CN101485446B - Preparation method of garlic oil cyclodextrin or cyclodextrin derivate inclusion compound - Google Patents

Preparation method of garlic oil cyclodextrin or cyclodextrin derivate inclusion compound Download PDF

Info

Publication number
CN101485446B
CN101485446B CN2009100094972A CN200910009497A CN101485446B CN 101485446 B CN101485446 B CN 101485446B CN 2009100094972 A CN2009100094972 A CN 2009100094972A CN 200910009497 A CN200910009497 A CN 200910009497A CN 101485446 B CN101485446 B CN 101485446B
Authority
CN
China
Prior art keywords
garlic oil
cyclodextrin
garlic
oil
inclusion compound
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.)
Expired - Fee Related
Application number
CN2009100094972A
Other languages
Chinese (zh)
Other versions
CN101485446A (en
Inventor
王静
王成涛
曹雁平
孙宝国
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.)
Beijing Technology and Business University
Original Assignee
Beijing Technology and Business University
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 Beijing Technology and Business University filed Critical Beijing Technology and Business University
Priority to CN2009100094972A priority Critical patent/CN101485446B/en
Publication of CN101485446A publication Critical patent/CN101485446A/en
Application granted granted Critical
Publication of CN101485446B publication Critical patent/CN101485446B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Landscapes

  • Medicinal Preparation (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

The invention relates to a garlic oil cyclodextrin or cyclodextrin derivative inclusion compound, and a preparation method thereof. Garlic oil is an organic sulfide extracted from garlic and has the functions of resisting bacteria, diminishing inflammation, improving organism immunity, preventing and treating cardiovascular system diseases, and the like. Garlic oil has aroma and hot taste similar to fresh garlic, is integral in flavor, pure natural, safe and healthy, and is widely applied to salty food additives, health-care food, edible blend oil and the like, but as the garlic oil is unstable in properties, strong in volatility and acrimony and difficult to dissolve in water, the application of the garlic oil to food is greatly limited. The preparation method applies cyclodextrin and cyclodextrin derivatives to the inclusion of garlic oil so as to prepare the garlic oil cyclodextrin or cyclodextrin derivative inclusion compound, solves the problems that the garlic oil is low in water solubility, strong in acrimony and the like, and enables the garlic oil to be directly applied to food and health care products.

