CN104785178A - Thermosensitive liposome as well as preparation method and application thereof - Google Patents
Thermosensitive liposome as well as preparation method and application thereof Download PDFInfo
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- CN104785178A CN104785178A CN201510136786.4A CN201510136786A CN104785178A CN 104785178 A CN104785178 A CN 104785178A CN 201510136786 A CN201510136786 A CN 201510136786A CN 104785178 A CN104785178 A CN 104785178A
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- thermal sensitive
- liposome
- sensitive liposome
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- phosphatide
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
- A24D3/06—Use of materials for tobacco smoke filters
- A24D3/14—Use of materials for tobacco smoke filters of organic materials as additive
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
Abstract
The invention discloses thermosensitive liposome as well as a preparation method and application thereof. The thermosensitive liposome uses phospholipid as a membrane material of the thermosensitive liposome, and is prepared by adding a membrane structure regulating agent and a phase change regulating agent in the preparation process, wherein the phospholipid comprises dipalmitoyl phosphatidyl choline and hydrogenated soybean phospholipid in a mol ratio ranging from 6:4 to 10:0; the phase change regulating temperature range is 35-50 DEG C; the mass ratio of the phospholipid to the membrane structure regulating agent to the phase change regulating agent is 20-40: 0-10: 5-20. The liposome is applied to a cigarette filter, can keep stable at room temperature, and can quickly release embedded substances in the cigarette smoking process.
Description
Technical field
The present invention relates to liposome embedded technical field, be specifically related to a kind of thermal sensitive liposome preparation and the application in cigarette thereof.
Background technology
Embedding preparation containing flavor substance has a wide range of applications in cigarette, and these preparations can make an addition to the positions such as pipe tobacco, cigarette paper, filter tip and cork paper.The embedding techniques wherein made an addition in filter tip has unique advantage: avoid the pyrolysis that escape and burn and suck in process of core in cigarette storage process; Avoid the risk that the burning of embedding medium wall material increases cigarette harmfulness.The embedding medium made an addition in filter tip can make softgel shell break by the change of external condition, such as: the change etc. of finger or the extruding of lip, variations in temperature, pH or air pressure.Domestic and international tobacco company develops the multiple pressure-sensitive embedding preparation (relying on consumer's finger or lip extruding to make preparation discharge embedding thing) made an addition in filter tip, yet there are no the report that temperature sensitive type embedding preparation is applied in cigarette.
Liposome is the spherical folliculus of ultra micro formed by phospholipid bilayer tunic, phospholipid molecule has hydrophilic and lipophilic group, they are well-regulated arrangement in aqueous phase, form bilayer ball shape structure, water soluble ingredient can be wrapped in aqueous phase, and liposoluble constituent can be positioned between bilayer lipid membranes.Therefore, liposome can embed hydrophilic composition and hydrophobic combination simultaneously.The temperature sensitive liposome embedded core medicine that mainly molecular weight is larger in current report, the embedding for the flavor substance of molecular weight have not been reported.
Summary of the invention
The object of this part is some aspects of general introduction embodiments of the invention and briefly introduces some better embodiment.May do in the specification digest and denomination of invention of this part and the application a little simplify or omit with avoid making this part, specification digest and denomination of invention object fuzzy, and this simplification or omit and can not be used for limiting the scope of the invention.
In view of Problems existing in above-mentioned and/or existing thermal sensitive liposome preparation, propose the present invention.
Therefore, an object of the present invention is to provide a kind of thermal sensitive liposome made an addition in cigarette filter, it embeds effect preferably for there being certain water miscible composition to have, and also can embed multiple hydrophilic composition and hydrophobic combination simultaneously.
For solving the problems of the technologies described above, according to an aspect of the present invention, the invention provides following technical scheme: a kind of thermal sensitive liposome, it adopts phosphatide as thermal sensitive liposome film material, obtains by adding membrane structure conditioning agent and phase transformation conditioning agent in preparation; Wherein, described phosphatide is DPPC and hydrogenated soya phosphatide, and both moles are than being 10:0 ~ 6:4, and adjustment transition temperature range is 35 DEG C ~ 50 DEG C; The mass ratio of described phosphatide, membrane structure conditioning agent and phase transformation conditioning agent is 20 ~ 40:0 ~ 10:5 ~ 20.
