CN113797215B - Composition containing pinoresinol and cycloolivil 9-glycoside and preparation method and application thereof - Google Patents

Composition containing pinoresinol and cycloolivil 9-glycoside and preparation method and application thereof Download PDF

Info

Publication number
CN113797215B
CN113797215B CN202111013751.3A CN202111013751A CN113797215B CN 113797215 B CN113797215 B CN 113797215B CN 202111013751 A CN202111013751 A CN 202111013751A CN 113797215 B CN113797215 B CN 113797215B
Authority
CN
China
Prior art keywords
parts
glycoside
composition containing
solution
pinoresinol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN202111013751.3A
Other languages
Chinese (zh)
Other versions
CN113797215A (en
Inventor
肖军平
李小锋
毛金娣
刘胜
张小梅
旷春兰
张洪军
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
JIANGXI PUZHENG PHARMACEUTICAL CO Ltd
Original Assignee
JIANGXI PUZHENG PHARMACEUTICAL CO Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by JIANGXI PUZHENG PHARMACEUTICAL CO Ltd filed Critical JIANGXI PUZHENG PHARMACEUTICAL CO Ltd
Priority to CN202111013751.3A priority Critical patent/CN113797215B/en
Publication of CN113797215A publication Critical patent/CN113797215A/en
Application granted granted Critical
Publication of CN113797215B publication Critical patent/CN113797215B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7028Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
    • A61K31/7034Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
    • A61K31/704Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/045Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/047Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates having two or more hydroxy groups, e.g. sorbitol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/21Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/216Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acids having aromatic rings, e.g. benactizyne, clofibrate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/34Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/28Steroids, e.g. cholesterol, bile acids or glycyrrhetinic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • A61P19/02Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Rheumatology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Immunology (AREA)
  • Molecular Biology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention belongs to the technical field of medicines, and particularly relates to a composition containing pinoresinol and cyclopolybdenum-9-glycoside, and a preparation method and application thereof. The composition comprises the following components: cycloolivil 9-glycoside, chlorogenic acid, pinoresinol, eucommia ulmoides alcohol, and quercetin. The composition can effectively improve the effect of the composition on treating knee arthritis, and meanwhile, the utilization rate of the medicine is higher, so that the cost is effectively reduced, and meanwhile, the side effect of the medicine is reduced.