Description

A kind of preparation method of garlic oil cyclodextrine inclusion compound
Technical field
The invention belongs to field of food, relate to garlic oil cyclodextrine or cyclodextrin derivant clathrate and preparation method, or be applied to food, nutrition, health products trade.
Background technology
Garlic is the bulb of Liliaceae allium garlic (Allium sativum L.), garlic oil be the class from garlic, extracted and water immiscible have volatile organic sulfur compound, effect with anti-inflammation, can improve body's immunity, prevention and treatment disease of cardiovascular system and cancer-resisting can be widely used in industries such as food chemical and medicine industry health care.Allicin is the main active ingredient of garlic oil, and allicin is a diallyl trisulfide, and structural formula is CH 2=CHCH 2-S-S-S-CH 2CH=CH 2
Discover that garlic oil has the health-care effect of multiple mystery: 1. protect the cardiovascular system effect for reducing blood fat of unifying: garlic oil can improve microcirculation; increase the peripheral blood flow; the activity that suppresses clotting factor; tangible study of anti-atherogenic effect is arranged, and the atherosclerosis of aorta that hypercholesterolemia is caused has the better protect effect.Nowadays become international health fashion with the garlic oil lipopenicillinase, because it is an integration of drinking and medicinal herbs, so meet the international new opinion of " the lifelong dietotherapy of reducing blood lipid needs ".2. prevent function of tumor: garlic oil can suppress and disturb the oncogenic process of number of chemical carcinogenic substance such as BaP etc., tissue canceration the startup stage just blocked the mutagenic processes that carcinogenic substance produces normal cell.Galic essential oil can participate in normal division of cytogenetics matter DNA and repair process, can prevent the generation of lung cancer, liver cancer, cancer of the esophagus.Diallyl sulphur in the garlic oil is the very important anticancer factor, forms by preventing carcinogenic substance, disturbs carcinogenic activation, strengthens detoxifying properties, avoids the conversion of normal cell to cancer cell, further stops the formation of tumour cell.3. thrombolysis is more thorough: garlic oil can shorten the clotting time, and medical science points out this function also can prevent thrombosis, is the most strong composition of pre-preventing thrombosis.4. garlic is described as " natural antibiotics ", and garlic oil has sterilization or bacteriostatic activity to multiple pathogenic fungus, and is especially effective to various skin disease and beriberi.5. immunization: allicin can induce human lymphocyte to transform, and can increase the T lymphocyte transformation, increases macrophage and lymphocytic functional activity, and immunologic function is strengthened.In addition, garlic oil also has effects such as anti-ageing, hypoglycemic, radioresistance, anti-platelet aggregation, protection biomembrane.
Garlic oil character instability, what be subject to pH, light, temperature, oxygen influences generation oxidation deterioration and garlic oil high volatility, tanginess, itself is insoluble in water garlic oil, has volatility and strong and stimulating, unstable chemcial property has greatly limited its application aspect food.Therefore adopt cyclodextrin encapsulated after, can reduce the excitant of garlic oil, improve bad smell, improve the water-soluble and stable of garlic oil, improve the storage rate of garlic oil greatly.
Summary of the invention
The purpose of this invention is to provide inclusion compound of a kind of garlic oil cyclodextrine and preparation method thereof, this method is utilized cyclodextrin encapsulated effect, garlic oil is carried out inclusion, improve it to light, to the stability of heat, reduce the excitant of garlic oil, improve the bad smell of garlic oil, improve the solubility of the garlic oil that is insoluble in water simultaneously to a certain extent.
Technical scheme of the present invention:
The present invention is the inclusion compound of a kind of garlic oil and cyclodextrin, and the architectural feature of inclusion compound is that in the cavity of cyclodextrin, form with the cyclodextrin is that host molecule, garlic oil are the inclusion compound of guest molecule to garlic oil by inclusion.
As the cyclodextrin of host molecule is in alpha-cyclodextrin, beta-schardinger dextrin-, gamma-cyclodextrin, hydroxypropyl cyclodextrin, the grape basic ring dextrin any, and wherein beta-schardinger dextrin-and hydroxypropyl cyclodextrin are cheap and easy to get, is the lapping of the host molecule of first-selection.
The present invention realizes by following technical method: with garlic oil and cyclodextrin, and by coprecipitation, solid reaction process, the cyclodextrin inclusion compound of generation garlic oil.Described co-precipitation preparation method is, accurately take by weighing a certain amount of cyclodextrin and under 60 ℃ of waters bath with thermostatic control, be dissolved in the distilled water of certain volume and it is dissolved fully, be cooled to 40 ℃ after, (airtight) slowly added garlic oil-ethanolic solution (1: 1 under stirring, v/v), container is airtight, after the stirred for several hour, place down for 4 ℃ and spend the night, suction filtration obtains precipitation, precipitation is washed with an amount of distilled water, and 40 ℃ of following vacuum drying 24h can get inclusion compound.
Described solid reaction process is, take by weighing a certain amount of cyclodextrin, place mortar, add low amounts of water, grind well, take by weighing a certain amount of garlic oil again, be added in the mortar, obtain paste after fully grinding, wash to remove unreacted garlic oil in the inclusion compound with ethanol or acetone and other organic solvent, remove the inclusion compound that unreacted cyclodextrin gets chemical pure garlic oil cyclodextrine with Warm Wash again, place then more than 40 ℃ of dry 4h of vacuum desiccator, obtain the cyclodextrin inclusion compound of garlic oil.
Technique effect of the present invention
By cyclodextrin and derivative thereof garlic oil is carried out inclusion, garlic oil is embedded in the tubular structure of cyclodextrin, become the inclusion compound of garlic oil cyclodextrine, thereby improved the water-soluble and stable of garlic oil, this active component of garlic oil is directly applied in food, the health products with the form of inclusion compound, solved shortcomings such as water-soluble low, the poor stability of garlic oil, excitant be strong.
The specific embodiment
Garlic oil cyclodextrine and derivative clathrate thereof contain garlic oil and cyclodextrin and derivative thereof, and the weight ratio of cyclodextrin and derivative thereof and garlic oil is 6-600: 1.
Garlic oil is meant the oily liquids that obtains by solvent lixiviation process, steam distillation, supercritical fluid extraction from garlic.Cyclodextrin and derivative thereof comprise alpha-cyclodextrin, beta-schardinger dextrin-, gamma-cyclodextrin, HP-, hydroxyethyl-, dihydroxypropyl-beta-schardinger dextrin-, glucose ring dextrin, maltose cyclodextrin, maltotriose cyclodextrin.
Garlic oil cyclodextrine and derivative clathrate preparation method thereof are as follows: be dissolved in the cyclodextrin or derivatives thereof in the water of certain volume or the ethanol and it is dissolved fully, according to cyclodextrin and derivative and garlic oil weight ratio 6-600: 1, under stirring, slowly added garlic oil-ethanolic solution (1: 1, v/v), container is airtight, after the stirred for several hour, place down for 4 ℃ and spend the night, suction filtration obtains precipitation, precipitation washes with water, and 40 ℃ of following dry 24h promptly get solid garlic oil cyclodextrine and derivative clathrate thereof.
Garlic oil cyclodextrine and derivative clathrate preparation method thereof among the present invention, also can be that the cyclodextrin or derivatives thereof is placed colloid mill or mortar, adding an amount of water or ethanol grinds, make pastel, according to cyclodextrin and derivative and garlic oil weight ratio 6-600: 1, garlic oil is added in the above-mentioned pastel, obtain paste after fully grinding, wash to remove unreacted garlic oil in the inclusion compound with ethanol or acetone and other organic solvent, remove the inclusion compound that unreacted cyclodextrin gets chemical pure garlic oil cyclodextrine with Warm Wash again, place 40 ℃ of dryings down then, promptly get solid garlic oil cyclodextrine and derivative clathrate thereof.
Above-mentioned drying means can use drying means such as convection drying, vacuum drying, spray-drying, freeze drying.

