CN-121673341-B - Method for simultaneously preparing ginseng flavonoid glycoside and quercetin-3-O-beta-D-glucopyranose- (1- & gt 2) -beta-D-galactopyranoside from stem and leaf of pseudo-ginseng

Abstract

The invention relates to a method for extracting and preparing high-purity ginseng flavonoid glycoside and quercetin-3-O-beta-D-glucopyranose- (1- & gt 2) -beta-D-galactopyranoside from stem and leaf of pseudo-ginseng. The method comprises the specific steps of coarse crushing of dried stems and leaves of pseudo-ginseng, extracting with ethanol and water, and carrying out macroporous adsorption resin column chromatography with different types twice to obtain high-purity ginseng flavonoid glycoside and quercetin-3-O-beta-D-glucopyranose- (1- & gt 2) -beta-D-galactopyranoside (with purity more than 97% and 93% respectively). The invention has simple and feasible process and high transfer rate (the transfer rate is respectively more than 90 percent and 86 percent), can stably obtain high-purity ginsenoside and quercetin-3-O-beta-D-glucopyranose- (1-2) -beta-D-galactopyranoside, can realize mass preparation and industrial production, and the used solvent is nontoxic, easy to recycle, reusable, low in cost and pollution-free to the environment, and the obtained final product does not contain organic solvent residues.

Inventors

• LI XIAOHUI
• LI ZHANGUO
• DING QIAN
• LU XUEPING
• LI AO
• SUN MIN

Assignees

• 云南省药物研究所
• 云南白药集团股份有限公司

Dates

Publication Date

20260508

Application Date

20260211

Claims (2)

1. 1. The method for simultaneously preparing ginseng flavonoid glycoside and quercetin-3-O-beta-D-glucopyranose- (1- & gt 2) -beta-D-galactopyranoside from stem and leaf of pseudo-ginseng is characterized by comprising the following steps: 1) Coarse pulverizing dried stem leaves of pseudo-ginseng, extracting with 40% -70% ethanol solution, wherein the ratio of feed liquid to extract liquid is 1:6-1:20, filtering the extracting solution, and concentrating until no ethanol smell exists for later use; 2) The concentrated solution obtained in the step 1) is put on macroporous adsorption resin No. 1, and is eluted by 2-6 times of column water, 10% ethanol and 30% ethanol solution in sequence, 30% ethanol eluent is collected, and concentrated until no ethanol smell exists for standby; 3) Loading the concentrated solution obtained in the step 2) on a No. 2 macroporous adsorption resin, eluting with 10% ethanol, 20% ethanol and 30% ethanol solution with 2-10 times of column volume in sequence, collecting 30% ethanol eluates in two stages, concentrating respectively until no ethanol smell exists, and freeze-drying to obtain quercetin-3-O-beta-D-glucopyranose- (1- & gt 2) -beta-D-galactopyranoside and ginsenoside respectively; the No. 1 macroporous adsorption resin in the step 2) is one of HP20, HP21 or HPD100, and the No. 2 macroporous adsorption resin in the step 3) is one of LK1300S, SP825L or SP 850.
2. 2. The method for simultaneously preparing ginseng flavonoid glycoside and quercetin-3-O-beta-D-glucopyranose- (1- & gt 2) -beta-D-galactopyranoside from stem and leaf of pseudo-ginseng according to claim 1, wherein the extraction mode in the step 1) is one of percolation, dipping and reflux.