Description

Composition containing pinoresinol and cycloolivil 9-glycoside and preparation method and application thereof
Technical Field
The invention belongs to the technical field of medicines, and particularly relates to a composition containing pinoresinol and cyclopolybdenum-9-glycoside, and a preparation method and application thereof.
Background
Knee arthritis is a disorder based on degenerative pathological changes. The symptoms of the traditional Chinese medicine are red and sore knees, stair pain, and discomfort of knee pain when sitting and standing. Patients also show swelling, bouncing, hydrops and the like, and if the patients are not treated in time, joint deformity and disability can be caused. Joint diseases such as gonarthromeningitis, ligament injury, meniscus injury, knee joint dissociative body, popliteal cyst, patellar softening, goose foot bursitis, gonvarus/valgus and the like are also frequently caused at knee joint parts. The traditional medicines for treating knee osteoarthritis are various, for example, chinese patent application CN201910540161.2 provides a traditional Chinese medicine preparation for treating knee osteoarthritis, which comprises the following traditional Chinese medicine raw materials in parts by weight: 15-20 parts of eucommia ulmoides, 15-20 parts of epimedium herb, 5-10 parts of teasel root, 20-30 parts of medicinal cyathula root, 5-10 parts of malaytea scurfpea fruit, 15-20 parts of notopterygium root, 5-10 parts of bighead atractylodes rhizome, 15-20 parts of acanthopanax root, 10-20 parts of Chinese angelica, 2-5 parts of platycladi seed, 5-10 parts of cassia bark, 5-10 parts of lycopodium clavatum, 15-20 parts of curcuma zedoary, 5-10 parts of medlar, 5-10 parts of notopterygium root, 2-5 parts of liquorice, 5-10 parts of rhizoma atractylodis, 1-2 parts of wrinkled gianthyssop herb, 5-10 parts of root of red-rooted salvia, 10-20 parts of oyster, 10-20 parts of radix angelicae pubescentis, 2-5 parts of coix seed, 5-10 parts of papaya and 2-5 parts of smilax glabra. The preparation can effectively relieve pain of patients and can simultaneously increase bone density.
Chinese patent application CN201610170627.0 discloses a traditional Chinese medicine composition for treating knee arthritis, wherein the formula of the traditional Chinese medicine composition for treating knee arthritis is as follows: 12-18 parts of raw radix aconiti, 12-18 parts of raw kusnezoff monkshood root, 12-18 parts of manchurian wildginger, 12-18 parts of peach kernel, 12-18 parts of twotooth achyranthes root, 16-24 parts of incised notopterygium rhizome, 22-28 parts of common clubmoss herb, 22-28 parts of medicinal indianmulberry root, 22-28 parts of clematis root, 22-28 parts of garden balsam stem, 22-28 parts of rhubarb, 22-28 parts of szechuan lovage rhizome, 20-30 parts of Chinese angelica, 20-30 parts of suberect spatholobus stem, 20-30 parts of erythrina bark and 20-30 parts of mulberry twig. Has effects in dispelling pathogenic wind, removing dampness, promoting blood circulation, activating blood circulation, dredging meridian passage, relieving pain, promoting blood circulation, and relieving pain.
Most of the medicaments in the prior art are rich in raw materials, have a certain effect of relieving the knee arthritis, but do not effectively improve the utilization efficiency of the medicaments, the curative effect still needs to be improved, meanwhile, the interaction among the raw materials is ambiguous, and the side effect is great in the use process of patients.
The invention aims to provide a composition for treating knee arthritis, which can effectively improve the effect of the composition on treating knee arthritis, has higher utilization rate of medicines, and reduces side effects of the medicines while effectively reducing the cost.
Disclosure of Invention
In order to overcome the technical problems, the invention provides a composition containing pinoresinol and cyclopolybdarietin 9-glycoside, and a preparation method and application thereof. The composition has good effect of treating knee arthritis, and simultaneously, the utilization rate of the medicine is high, so that the cost is effectively reduced, and the side effect of the medicine is reduced.
In order to achieve the above object, the technical scheme provided by the invention is as follows:
a composition comprising a cyclic olivil 9-glycoside, comprising the following components: cycloolivil 9-glycoside, chlorogenic acid, pinoresinol, eucommia ulmoides alcohol, and quercetin.
Preferably, the composition containing the cyclopolyartarin 9-glycoside comprises the following components in parts by weight: 5-20 parts of cyclopolybdarietin 9-glucoside, 1-10 parts of chlorogenic acid, 5-15 parts of pinoresinol, 1-5 parts of eucommia ulmoides alcohol and 1-5 parts of quercetin.
Preferably, the composition containing the cyclopolyartarin 9-glycoside comprises the following components in parts by weight: 8-12 parts of cycloolivil 9-glucoside, 5-7 parts of chlorogenic acid, 7-11 parts of pinoresinol, 2-4 parts of eucommia ulmoides alcohol and 2-3 parts of quercetin.
Another object of the present invention is to provide a method for preparing the composition containing the cyclic olivil 9-glycoside, comprising the steps of:
(1) Adding a surfactant A into distilled water, heating, sequentially dissolving the 9-glucoside of the cycloolivil, chlorogenic acid and pinoresinol into the distilled water, and stirring to form a solution 1;
(2) Adding a surfactant B into distilled water, and then adding eucommia ulmoides alcohol and quercetin to form a solution 2;
