Method for preparing debenzoylation paeoniflorin by hydrolysis method and medical application thereof

Abstract

The invention relates to a method for preparing debenzoylation paeoniflorin by hydrolysis method and medical application thereof and belongs to the technical field of traditional Chinese medicine extraction. The method for preparing debenzoylation paeoniflorin by the hydrolysis method mainly comprises steps of paeoniflorin alkaline hydrolysis, impurity removal by extraction, crystallization and the like. By the method, debenzoylation paeoniflorin with purity being greater than 98% is finally obtained. Through pharmacological study, it is found that the product has remarkable procoagulant activity. The preparation method of the debenzoylation paeoniflorin has advantages of simple and feasible process and strong industrial applicability. The prepared debenzoylation paeoniflorin has remarkable procoagulant activity. Thus, the invention provides ideas and data support for further developing debenzoylation paeoniflorin into a new drug.

Description

technical field

[0001] The invention belongs to the technical field of traditional Chinese medicine extraction, and relates to a method for preparing debenzoyl paeoniflorin by hydrolysis method and its medical use, in particular to a method for preparing debenzoyl paeoniflorin by hydrolysis of paeoniflorin base and its preparation for promoting blood coagulation. use. Background technique

[0002] Paeoniflorin is a bicyclic monoterpene glycoside compound, which is the main active ingredient of Chinese herbal medicines Radix Paeoniae Alba and Radix Paeoniae Rubra. and other pharmacological effects, and can dilate coronary vessels, resist acute myocardial ischemia, and treat ischemic cerebrovascular diseases. The oral pharmacokinetic study of paeoniflorin in the prior art shows that the oral bioavailability of paeoniflorin is very low, only 3-4%. The main reason for the low oral bioavailability of paeoniflorin is that paeoniflorin is converted into metabolites Ⅰ and Ⅱ of pae...

Examples

Embodiment 1

[0020] Example 1 A method for preparing debenzoyl paeoniflorin by hydrolysis

[0021] Weigh 10 g of paeoniflorin with a purity of 98%, add 500 ml of 0.1 M sodium hydroxide solution, stir and react at 30° C. for 30 min to obtain a paeoniflorin base hydrolyzate. The hydrolyzate was adjusted to pH 1.5 with hydrochloric acid, filtered after stirring for 10 min, and the filtrate was extracted twice with the same volume of ethyl acetate, and the pH of the aqueous phase was adjusted to neutral with sodium hydroxide solution. Concentrate to dryness, add 1400mL chloroform to reflux to dissolve and filter, then concentrate the filtrate to 280ml under reduced pressure, slowly cool to precipitate off-white powder, filter and dry to obtain 6.2g of debenzoyl paeoniflorin with a purity of 98.3%.

Embodiment 2

[0022] Example 2 A method for preparing debenzoyl paeoniflorin by hydrolysis

[0023] Weigh 10 g of paeoniflorin with a purity of 98%, add 1000 ml of 1M sodium hydroxide solution, stir and react at 60° C. for 30 min to obtain a paeoniflorin base hydrolyzate. The hydrolyzate was adjusted to pH 1.5 with hydrochloric acid, filtered after stirring for 10 min, and the filtrate was extracted twice with the same volume of butyl acetate, and the pH of the aqueous phase was adjusted to neutral with sodium hydroxide solution. Concentrate to dryness, add 360mL of absolute ethanol to reflux to dissolve and filter, then concentrate the filtrate to 130ml under reduced pressure, slowly cool to precipitate off-white powder, filter and dry to obtain 6.4g of debenzoyl paeoniflorin with a purity of 99.0%.