Claims (1)

1. garlic oil cyclodextrine inclusion compound preparation method, it is characterized in that cyclodextrin is dissolved in an amount of water or ethanol, is 6-600 according to the weight ratio of cyclodextrin and garlic oil:: 1, get a certain amount of garlic oil and be dissolved in an amount of ethanol, under stirring, garlic oil is slowly joined in the cyclodextrin solution, after the stirred for several hour, place down for 4 ℃ and spend the night under the airtight condition, suction filtration obtains precipitation, with the suitable quantity of water washing, 40 ℃ dry down, obtains the solid clathrates of the cyclodextrin of garlic oil.
CN2009100094972A 2009-02-26 2009-02-26 Preparation method of garlic oil cyclodextrin or cyclodextrin derivate inclusion compound Expired - Fee Related CN101485446B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN2009100094972A CN101485446B (en) 2009-02-26 2009-02-26 Preparation method of garlic oil cyclodextrin or cyclodextrin derivate inclusion compound

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN2009100094972A CN101485446B (en) 2009-02-26 2009-02-26 Preparation method of garlic oil cyclodextrin or cyclodextrin derivate inclusion compound

Publications (2)

Publication Number Publication Date
CN101485446A CN101485446A (en) 2009-07-22
CN101485446B true CN101485446B (en) 2010-08-11

Family

ID=40888633

Family Applications (1)

Application Number Title Priority Date Filing Date
CN2009100094972A Expired - Fee Related CN101485446B (en) 2009-02-26 2009-02-26 Preparation method of garlic oil cyclodextrin or cyclodextrin derivate inclusion compound

Country Status (1)

Country Link
CN (1) CN101485446B (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102552643B (en) * 2010-12-21 2014-07-09 中山市中健药物研究所有限公司 Combination with blood fat reducing function and application of same
CN105495180A (en) * 2014-09-25 2016-04-20 赵军 Preparation method of Chinese wolfberry whole juice containing Chinese wolfberry seed oil clathrate and Chinese wolfberry whole juice thereof
CN106063784A (en) * 2016-06-30 2016-11-02 青岛博恩高科生物技术有限公司 The preparation method of a kind of 4,5,9-trithiadodeca-1,6,11-triene 9-oxide. microscapsule powder goods, 4,5,9-trithiadodeca-1,6,11-triene 9-oxide. microscapsule powder goods and application thereof
CN106266473A (en) * 2016-08-11 2017-01-04 天津大学 A kind of green Bulbus Allii extract with antihepatocarcinoma effect and Preparation method and use
CN107789345B (en) * 2016-09-07 2022-06-28 汤臣倍健股份有限公司 Corrective allicin-cyclodextrin compound and preparation method thereof
CN106751279A (en) * 2016-12-30 2017-05-31 杜克玲 A kind of antistatic, the bentonite containing garlic oil/PVA sterilization fresh-keeping films and preparation method thereof
CN106751281A (en) * 2016-12-30 2017-05-31 杜克玲 A kind of bentonite deodorant containing medical stone/PVA sterilization fresh-keeping films and preparation method thereof
CN106751282A (en) * 2016-12-30 2017-05-31 杜克玲 A kind of bentonite containing garlic oil/PVA sterilization fresh-keeping films and preparation method thereof
CN106751280A (en) * 2016-12-30 2017-05-31 杜克玲 A kind of hydrophobic moisturizing, the bentonite containing garlic oil/PVA sterilization fresh-keeping films and preparation method thereof
CN106751278A (en) * 2016-12-30 2017-05-31 杜克玲 A kind of waterproof, the bentonite containing garlic oil/PVA sterilization fresh-keeping films and preparation method thereof
CN108085352A (en) * 2018-01-24 2018-05-29 江南大学 A kind of method of two enzymes method control cyclodextrin inclusion compound sustained release
CN110314220A (en) * 2018-03-28 2019-10-11 巨野恒丰果蔬有限公司 A kind of garlic albumen and garlic oil compounding agent and the preparation method and application thereof
CN108752647A (en) * 2018-06-26 2018-11-06 全椒祥瑞塑胶有限公司 A kind of plastic additive with bacteriostasis
CN113999431B (en) * 2021-10-29 2024-03-15 金发科技股份有限公司 Peroxide inclusion compound and preparation method and application thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1565430A (en) * 2003-06-22 2005-01-19 毛友昌 Allicin cyclodextrin clathrate compound, formulation and its preparation method