(3) Mixing the solution 1 and the solution 2, and stirring to obtain the composition containing pinoresinol and the 9-glucoside of the cycloolivil.
Preferably, in step (1), the surfactant a is any one or more of soybean lecithin, octyl- β -D-glucopyranoside, dodecyl- β -D-maltopyranoside, and N-dodecyl-N-methyl glucamide.
Preferably, in the step (1), the surfactant A is a mixture of N-dodecyl-N-methyl glucamide and soybean lecithin in a mass ratio of 4-6:1.
Preferably, the addition amount of the surfactant A is 0.1-0.5% of the mass of distilled water.
Preferably, the distilled water is added in an amount of 2-3 times the total mass of the 9-glycoside of the olivil, chlorogenic acid and pinoresinol.
Preferably, in step (1), the heating temperature is 30-45 ℃.
Preferably, the surfactant B is tea saponin, and the addition amount of the tea saponin is 0.1-1% of the total mass of the eucommia ulmoides alcohol and the quercetin.
Preferably, the preparation method of the tea saponin comprises the following steps:
pulverizing tea seed cake, soaking in hot water for extraction, filtering, treating the extractive solution with macroporous adsorbent resin, eluting with ethanol water solution, and drying to obtain tea saponin.
Preferably, the temperature of the hot water is 60-80 ℃, and the extraction time is 3-4h.
Preferably, sodium carbonate is added in the extraction process, wherein the addition amount of the sodium carbonate is 5-10% of the mass of the tea seed cake.
Preferably, the macroporous adsorption resin is D3520 or D4006 macroporous adsorption resin.
The specific process of eluting the ethanol water solution comprises eluting with 80-95% ethanol water solution to remove impurities, eluting with 30-45% ethanol, and collecting eluate.
Preferably, the elution rate of 80-95% by volume fraction is 1-3BV/h, and the amount is 1-2BV.
Preferably, the elution rate of 30-45% by volume is 1-3BV/h and the amount is 3-5BV.
The invention also aims to provide the application of the composition containing pinoresinol and the cyclophilin 9-glycoside in preparing the knee osteoarthritis medicine.
Another object of the present invention is to provide a formulation of the composition containing pinoresinol and cyclopolytin 9-glycoside, which is a granule, a tablet, a capsule or an oral liquid.
Compared with the prior art, the invention has the technical advantages that:
(1) The composition containing the pinoresinol and the 9-glucoside of the cyclopolyol has better effect of treating knee osteoarthritis and has better synergistic effect with chlorogenic acid, pinoresinol, eucommia ulmoides alcohol and quercetin.
(2) The surfactant is added in the process of preparing the composition, so that the storage stability of the composition can be improved, and the drug effect stability can be improved.
(3) According to the invention, the tea saponin is added in the preparation process, so that on one hand, the stability of the composition can be effectively promoted, and on the other hand, the tea saponin can also cooperate with eucommia ulmoides alcohol and quercetin to promote the drug effect of the composition.
Detailed Description
The present invention will be described by way of specific examples, to facilitate understanding and grasping of the technical solution of the present invention, but the present invention is not limited thereto. The experimental methods described in the following examples are all conventional methods unless otherwise specified; the reagents and materials, unless otherwise specified, are commercially available.
Example 1
The composition containing the cyclopolyartarin 9-glycoside comprises the following components in parts by weight: 12 parts of cyclopolybdarietin 9-glucoside, 7 parts of chlorogenic acid, 7 parts of pinoresinol, 4 parts of eucommia ulmoides alcohol and 2 parts of quercetin.
The preparation method of the composition containing the cyclopolyartrin 9-glycoside comprises the following steps:
(1) Taking distilled water which is 2 times of the total mass of the cyclopolyartrin 9-glucoside, the chlorogenic acid and the pinoresinol, and adding 0.3 weight percent of distilled water into the distilled water, wherein the mass ratio is 5:1, heating the mixture of N-dodecyl-N-methyl glucamide and soybean lecithin to 40 ℃, sequentially dissolving the 9-glucoside of the cycloolivil, chlorogenic acid and pinoresinol into the mixture, and stirring the mixture to form a solution 1;
(2) Adding tea saponin into distilled water, wherein the adding amount of the tea saponin is 0.3wt% of the total mass of the eucommia ulmoides alcohol and the quercetin, and adding the eucommia ulmoides alcohol and the quercetin to form a solution 2;
(3) Mixing the solution 1 and the solution 2, and stirring to obtain the composition containing pinoresinol and the 9-glucoside of the cycloolivil.
The preparation method of the tea saponin comprises the following steps: crushing tea seed cakes, adding the crushed tea seed cakes into hot water at 70 ℃, adding sodium carbonate accounting for 6wt% of the mass of the tea seed cakes, soaking and extracting for 3 hours, filtering, treating an extracting solution by using D3520 macroporous absorbent resin, eluting by using an ethanol water solution with the volume fraction of 80% of 2BV to remove impurities, wherein the eluting rate is 2BV/h; eluting with ethanol with volume fraction of 35% of 4BV, and collecting eluate with elution rate of 2BV/h; and drying the eluent to obtain the tea saponin.
Example 2