Description

Method for simultaneously preparing ginseng flavonoid glycoside and quercetin-3-O-beta-D-glucopyranose- (1- & gt 2) -beta-D-galactopyranoside from stem and leaf of pseudo-ginseng Technical Field The invention relates to a method for extracting and preparing high-purity ginseng flavonoid glycoside and quercetin-3-O-beta-D-glucopyranose- (1- & gt 2) -beta-D-galactopyranoside from stem and leaf of pseudo-ginseng. Background Notoginseng radix [ Panax notoginseng (Buck.) FH. Chen ] is a perennial plant of Panax (Panax) of Araliaceae (ARALIACCAC). Notoginseng is first carried in the compendium of materia medica, takes root as medicine, has warm nature and pungent taste, has the effects of activating blood and dissolving stasis, and reducing swelling and relieving pain, is a main medicine for treating traumatic injury, has reputation of 'Stephania sinica Diels', 'Nanguo Shen Yao' and the like, takes rhizome and fleshy root as rare traditional Chinese medicines, and is one of the earliest medicine and food homologous plants in China. According to the description of Ben Cao gang mu, it is indicated that "Notoginseng radix leaf is used for treating fracture and injury, traumatic injury and bleeding, and is applied immediately, and the bruising and swelling are dispersed at night, and the remaining actions are the same as root", it is indicated that the effect of Notoginseng radix stem and leaf used in traditional medicine is similar to its root. The stem and leaf of pseudo-ginseng mainly contains saponin and flavonoid glycoside components, and the total saponin accounts for 4% -6% of the total components. Compared with other parts of the pseudo-ginseng, the pseudo-ginseng stem and leaf has higher flavonoid content, and two main flavonoid components are ginseng flavonoid glycoside [ kaempferol-3-O-glucosyl (1-2) galactoside ] and quercetin-3-O-glucosyl (1-2) galactoside, which have very similar chemical structures, and the three main flavonoid components are phenolic hydroxyl at the 3' -position. The flavonoid chemical component has better treatment effect on various diseases, and has obvious curative effect on cardiovascular and cerebrovascular diseases. Modern pharmacological studies also prove that the stem and leaf of pseudo-ginseng has efficacy on blood systems, cardiovascular systems, nervous systems and metabolic systems, which may have a great relationship with flavonoid components of the stem and leaf of pseudo-ginseng. In recent years, with the wide attention of people on medicinal and edible values of the stem and leaf of pseudo-ginseng, research and development of the stem and leaf of pseudo-ginseng also become one of hot spots. Further researching pharmacological activity and clinical application of the stem and leaf of pseudo-ginseng, and determining the pharmacodynamic activity mechanism of the main flavonoid compounds of ginseng flavonoid glycoside and quercetin-3-O-beta-D-glucopyranose- (1-2) -beta-D-galactopyranoside. Through SCIFINDER searches, more than 20 documents report the separation and purification of ginseng flavone glycoside, more than 10 documents report the separation and purification of quercetin-3-O-beta-D-glucopyranose- (1- & gt 2) -beta-D-galactopyranoside, but all the adopted separation and purification methods are small-scale in a laboratory, and relate to a large number of organic harmful solvents and chromatographic methods such as silica gel, MCI, C18, preparative HPLC and the like, the purpose of separation and purification is to only take the compound at the laboratory level, carry out compound structure identification and limited cell activity screening, and the yield and purity of the compound are not reported. The invention relates to a method for preparing ginsenoside from notoginseng stems and leaves (CN 117964671B), which comprises the steps of carrying out coarse crushing on notoginseng stems and leaves, carrying out high-alcohol extraction, combining macroporous adsorption resin and silica gel column chromatography, then carrying out primary column chromatography by using a mixed chromatographic column of polyamide and reversed phase chromatographic materials, realizing hydrogen bond adsorption of polyamide and chromatographic purification of reversed phase materials, preparing high-purity ginsenoside, preparing ginsenoside (CN 11454827A), adopting an on-line HPLC-SP-NMR-MS linkage system, directly and efficiently preparing and identifying ginsenoside monomers from ginseng leaf powder, wherein the technical conditions are harsh, only a small amount of monomer preparation and purification can be realized, and the preparation method and application (CN 1609114A) of total flavonoids are disclosed, wherein the preparation method for extracting total flavonoids from notoginseng leaves is not described, the preparation method for obtaining flavonoid aglycone from ginseng stems and leaves (CN 104784231B), the method for extracting flavonoid aglycone from ginseng leaves (CN 107