As a kind of preferred version of thermal sensitive liposome of the present invention, wherein: described membrane structure conditioning agent is one or more in cholesterol, cupreol, stigmasterol, soybean phytosterol.
As a kind of preferred version of thermal sensitive liposome of the present invention, wherein: described phase transformation conditioning agent is one or more in β-sitosterol, sodium taurocholate, oleic acid, citrene, Tween-80, Span-80, KG.
As a kind of preferred version of thermal sensitive liposome of the present invention, wherein: described thermal sensitive liposome preparation also comprises core, described core comprises: flavor substance, essence and flavoring agent, humectant; Described flavor substance is one or more in alpha, beta-lonone, dorinone, maltol, linalool, solanone, the rare ketone of huge beans three, vanillic aldehyde, β benzyl carbinol; Described essence and flavoring agent is selected from one or more in essential oil of the flower of Camellia sinensis, Peppermint essential oil, lemon, flores aurantii essential oil, clove oil, Lavender, wormwood essential oil, Rosa Damascana, cream jasmin france, flavoring apple essence, flavoring pineapple essence, flavoring peach essence; Described humectant is one or more in glycerine, propane diols, hyaluronic acid, microbial polysaccharide; The mass ratio of described core and described phosphatide is 1:2 ~ 20.
As a kind of preferred version of thermal sensitive liposome of the present invention, wherein: mass ratio 1:4 ~ 10 of described core and described phosphatide.
As a kind of preferred version of thermal sensitive liposome of the present invention, wherein: described thermal sensitive liposome preparation also comprises protective agent and excipient; Described protective agent and excipient are selected from one or more in trehalose, sucrose, lactose, dextran, dextrin, converted starch, sweet mellow wine, gelatin, albumin, polyethylene glycol; The addition of described protective agent and excipient is 1 ~ 4 times of phosphatide.
Another object of the present invention is applied in cigarette filter by a kind of thermal sensitive liposome, keeps stable, discharge the material that is embedded fast when cigarette smoking under normal temperature.
For solving the problems of the technologies described above, according to another aspect of the present invention, the invention provides following technical scheme: a kind of application of thermal sensitive liposome, it is applied in cigarette filter, keeps stable 15 DEG C ~ 25 DEG C time, the release embedding thing when cigarette smoking.
Another object of the present invention is a kind of preparation method of thermal sensitive liposome.
For solving the problems of the technologies described above, according to another aspect of the present invention, the invention provides following technical scheme: a kind of preparation method of thermal sensitive liposome, it comprises, phosphatide, membrane structure conditioning agent, phase transformation conditioning agent and the material that is embedded are dissolved in ethanol altogether, rotary evaporation removing ethanol, makes lipid form film on wall; The buffer solution added containing core makes lipid aquation, is prepared into large multilamelar liposome after jolting, and large multilamelar liposome is dispersed into the small unilamellar vesicle of required particle diameter again by ultrasonic method; The dispersion being dispersed into the small unilamellar vesicle of required particle diameter being maintained is stabilized between 0 DEG C ~ 2 DEG C, adjustment ultrasonic power output is to 350W ~ 370W, ultrasonic 3 ~ 5min, when dispersion changes in opalescence shape from milky, 45 DEG C ~ 55 DEG C redissolve 1 ~ 3h and are placed on 22h ~ 24h 3 DEG C ~ 5 DEG C conditions, centrifugal removing titanium grain, i.e. obtained thermal sensitive liposome.
Beneficial effect of the present invention:
1, hydrophobicity and hydrophilic material can be embedded simultaneously;
2, there is again certain hydrophobic composition to have to existing certain hydrophily and embed effect preferably;
3, have thermal sensitivity, keep stable at normal temperatures, when reaching phase transition temperature, (35 ~ 50 DEG C) are quick discharges embedding thing;
4, make an addition in cigarette filter, in cigarette storage and transportation, keep stable, when cigarette smoking due to variations in temperature release embedding thing.