The composition containing the cyclopolyartarin 9-glycoside comprises the following components in parts by weight: 5 parts of cyclopolybdarietin 9-glucoside, 5 parts of chlorogenic acid, 11 parts of pinoresinol, 2 parts of eucommia ulmoides alcohol and 1 part of quercetin.
The preparation method of the composition containing the cyclopolyartrin 9-glycoside comprises the following steps:
(1) Taking distilled water which is 3 times of the total mass of the cyclopolyartrin 9-glucoside, the chlorogenic acid and the pinoresinol, adding 0.5 weight percent of a mixture of N-dodecyl-N-methyl glucamide and soybean lecithin with the mass ratio of 4:1 into the distilled water, heating to 30 ℃, sequentially dissolving the cyclopolyartrin 9-glucoside, the chlorogenic acid and the pinoresinol into the distilled water, and stirring to form a solution 1;
(2) Adding tea saponin into distilled water, wherein the adding amount of the tea saponin is 0.1% of the total mass of the eucommia ulmoides alcohol and the quercetin, and adding the eucommia ulmoides alcohol and the quercetin to form a solution 2;
(3) Mixing the solution 1 and the solution 2, and stirring to obtain the composition containing pinoresinol and the 9-glucoside of the cycloolivil.
The preparation method of the tea saponin comprises the following steps: crushing tea seed cakes, adding the crushed tea seed cakes into hot water at 60 ℃, adding sodium carbonate accounting for 5wt% of the mass of the tea seed cakes, soaking and extracting for 3 hours, filtering, treating an extracting solution by using D4006 macroporous adsorbent resin, eluting by using 1BV of ethanol water solution with the volume fraction of 95% to remove impurities, wherein the eluting rate is 1BV/h; eluting with 45% ethanol of 5BV at an elution rate of 1BV/h; and drying the eluent to obtain the tea saponin.
Example 3
The composition containing the cyclopolyartarin 9-glycoside comprises the following components in parts by weight: 20 parts of cyclopolybdarietin 9-glucoside, 10 parts of chlorogenic acid, 11 parts of pinoresinol, 5 parts of eucommia ulmoides alcohol and 5 parts of quercetin.
The preparation method of the composition containing the cyclopolyartrin 9-glycoside comprises the following steps:
(1) Taking distilled water which is 2-3 times of the total mass of the cyclopolybdarietin 9-glucoside, the chlorogenic acid and the pinoresinol, adding 0.1 weight percent of a mixture of N-dodecyl-N-methyl glucamide and soybean lecithin with the mass ratio of 6:1 into the distilled water, heating to 45 ℃, sequentially dissolving the cyclopolybdarietin 9-glucoside, the chlorogenic acid and the pinoresinol into the distilled water, and stirring to form a solution 1;
(2) Adding tea saponin into distilled water, wherein the adding amount of the tea saponin is 1% of the total mass of the eucommia ulmoides alcohol and the quercetin, and then adding the eucommia ulmoides alcohol and the quercetin to form a solution 2;
(3) Mixing the solution 1 and the solution 2, and stirring to obtain the composition containing pinoresinol and the 9-glucoside of the cycloolivil.
The preparation method of the tea saponin comprises the following steps: crushing tea seed cakes, adding the crushed tea seed cakes into hot water at 80 ℃, adding sodium carbonate accounting for 10wt% of the mass of the tea seed cakes, soaking and extracting for 4 hours, filtering, treating an extracting solution by using D4006 macroporous adsorbent resin, eluting by using ethanol water solution with the volume fraction of 80% of 2BV to remove impurities, wherein the eluting rate is 3BV/h; eluting with ethanol with volume fraction of 3BV of 30%, and collecting eluate with elution rate of 3BV/h; and drying the eluent to obtain the tea saponin.
Example 4
The composition containing the cyclopolyartarin 9-glycoside comprises the following components in parts by weight: 12 parts of cyclopolybdarietin 9-glucoside, 7 parts of chlorogenic acid, 7 parts of pinoresinol, 4 parts of eucommia ulmoides alcohol and 2 parts of quercetin.
The preparation method of the composition containing the cyclopolyartrin 9-glycoside comprises the following steps:
(1) Taking distilled water which is 2 times of the total mass of the 9-glucoside of the cycloolivil, the chlorogenic acid and the pinoresinol, adding 0.3 weight percent of soybean lecithin into the distilled water, heating to 40 ℃, sequentially dissolving the 9-glucoside of the cycloolivil, the chlorogenic acid and the pinoresinol into the distilled water, and stirring to form a solution 1;
(2) Adding tea saponin into distilled water, wherein the adding amount of the tea saponin is 0.3wt% of the total mass of the eucommia ulmoides alcohol and the quercetin, and adding the eucommia ulmoides alcohol and the quercetin to form a solution 2;
(3) Mixing the solution 1 and the solution 2, and stirring to obtain the composition containing pinoresinol and the 9-glucoside of the cycloolivil.
The preparation method of the tea saponin comprises the following steps: crushing tea seed cakes, adding the crushed tea seed cakes into hot water at 70 ℃, adding sodium carbonate accounting for 6wt% of the mass of the tea seed cakes, soaking and extracting for 3 hours, filtering, treating an extracting solution by using D3520 macroporous absorbent resin, eluting by using an ethanol water solution with the volume fraction of 80% of 2BV to remove impurities, wherein the eluting rate is 2BV/h; eluting with ethanol with volume fraction of 35% of 4BV, and collecting eluate with elution rate of 2BV/h; and drying the eluent to obtain the tea saponin.
Example 5