Embodiment 3

[0024] Example 3 A method for preparing debenzoyl paeoniflorin by hydrolysis

[0025] Weigh 10 g of paeoniflorin with a purity of 98%, add 100 ml of 2M sodium hydroxide solution, stir and react at 20° C. for 30 min to obtain a paeoniflorin base hydrolyzate. The hydrolyzate was adjusted to pH 1.5 with hydrochloric acid, filtered after stirring for 10 min, and the filtrate was extracted twice with the same volume of n-butanol, and the pH of the aqueous phase was adjusted to neutral with sodium hydroxide solution. Concentrate to dryness, add 720mL ethyl acetate to reflux to dissolve and filter, then concentrate the filtrate to 220ml under reduced pressure, slowly cool to precipitate off-white powder, filter and dry to obtain 5.7g of debenzoyl paeoniflorin with a purity of 98.2%.

technical field

[0001] The invention belongs to the technical field of traditional Chinese medicine extraction, and relates to a method for preparing debenzoyl paeoniflorin by hydrolysis method and its medical use, in particular to a method for preparing debenzoyl paeoniflorin by hydrolysis of paeoniflorin base and its preparation for promoting blood coagulation. use. Background technique

[0002] Paeoniflorin is a bicyclic monoterpene glycoside compound, which is the main active ingredient of Chinese herbal medicines Radix Paeoniae Alba and Radix Paeoniae Rubra. and other pharmacological effects, and can dilate coronary vessels, resist acute myocardial ischemia, and treat ischemic cerebrovascular diseases. The oral pharmacokinetic study of paeoniflorin in the prior art shows that the oral bioavailability of paeoniflorin is very low, only 3-4%. The main reason for the low oral bioavailability of paeoniflorin is that paeoniflorin is converted into metabolites Ⅰ and Ⅱ of pae...

Examples

Embodiment 1

[0020] Example 1 A method for preparing debenzoyl paeoniflorin by hydrolysis

[0021] Weigh 10 g of paeoniflorin with a purity of 98%, add 500 ml of 0.1 M sodium hydroxide solution, stir and react at 30° C. for 30 min to obtain a paeoniflorin base hydrolyzate. The hydrolyzate was adjusted to pH 1.5 with hydrochloric acid, filtered after stirring for 10 min, and the filtrate was extracted twice with the same volume of ethyl acetate, and the pH of the aqueous phase was adjusted to neutral with sodium hydroxide solution. Concentrate to dryness, add 1400mL chloroform to reflux to dissolve and filter, then concentrate the filtrate to 280ml under reduced pressure, slowly cool to precipitate off-white powder, filter and dry to obtain 6.2g of debenzoyl paeoniflorin with a purity of 98.3%.

Embodiment 2

[0022] Example 2 A method for preparing debenzoyl paeoniflorin by hydrolysis

[0023] Weigh 10 g of paeoniflorin with a purity of 98%, add 1000 ml of 1M sodium hydroxide solution, stir and react at 60° C. for 30 min to obtain a paeoniflorin base hydrolyzate. The hydrolyzate was adjusted to pH 1.5 with hydrochloric acid, filtered after stirring for 10 min, and the filtrate was extracted twice with the same volume of butyl acetate, and the pH of the aqueous phase was adjusted to neutral with sodium hydroxide solution. Concentrate to dryness, add 360mL of absolute ethanol to reflux to dissolve and filter, then concentrate the filtrate to 130ml under reduced pressure, slowly cool to precipitate off-white powder, filter and dry to obtain 6.4g of debenzoyl paeoniflorin with a purity of 99.0%.

Embodiment 3

[0024] Example 3 A method for preparing debenzoyl paeoniflorin by hydrolysis

[0025] Weigh 10 g of paeoniflorin with a purity of 98%, add 100 ml of 2M sodium hydroxide solution, stir and react at 20° C. for 30 min to obtain a paeoniflorin base hydrolyzate. The hydrolyzate was adjusted to pH 1.5 with hydrochloric acid, filtered after stirring for 10 min, and the filtrate was extracted twice with the same volume of n-butanol, and the pH of the aqueous phase was adjusted to neutral with sodium hydroxide solution. Concentrate to dryness, add 720mL ethyl acetate to reflux to dissolve and filter, then concentrate the filtrate to 220ml under reduced pressure, slowly cool to precipitate off-white powder, filter and dry to obtain 5.7g of debenzoyl paeoniflorin with a purity of 98.2%.

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