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1565430A (en) * 2003-06-22 2005-01-19 毛友昌 Allicin cyclodextrin clathrate compound, formulation and its preparation method

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
何进,毕殿洲,刘宝庆,赵玲.大蒜油β-环糊精包合物的稳定性考察.中国药学杂志.1997,(04), *
李志海,孔德凤.大蒜油维生素E的β-环状糊精包装物的制备.西北药学杂志.-001,(04), *

Also Published As

Publication number Publication date
CN101485446A (en) 2009-07-22

Similar Documents

Publication Publication Date Title
CN101485446B (en) Preparation method of garlic oil cyclodextrin or cyclodextrin derivate inclusion compound
KR20130039309A (en) Garlic and yolk extract including functionality food composite for health
CN105707202A (en) Natural plant extract dried fish preservative and preparation method and application thereof
CN101214046A (en) Method for preparing ginkgo biloba oil powder
CN103961301B (en) Namely a kind of Gynura procumbens (Lour.) Merr. imitates natural compound recipe facial film of polynary maintenance and preparation method thereof
CN105669432A (en) Method for comprehensive extraction of carnosic acid, carnosol and ursolic acid
WO2007116579A1 (en) Lypolysis promoter
WO2000039249A1 (en) Ume extract having medicinal effects and compositions containing the same
CN104000274B (en) Blueberry effervescent tablet and preparation method thereof
CN103830744B (en) A kind of spacetabs type ellagic acid-cyclodextrin complexes and preparation method thereof
CN101696407B (en) Chitosan-immobilized allinase and method for preparing allantolin allicin
JP2015086189A (en) Hyaluronidase inhibitors and external preparations for moisturizing, anti-aging or anti-inflammation of skin formulated therewith
CN102653566B (en) Method for preparing astragalus polysaccharide selenide by using organic method
CN105961647A (en) Production technology of preparing solid powdered peony seed oil by beta-cyclodextrin inclusion
CN102366372A (en) Wood vinegar hand-washing solution
CN104151282A (en) Method for preparing natural vitamin E and phytosterol with resin absorption method
CN101485447B (en) Ferulaic acid cyclodextrin inclusion compound preparation method
CN101781644A (en) Immobilized allinase and method for preparing allicin by ultrasonic field enzymatic reaction
CN101156930A (en) A garlic health care capsule for treating cardiac and cerebral vascular diseases and cancer as well as its preparing method
KR20030091616A (en) Manufacture of a substance for improving bone density
CN102058731B (en) Preparation of chaste tree twig leaf and fruit extract and anti-inflammatory medical application thereof
JP7362134B2 (en) Isothiocyanate-enriched moringa and method of producing it
CN109315748A (en) A kind of reservation soy sauce brewing product consolidate zestful anticancer soy sauce
CN104546694A (en) Docetaxel injection and preparation method thereof
JP6402405B2 (en) Fucoxanthinol derivative having lipolytic action and method for producing the same

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C53 Correction of patent for invention or patent application
CB03 Change of inventor or designer information

Inventor after: Wang Jing

Inventor after: Wang Chengtao

Inventor after: Cao Yanping

Inventor after: Sun Baoguo

Inventor before: Wang Jing

Inventor before: Cao Yanping

Inventor before: Sun Baoguo

Inventor before: Wang Chengtao

COR Change of bibliographic data

Free format text: CORRECT: INVENTOR; FROM: WANG JING CAO YANPING SUN BAOGUO WANG CHENGTAO TO: WANG JING WANG CHENGTAOCAO YANPING SUN BAOGUO

C14 Grant of patent or utility model
GR01 Patent grant
C17 Cessation of patent right
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20100811

Termination date: 20120226