The composition containing the cyclopolyartarin 9-glycoside comprises the following components in parts by weight: 12 parts of cyclopolybdarietin 9-glucoside, 7 parts of chlorogenic acid, 7 parts of pinoresinol, 4 parts of eucommia ulmoides alcohol and 2 parts of quercetin.
The preparation method of the composition containing the cyclopolyartrin 9-glycoside comprises the following steps:
(1) Taking distilled water which is 2 times of the total mass of the 9-glucoside of the cycloolivil, the chlorogenic acid and the pinoresinol, adding 0.3 weight percent of dodecyl-beta-D-maltopyranoside into the distilled water, heating to 40 ℃, sequentially dissolving the 9-glucoside of the cycloolivil, the chlorogenic acid and the pinoresinol into the distilled water, and stirring to form a solution 1;
(2) Adding tea saponin into distilled water, wherein the adding amount of the tea saponin is 0.3wt% of the total mass of the eucommia ulmoides alcohol and the quercetin, and adding the eucommia ulmoides alcohol and the quercetin to form a solution 2;
(3) Mixing the solution 1 and the solution 2, and stirring to obtain the composition containing pinoresinol and the 9-glucoside of the cycloolivil.
The preparation method of the tea saponin comprises the following steps: crushing tea seed cakes, adding the crushed tea seed cakes into hot water at 70 ℃, adding sodium carbonate accounting for 6wt% of the mass of the tea seed cakes, soaking and extracting for 3 hours, filtering, treating an extracting solution by using D3520 macroporous absorbent resin, eluting by using an ethanol water solution with the volume fraction of 80% of 2BV to remove impurities, wherein the eluting rate is 2BV/h; eluting with ethanol with volume fraction of 35% of 4BV, and collecting eluate with elution rate of 2BV/h; and drying the eluent to obtain the tea saponin.
Comparative example 1
The difference compared to example 1 is that eucommia ulmoides alcohol is used instead of quercetin.
The composition containing the cyclopolyartarin 9-glycoside comprises the following components in parts by weight: 12 parts of cyclopolybdarietin 9-glucoside, 7 parts of chlorogenic acid, 7 parts of pinoresinol and 6 parts of eucommia ulmoides alcohol.
The preparation method of the composition containing the cyclopolyartrin 9-glycoside comprises the following steps:
(1) Taking distilled water which is 2 times of the total mass of the cyclopolyartrin 9-glucoside, the chlorogenic acid and the pinoresinol, and adding 0.3 weight percent of distilled water into the distilled water, wherein the mass ratio is 5:1, heating the mixture of N-dodecyl-N-methyl glucamide and soybean lecithin to 40 ℃, sequentially dissolving the 9-glucoside of the cycloolivil, chlorogenic acid and pinoresinol into the mixture, and stirring the mixture to form a solution 1;
(2) Adding tea saponin into distilled water, wherein the adding amount of the tea saponin is 0.3wt% of the total mass of eucommia ulmoides alcohol, and adding the eucommia ulmoides alcohol to form a solution 2;
(3) Mixing the solution 1 and the solution 2, and stirring to obtain the composition containing pinoresinol and the 9-glucoside of the cycloolivil.
The preparation method of the tea saponin is the same as that of the example 1.
Comparative example 2
The difference compared to example 1 is that citric acid is used instead of chlorogenic acid.
The composition containing the cyclopolyartarin 9-glycoside comprises the following components in parts by weight: 12 parts of cyclopolybdarietin 9-glucoside, 7 parts of citric acid, 7 parts of pinoresinol, 4 parts of eucommia ulmoides alcohol and 2 parts of quercetin.
The preparation method of the composition containing the cyclopolyartrin 9-glycoside comprises the following steps:
(1) Taking distilled water which is 2 times of the total mass of the cyclopolyartrin 9-glucoside, the citric acid and the pinoresinol, and adding 0.3 weight percent of distilled water into the distilled water, wherein the mass ratio is 5:1, heating the mixture of N-dodecyl-N-methyl glucamide and soybean lecithin to 40 ℃, sequentially dissolving the 9-glucoside of the cycloolivil, the citric acid and the pinoresinol into the mixture, and stirring the mixture to form a solution 1;
(2) Adding tea saponin into distilled water, wherein the adding amount of the tea saponin is 0.3wt% of the total mass of the eucommia ulmoides alcohol and the quercetin, and adding the eucommia ulmoides alcohol and the quercetin to form a solution 2;
(3) Mixing the solution 1 and the solution 2, and stirring to obtain the composition containing pinoresinol and the 9-glucoside of the cycloolivil.
The preparation method of the tea saponin comprises the following steps: crushing tea seed cakes, adding the crushed tea seed cakes into hot water at 70 ℃, adding sodium carbonate accounting for 6wt% of the mass of the tea seed cakes, soaking and extracting for 3 hours, filtering, treating an extracting solution by using D3520 macroporous absorbent resin, eluting by using an ethanol water solution with the volume fraction of 80% of 2BV to remove impurities, wherein the eluting rate is 2BV/h; eluting with ethanol with volume fraction of 35% of 4BV, and collecting eluate with elution rate of 2BV/h; and drying the eluent to obtain the tea saponin.
Comparative example 3
The difference compared with example 1 is that the preparation method of tea saponin is different.
A composition containing 9-glycoside of Cycloolivil comprises the same components as in example 1.
The preparation method of the composition containing the cyclopolyartrin 9-glycoside comprises the following steps:
(1) - (3) the same as in example 1.
The preparation method of the tea saponin comprises the following steps:
pulverizing tea seed cake, soaking in 70deg.C hot water for 3 hr, filtering, treating the extractive solution with D3520 macroporous adsorbent resin, eluting with 2BV 90% ethanol water solution at an elution rate of 2 BV/hr, eluting with 4BV 40% ethanol at an elution rate of 2 BV/hr, eluting, collecting eluate, and drying to obtain tea saponin.
1. Experimental experiment of anti-inflammatory action of auricle swelling of rat caused by xylene
SPF-class healthy male Wistar rats were divided into 10 groups of 200+ -20 g, each group of 6 animals, which were blank group, positive drug group, examples 1-5 group, and comparative examples 1-3 group, respectively. The right ear of each rat was coated with xylene, 50 ul/mouse, and 30min later administered in the following groups: the blank group was not given any drug; examples 1-5 and comparative examples 1-3 were given the compositions prepared in the respective groups at an effective level of 0.5mg/kg, respectively, and after application to the right ears of rats, the compositions were massaged appropriately to promote drug absorption; the positive drug group uses commercial loxoprofen sodium gel paste (Hunan Jiudian pharmacy), and the right ear of the rat is coated on both sides to be properly massaged to promote drug absorption. After 1h, animals were sacrificed from cervical dislocation, round lugs were respectively punched on the same parts of the two ears by a 6mm diameter puncher, the mass was weighed by a precision torsion balance, and the swelling degree and swelling rate were calculated, and the results are shown in Table 1.
Table 1 swelling degree and swelling Rate data
In the same list, different symbols have significant differences, and P is less than 0.05.
As can be seen from Table 1, the compositions provided in the examples 1-5 and comparative examples 1-3 reduced the swelling of the auricles of rats due to xylene, which demonstrates that the compositions provided by the present invention have a better anti-inflammatory effect, as compared to the blank. Meanwhile, the raw material composition and the preparation method of the composition have great influence on the effect.
2. Model experiment of knee osteoarthritis in rats
60 SD rats were selected, and the weight of the rats was 200.+ -.20 g, and the rats were randomly divided into 10 groups of 6 rats each, which were respectively a normal group, a model group, examples 1-5 groups, and comparative examples-3 groups.
Except for normal groups, rats were injected with papain into the joint cavity to replicate KOA model; the rats were treated with skin preparation and disinfection, the right forelimb knee joint parts and the hairs below were shaved off, and after skin disinfection with 75% ethanol, the right forelimb knee joint cavity was injected with 0.2mL of 4% papain solution once every 2d for 2 weeks. After 14d, the following symptoms were found in the rats, indicating successful replication: redness, swelling, fever and pain of the knee joint on the right front side, with swelling of soft tissues or hydrops; stiffness and limited mobility in the right anterior knee joint and surrounding; the pathological examination result of the knee joint at the right front side shows that a large amount of exudates appear in the joint cavity; the cartilage surface is not smooth, and there are arthritis pathological changes such as synovial hyperplasia or adhesion. On day 2 after successful molding, rats of each of the groups 1 to 5 and comparative examples 1 to 3 were subjected to respective groups of prepared compositions except for the normal group and the model group which were subjected to gastric lavage with physiological saline, and the rats of each group were subjected to gastric lavage at a dose of 10mg/kg/d for intervention, and femoral arterial blood was collected from each group of rats after 4 weeks of intervention at 1500 rpm.min -1 Centrifuging for 10min, collecting serum, and detecting IL-6 (interleukin-6), TNF-alpha (tumor necrosis factor-alpha), and IL-1β (interleukin-1β) levels by enzyme-linked immunosorbent assay (enzyme-linked immunosorbent assay kit manufacturer: wohman Irett biosciences). The results are shown in Table 2.
TABLE 2 inflammatory factor levels
Test group IL-6(ng·L -1 ) TNF-α(ng·L -1 ) IL-1β(ng·L -1 )
Blank group 18.32±2.37 a 22.15±6.14 f 6.01±1.09*
Model group 44.26±4.51 b 41.34±4.11 g 12.65±2.34 #
Example 1 23.57±5.34 c 25.43±3.57 h 7.46±0.87
Example 2 24.61±3.08 c 25.69±8.21 h 7.29±1.54
Example 3 23.68±1.55 c 26.07±6.47 h 7.54±2.05
Example 4 30.25±2.67 d 28.34±5.22 h 8.02±3.11
Example 5 31.08±3.26 d 29.10±4.28 h 8.71±2.62
Comparative example 1 34.53±6.64 e 33.76±9.14 i 10.89±1.03
Comparative example 2 37.28±4.09 e 36.21±5.67 i 11.32±5.43
Comparative example 3 33.56±5.12 e 31.43±4.39 i 9.86±2.19
In the same list, different letters or symbols have significant differences, and P is less than 0.05.
As can be seen from Table 2, the compositions provided in the examples 1-5 and comparative examples 1-3 effectively interfere with serum inflammatory factor levels, compared to the blank, demonstrating that the compositions provided in the present invention have better effect in treating knee osteoarthritis. Meanwhile, the raw material composition and the preparation method of the composition have great influence on the effect.
The foregoing detailed description is directed to one of the possible embodiments of the present invention, which is not intended to limit the scope of the invention, but is to be accorded the full scope of all such equivalents and modifications so as not to depart from the scope of the invention.