Accompanying drawing explanation
Fig. 1 be in one embodiment phosphatid ylcholine and hydrolecithin mol ratio 4:1 time alpha, beta-lonone liposome DSC curve map;
Fig. 2 be in one embodiment phosphatid ylcholine and hydrolecithin mol ratio 3:2 time alpha, beta-lonone liposome DSC curve map;
Fig. 3 is the DSC curve map of Rosa Damascana liposome in one embodiment;
Fig. 4 is the DSC curve map of flavoring pineapple essence liposome in one embodiment;
Fig. 5 be in one embodiment phosphatid ylcholine and hydrolecithin mol ratio 4:1 time thermal sensitive liposome in the In-vitro release curves figure of alpha, beta-lonone;
Fig. 6 be in one embodiment phosphatid ylcholine and hydrolecithin mol ratio 3:2 time thermal sensitive liposome in the In-vitro release curves figure of alpha, beta-lonone;
Fig. 7 is the In-vitro release curves figure of Rosa Damascana in thermal sensitive liposome in one embodiment;
Fig. 8 is the In-vitro release curves figure of flavoring pineapple essence in thermal sensitive liposome in one embodiment.
Detailed description of the invention
For enabling above-mentioned purpose of the present invention, feature and advantage become apparent more, are described in detail below by the specific embodiment of the present invention.
Set forth a lot of detail in the following description so that fully understand the present invention, but the present invention can also adopt other to be different from alternate manner described here to implement, those skilled in the art can when without prejudice to doing similar popularization when intension of the present invention, therefore the present invention is by the restriction of following public specific embodiment.
Embodiment 1
The thermal sensitive liposome (phosphatid ylcholine and hydrolecithin mol ratio 4:1) of embedding alpha, beta-lonone
Material and consumption:
Composite phospholipid material 200mg; Long circulating material 30mg; Tween80100mg; Alpha, beta-lonone 25mg.
Preparation method:
Take various material in round-bottomed flask (250ml) by above consumption, water-bath is to molten at 50 DEG C to add absolute ethyl alcohol, and decompression rotary evaporation removing ethanol, forms film.Add PBS cushioning liquid, rotary evaporation aquation (50 DEG C), cools rapidly, ice bath 360W ultrasonic process 4min on probe type ultrasonic instrument.In 4 DEG C of hold over night after 50 DEG C of water-soluble 2h, refrigerated centrifuge removing titanium particle, is filled with N
2sealing, must embed the temperature sensitive liposome of alpha, beta-lonone.After adding protective agent, this liposome freeze drying can be obtained the temperature sensitive liposome of powdered.
Obtained liposome measures its particle diameter at about 170nm through nano particle size distribution instrument, and envelop rate is about 41%.DSC measurement result shows its phase transition temperature at about 41 DEG C.This liposome can keep stable at least 1 month at 25 DEG C, and dried powdered lipids body keeps stable at least 3 months at 25 DEG C.Experiment shows at 37 DEG C, and alpha, beta-lonone release is less, and from 42 DEG C, it promptly discharges.
Embodiment 2
The thermal sensitive liposome (phosphatid ylcholine and hydrolecithin mol ratio 3:2) of embedding alpha, beta-lonone
Get composite phospholipid material 200mg respectively; Tween80100mg; Long circulating material 30mg and alpha, beta-lonone 50mg.The preparation process of liposome is identical with example 1.
Obtained liposome measures its particle diameter at about 170nm through nano particle size distribution instrument, and envelop rate is about 35%.DSC measurement result shows its phase transition temperature at about 43 DEG C.This liposome can keep stable at least 1 month at 25 DEG C, and dried powdered lipids body keeps stable at least 3 months at 25 DEG C.Experiment shows at 37 DEG C, and alpha, beta-lonone release is less, and from 42 DEG C, it promptly discharges.
Embodiment 3
The thermal sensitive liposome of embedding Rosa Damascana
Get composite phospholipid material 200mg respectively; Tween80100mg; Long circulating material 30mg and Rosa Damascana 25mg.The preparation process of liposome is identical with example 1.
