room temperature, avoid light, dissolve as much as possible, pour into the dropping funnel for dropwise addition, dissolve luteolin in acetone, add BPO, put the dropping funnel under ice bath Start to add slowly, and after the dropwise addition, heat to 50°C and react for 9 hours. After the reaction, carry out vacuum distillation to remove acetone, wash with deionized water several times and freeze-dry to obtain bromoluteolin, wherein n(luteolin):n(NBS)=1:1.3, m(BPO):m(luteolin)=3%;

[0052] Step b: Add solid sodium hydroxide to isopropanol at room temperature, stir with a glass rod, remove water with anhydrous sodium sulfate, and dissolve sodium hydroxide in isopropanol as much as possible, where n (sodium hydroxide) :n(isopropanol)=1:25;

[0053] Step c: under ice bath conditions, sodium isopropoxide is added to the container, guanidine hydrochloride is added...

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