Claims (12)

1. The composition containing the cyclopolyartarin 9-glycoside is characterized by comprising the following active ingredients in parts by weight: 5-20 parts of cyclopolybdarietin 9-glucoside, 1-10 parts of chlorogenic acid, 5-15 parts of pinoresinol, 1-5 parts of eucommia ulmoides alcohol and 1-5 parts of quercetin; the composition containing the cyclopolyartrin 9-glycoside also needs to be added with a surfactant in the preparation process, wherein the surfactant comprises tea saponin, and the preparation method of the tea saponin comprises the following steps: pulverizing tea seed cake, soaking in hot water, extracting, adding sodium carbonate, filtering, treating the extractive solution with macroporous adsorbent resin, eluting with ethanol water solution, and drying to obtain tea saponin.
2. The composition containing the cyclopolyolivil 9-glycoside according to claim 1, wherein the active ingredient consists of the following components in parts by weight: 8-12 parts of cycloolivil 9-glucoside, 5-7 parts of chlorogenic acid, 7-11 parts of pinoresinol, 2-4 parts of eucommia ulmoides alcohol and 2-3 parts of quercetin.
3. Process for the preparation of a composition comprising a cyclic olivil 9-glycoside according to any one of claims 1 to 2, characterized in that it comprises the following steps:
(1) Adding a surfactant A into distilled water, heating, sequentially dissolving the 9-glucoside of the cycloolivil, chlorogenic acid and pinoresinol into the distilled water, and stirring to form a solution 1;
(2) Adding a surfactant B into distilled water, and then adding eucommia ulmoides alcohol and quercetin to form a solution 2;
(3) Mixing the solution 1 and the solution 2, and stirring.
4. A process for the preparation of a composition comprising a cyclic olivil 9-glycoside according to claim 3, wherein in step (1), the surfactant a is any one or more of soybean lecithin, octyl- β -D-glucopyranoside, dodecyl- β -D-maltopyranoside and N-dodecyl-N-methyl glucamide; the addition amount of the surfactant A is 0.1-0.5% of the mass of distilled water; the addition amount of the distilled water is 2-3 times of the total mass of the 9-glucoside of the cyclopolybdarietin, the chlorogenic acid and the pinoresinol.
5. The method for preparing a composition containing cyclopolyolivil 9-glycoside according to claim 4, wherein in the step (1), the surfactant A is a mixture of N-dodecyl-N-methyl glucamide and soybean lecithin in a mass ratio of 4-6:1.
6. The method for preparing the composition containing the cyclopolyartarin 9-glycoside according to claim 3, wherein the surfactant B is tea saponin, and the addition amount of the tea saponin is 0.1-1% of the total mass of the eucommia ulmoides alcohol and the quercetin.
7. The method for preparing the composition containing the cyclopolybdenum-phenyl-amine 9-glycoside according to claim 6, wherein the method for preparing the tea saponin comprises the following steps: pulverizing tea seed cake, soaking in hot water for extraction, filtering, treating the extractive solution with macroporous adsorbent resin, eluting with ethanol water solution, and drying to obtain tea saponin.
8. The method for preparing a composition containing cyclopolyartocarpin 9-glycoside according to claim 7, wherein sodium carbonate is added during the extraction process, and the addition amount of sodium carbonate is 5-10% of the mass of the tea seed cake.
9. The method for preparing a composition containing cyclopolyolivil 9-glycoside according to claim 7, wherein the macroporous adsorbent resin is D3520 or D4006 type macroporous adsorbent resin.
10. The method for preparing the composition containing the cyclopolyolivil 9-glycoside according to claim 7, wherein the ethanol aqueous solution is eluted by eluting with 80-95% ethanol aqueous solution by volume fraction, eluting with 30-45% ethanol, and collecting the eluate.
11. Use of a composition comprising a cyclic olivil 9-glycoside according to any one of claims 1-2 or a composition comprising a cyclic olivil 9-glycoside prepared by the method of any one of claims 3-10 for the preparation of a medicament for treating knee osteoarthritis.
12. A formulation of a composition comprising a cyclic olivil 9-glycoside according to any one of claims 1-2 or a composition comprising a cyclic olivil 9-glycoside prepared by the method of any one of claims 3-10, wherein the formulation is a granule, tablet, capsule or oral liquid.
CN202111013751.3A 2021-08-31 2021-08-31 Composition containing pinoresinol and cycloolivil 9-glycoside and preparation method and application thereof Active CN113797215B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202111013751.3A CN113797215B (en) 2021-08-31 2021-08-31 Composition containing pinoresinol and cycloolivil 9-glycoside and preparation method and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202111013751.3A CN113797215B (en) 2021-08-31 2021-08-31 Composition containing pinoresinol and cycloolivil 9-glycoside and preparation method and application thereof