Obtained liposome measures its particle diameter at about 200nm through nano particle size distribution instrument, and envelop rate is about 45%.The phase transition temperature of DSC collection of illustrative plates display is at about 41 DEG C.Stability result shows, and this temperature sensitive liposome keeps stable at least 1 month at 25 DEG C, keeps stable at least 3 months after powdered at 25 DEG C.Experiment shows that Rosa Damascana release is less at 37 DEG C, and from 42 DEG C, it promptly discharges.
Embodiment 4
The thermal sensitive liposome of embedding flavoring pineapple essence
Get composite phospholipid material 200mg respectively; Tween80100mg; Long circulating material 30mg and flavoring pineapple essence 20mg.The preparation process of liposome is identical with example 1.
Obtained liposome measures its particle diameter at about 150nm through the analysis of nano particle size distribution instrument.Envelop rate is about 40%.The phase transition temperature of DSC collection of illustrative plates display is at about 42 DEG C.Stability result shows, and this temperature sensitive liposome keeps stable at least 1 month at 25 DEG C, keeps stable at least 3 months after powdered at 25 DEG C.Experiment shows that flavoring pineapple essence release is less at 37 DEG C, and from 42 DEG C, it promptly discharges.
As can be seen here, a kind of thermal sensitive liposome made an addition in cigarette filter provided by the invention, it embeds effect preferably for there being certain water miscible composition to have, and also can embed multiple hydrophilic composition and hydrophobic combination simultaneously.The liposome of preparation has responsive to temperature character, by selecting the compound proportion of suitable phosphatide and phosphatid ylcholine (or phosphatidyl glycerol), regulate other lipid components and content thereof of adding in lipid film, change the permeability of liposome membrane, regulate phase transition temperature to 35 ~ 50 DEG C.This liposome is applied in cigarette filter, keeps stable under normal temperature, discharge the material that is embedded fast when cigarette smoking.
It should be noted that, above embodiment is only in order to illustrate technical scheme of the present invention and unrestricted, although with reference to preferred embodiment to invention has been detailed description, those of ordinary skill in the art is to be understood that, can modify to technical scheme of the present invention or equivalent replacement, and not departing from the spirit and scope of technical solution of the present invention, it all should be encompassed in the middle of right of the present invention.
Claims (8)
1. a thermal sensitive liposome, is characterized in that: adopt phosphatide as thermal sensitive liposome film material, obtains by adding membrane structure conditioning agent and phase transformation conditioning agent in preparation; Wherein,
Described phosphatide is DPPC and hydrogenated soya phosphatide, and both moles are than being 10:0 ~ 6:4, and adjustment transition temperature range is 35 DEG C ~ 50 DEG C;
The mass ratio of described phosphatide, membrane structure conditioning agent and phase transformation conditioning agent is 20 ~ 40:0 ~ 10:5 ~ 20.
2. thermal sensitive liposome as claimed in claim 1, is characterized in that: described membrane structure conditioning agent is one or more in cholesterol, cupreol, stigmasterol, soybean phytosterol.
3. thermal sensitive liposome as claimed in claim 1, is characterized in that: described phase transformation conditioning agent is one or more in β-sitosterol, sodium taurocholate, oleic acid, citrene, Tween-80, Span-80, KG.
4. the thermal sensitive liposome preparation as described in as arbitrary in claims 1 to 3, it is characterized in that: described thermal sensitive liposome preparation also comprises core, described core comprises: flavor substance, essence and flavoring agent, humectant;
Described flavor substance is one or more in alpha, beta-lonone, dorinone, maltol, linalool, solanone, the rare ketone of huge beans three, vanillic aldehyde, β benzyl carbinol;
Described essence and flavoring agent is selected from one or more in essential oil of the flower of Camellia sinensis, Peppermint essential oil, lemon, flores aurantii essential oil, clove oil, Lavender, wormwood essential oil, Rosa Damascana, cream jasmin france, flavoring apple essence, flavoring pineapple essence, flavoring peach essence;
Described humectant is one or more in glycerine, propane diols, hyaluronic acid, microbial polysaccharide;
The mass ratio of described core and described phosphatide is 1:2 ~ 20.
5. thermal sensitive liposome preparation as claimed in claim 4, is characterized in that: mass ratio 1:4 ~ 10 of described core and described phosphatide.
6. as claims 1 to 3,5 arbitrary as described in thermal sensitive liposome preparation, it is characterized in that: described thermal sensitive liposome preparation also comprises protective agent and excipient;
Described protective agent and excipient are selected from one or more in trehalose, sucrose, lactose, dextran, dextrin, converted starch, sweet mellow wine, gelatin, albumin, polyethylene glycol;
The addition of described protective agent and excipient is 1 ~ 4 times of phosphatide.
7. an application for thermal sensitive liposome, is characterized in that: be applied in cigarette filter, keeps stable 15 DEG C ~ 25 DEG C time, the release embedding thing when cigarette smoking.
8. a preparation method for thermal sensitive liposome, is characterized in that: comprise,
Phosphatide, membrane structure conditioning agent, phase transformation conditioning agent and the material that is embedded are dissolved in altogether in ethanol, rotary evaporation removing ethanol, makes lipid form film on wall;
The buffer solution added containing core makes lipid aquation, is prepared into large multilamelar liposome after jolting, and large multilamelar liposome is dispersed into the small unilamellar vesicle of required particle diameter again by ultrasonic method;
The dispersion being dispersed into the small unilamellar vesicle of required particle diameter being maintained is stabilized between 0 DEG C ~ 2 DEG C, adjustment ultrasonic power output is to 350W ~ 370W, ultrasonic 3 ~ 5min, when dispersion changes in opalescence shape from milky, 45 DEG C ~ 55 DEG C redissolve 1 ~ 3h and are placed on 22h ~ 24h 3 DEG C ~ 5 DEG C conditions, centrifugal removing titanium grain, is filled with N
2sealing, must embed the temperature sensitive liposome of alpha, beta-lonone.
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Cited By (6)
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|---|---|---|---|---|
| CN105996121A (en) * | 2016-06-28 | 2016-10-12 | 云南瑞升烟草技术（集团）有限公司 | Filter stick additive capable of releasing functional substance through phase change and preparation method and application thereof |
| CN107960634A (en) * | 2017-12-17 | 2018-04-27 | 江南大学 | A kind of method using porous-starch absorption liposome temperature control release essence and flavoring agent |
| CN109222229A (en) * | 2018-10-11 | 2019-01-18 | 湖北中烟工业有限责任公司 | A kind of menthol base phase change composite material |
| CN109452605A (en) * | 2018-10-22 | 2019-03-12 | 上海交通大学 | A kind of edibility natural apple essence slow release liposome and preparation method |
| CN113951535A (en) * | 2021-11-16 | 2022-01-21 | 云南中烟工业有限责任公司 | Preparation method of polysaccharide liposome and application of polysaccharide liposome in cigarettes |
| CN114343235A (en) * | 2022-02-10 | 2022-04-15 | 湖北中烟工业有限责任公司 | Cooling tobacco pipe |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105996121A (en) * | 2016-06-28 | 2016-10-12 | 云南瑞升烟草技术（集团）有限公司 | Filter stick additive capable of releasing functional substance through phase change and preparation method and application thereof |
| CN105996121B (en) * | 2016-06-28 | 2019-12-27 | 云南瑞升烟草技术（集团）有限公司 | Filter stick additive capable of releasing functional substances through phase change and preparation method and application thereof |
| CN107960634A (en) * | 2017-12-17 | 2018-04-27 | 江南大学 | A kind of method using porous-starch absorption liposome temperature control release essence and flavoring agent |
| CN109222229A (en) * | 2018-10-11 | 2019-01-18 | 湖北中烟工业有限责任公司 | A kind of menthol base phase change composite material |
| CN109452605A (en) * | 2018-10-22 | 2019-03-12 | 上海交通大学 | A kind of edibility natural apple essence slow release liposome and preparation method |
| CN113951535A (en) * | 2021-11-16 | 2022-01-21 | 云南中烟工业有限责任公司 | Preparation method of polysaccharide liposome and application of polysaccharide liposome in cigarettes |
| CN114343235A (en) * | 2022-02-10 | 2022-04-15 | 湖北中烟工业有限责任公司 | Cooling tobacco pipe |
| CN114343235B (en) * | 2022-02-10 | 2023-11-17 | 湖北中烟工业有限责任公司 | Cooling smoke tube |
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