Publications (2)

Publication Number Publication Date
CN113797215A CN113797215A (en) 2021-12-17
CN113797215B true CN113797215B (en) 2023-11-24

Family

ID=78894484

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202111013751.3A Active CN113797215B (en) 2021-08-31 2021-08-31 Composition containing pinoresinol and cycloolivil 9-glycoside and preparation method and application thereof

Country Status (1)

Country Link
CN (1) CN113797215B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114748132A (en) * 2022-03-01 2022-07-15 四川大学华西医院 Clinical special episome remove device of orthopedics
CN118059085A (en) * 2024-01-19 2024-05-24 黄山学院 Composition containing eucommia ulmoides alcohol and quercetin as well as preparation method and application thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105859804A (en) * 2016-04-27 2016-08-17 江西普正制药有限公司 Eucommia ulmoides extract as well as preparation method and application thereof

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105859804A (en) * 2016-04-27 2016-08-17 江西普正制药有限公司 Eucommia ulmoides extract as well as preparation method and application thereof

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
"基于信号通路的中药有效成分治疗骨质疏松机制研究";赵金龙等;《中草药》;20201231;第51卷(第23期);第6084-6094页,尤其是第6086页左栏第1段 *
"基于网络药理学和分子对接研究牛膝_杜仲药对治疗膝骨性关节炎的作用机制";张涛;《中成药》;20210811;第44卷(第7期);第2369-2374页,尤其是第2373页左栏讨论部分 *
"柳蒿化学成分研究";王金兰等;《中草药》;20160731;第47卷(第13期);第2241-2245页,尤其是第2245页左栏最后1段 *

Also Published As

Publication number Publication date
CN113797215A (en) 2021-12-17

Similar Documents

Publication Publication Date Title
CN113797215B (en) Composition containing pinoresinol and cycloolivil 9-glycoside and preparation method and application thereof
CN103751310A (en) External traditional Chinese medicinal preparation for treating fasciitis and preparation method thereof
CN104013929B (en) Rheumatism pain relief medicine for treating rheumatic arthritis and rheumatoid arthritis and preparation method thereof
WO2021062888A1 (en) Complex composition with function of promoting bone and joint health and application thereof
GB2581592A (en) Preparation procedure for panax notoginseng medicinal liquor for oral administration for treating rheumatic ostalgia
CN104056076A (en) Bone-strengthening medicinal liquor
CN114470121B (en) Medicine for treating osteoarthritis and preparation method thereof
CN105456644A (en) External lotion for perineal laceration postoperative nursing and preparation method thereof
CN112656924A (en) A Chinese medicinal composition with antiinflammatory, analgesic, and antibacterial effects, and its preparation method
CN111643540A (en) Eucommia ulmoides extract for treating lumbar muscle strain and preparation method thereof
CN107213250B (en) Traditional Chinese medicine composition for preventing and treating rheumatoid arthritis and preparation method thereof
CN105343277A (en) Skin-nursing traditional Chinese medicine ointment for treating tinea versicolor and preparation method of skin-nursing traditional Chinese medicine ointment
Afreen et al. Therapeutic uses of earthworm–a review
CN105311210A (en) Pharmaceutical composition for treating rheumatoid bone diseases
CN112755134B (en) Plaster for treating hyperosteogeny and preparation method thereof
CN116763834B (en) Traditional Chinese medicine composition and preparation for treating arthralgia as well as preparation method and application of traditional Chinese medicine composition and preparation
CN116549522B (en) Application of traditional Chinese medicine composition in gout
CN107485665A (en) Chinese medicine composition and its related preparations for anti-premature ovarian failure
CN116603045A (en) External plaster for relieving rheumatic leg pain and preparation method thereof
CN105412395A (en) Traditional Chinese medicine composition for treating hyperostosis and preparation method thereof
CN118649208A (en) Pharmaceutical composition for treating gout and preparation method and application thereof
CN116983348A (en) Traditional Chinese medicine composition for inhibiting bone cancer pain and preparation and application thereof
CN1073433C (en) Medicine for psoriasis and preparing method thereof
CN116098947A (en) Preparation process of compound sea snake combined preparation
CN116983357A (en) Tibetan medicine composition for treating influenza and viral hepatitis as well as preparation method and application thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant