CN103785366A - Iodine/hydrophobic cyclodextrin clathrate and its preparation method and use - Google Patents
Iodine/hydrophobic cyclodextrin clathrate and its preparation method and use Download PDFInfo
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Abstract
The invention belongs to the field of medicinal preparations in medicine engineering and relates to an iodine/hydrophobic cyclodextrin clathrate and its preparation method and use. The iodine/hydrophobic cyclodextrin comprises iodine and hydrophobic cyclodextrin according to a mole ratio of 1: 0.5-2 and is prepared by a seal temperature control technology. The prepared iodine/hydrophobic cyclodextrin clathrate can effectively inhibit iodine volatilization and improve stability, prevent iodine irritation to skin mucous membrane and reduce iodine corrosivity. The iodine/hydrophobic cyclodextrin clathrate has small toxicity, high drug effects, is not dyed easily, can slowly release iodine molecules, has long action time, has very strong adsorption performances and can effectively adsorb a peculiar smell and toxic gas.
Description
Technical field
The field of pharmaceutical preparations that the invention belongs to pharmaceutical engineering, is specifically related to a kind of iodine/hydrophobic cyclodextrin clathrate and preparation method thereof, the field such as that its range of application relates to is clinical, health, daily life, agriculture and animal husbandry aquaculture and environmental protection.
Background technology
Iodine is a kind of important element, the permeability that free-iodine tool is good, and rapidly penetration cell wall, iodine can hydroxyl, amino, alkyl, sulfydryl on gal4 amino acid chain be combined and is caused protein denaturation precipitation, generation halogenation, thus make it lose biologically active.Therefore; can kill the nearly all pathogenic microorganism including bacterium, virus, Mycoplasma, coccidia, soft capsule, gemma etc. as disinfection sanitizer iodine, the field such as that its sterilization scope relates to is clinical, health, daily life, agriculture and animal husbandry aquaculture and environmental protection.At present, conventional iodine disinfectant has the tincture of iodine, the tincture of iodine and Iodophor etc., although Disinfection Effect is definite, still has in use some problems, such as, the tincture of iodine is to be prepared by iodine, KI, ethanol, purified water, large to skin, mucosa irritation when use, color depth; Iodophor is the macromolecular compound that iodide ion and surface reactive material chemical combination form, and existence and stability is poor, discharge the problem such as slow [Dong Juhong etc., iodine disinfectant application present situation [J]. HEILONGJIANG ANIMAL SCIENCE AND VETERINARY MEDICINE, 2010,6,111-112.], in addition,, because iodine is volatile, iodide ion is oxidizable.The problem existing in order to make up existing iodine disinfectant, the stability of raising iodine, prepares the stable multi-functional Operands such as long-acting slow-release sterilizing, deodorizing that have its application is had great importance.
Iodine is water insoluble, and has sublimability, thereby has reduced the effect of its use.Therefore need to select a kind of better formulation method to make it overcome its sublimability, strengthen stability, thereby improve its result of use.
Cyclodextrin (Cyclodextrin, be called for short CD) be the general name of one group of compound sugar being formed by the annular arrangement of D-glucopyranose units, as cyclic oligomer, all kinds of objects of hydrophobic ring-type cavity energy inclusion of cyclodextrin, as even inert gas etc. of organic molecule, inorganic molecule, complex, form host-guest inclusion compound by intermolecular Physical interaction.After formation inclusion compound, can effectively improve the physicochemical property of object, as improved dissolubility, strengthening stability etc.
Current, the method for preparing cyclodextrin inclusion compound mainly contains polishing, coprecipitation, saturated water solution method etc.Wherein polishing majority need to add harmful organic solvent; Coprecipitation needs higher temperature and excessive cyclodextrin, is not suitable for heat-labile medicine; It is water-soluble preferably that saturated water solution method needs cyclodextrin to have, and needs in addition to add excessive inclusion material.
With conventional inclusion method, as saturated solution method, polishing, freeze-drying, spray drying process are compared, the feature that sealing temperature controlled inclusion technique is prepared inclusion compound is: 1. in preparation process, do not need to add organic solvent, do not have organic solvent residual, convenient post-treatment in inclusion compound; 2. inclusion temperature is controlled, and inclusion speed is fast; 3. inclusion rate is high; 4. preparation technology is easy.At present, adopt sealing temperature controlled inclusion technique to prepare iodine/hydrophobic cyclodextrin clathrate and there is not yet relevant report.
Summary of the invention
The object of this invention is to provide a kind of iodine/hydrophobic cyclodextrin clathrate, it can effectively suppress volatilization, the enhancing stability of iodine; And iodine/hydrophobic cyclodextrin clathrate can also overcome the excitant of iodine to skin and mucosa; Reduce the corrosivity of iodine; Iodine/hydrophobic cyclodextrin clathrate toxicity is little; Drug effect is high; Not easy coloring; Have lasting feature of slow release iodine molecule, action time, in addition, iodine/hydrophobic cyclodextrin clathrate also has extremely strong absorption property, can effectively adsorb peculiar smell and toxic gas.
The present invention adopts advanced sealing temperature controlled inclusion technique to prepare inclusion compound, the method can effectively overcome the various drawbacks in above-mentioned preparation method, select hydrophobicity beta-cyclodextrin derivative to make iodine/hydrophobic cyclodextrin clathrate simultaneously, can effectively suppress iodine volatilization, strengthen stability, and there is lasting feature of slow release iodine molecule, action time.
When this technology is prepared inclusion compound, do not need to use organic solvent solubilizing hydrophobic cyclodextrin, and, make medicine distillation with cyclodextrin encapsulated, therefore residual without solvent by controlling temperature, environmentally safe, and also technical process simple operations is convenient.Adopt this technology to prepare the problem that iodine/hydrophobic cyclodextrin clathrate can avoid above-mentioned preparation method to exist.At present, yet there are no the pertinent literature report that adopts sealing temperature controlled inclusion technique to prepare iodine/hydrophobic cyclodextrin.The fields such as that this invention can be widely used in is clinical, health, daily life, agriculture and animal husbandry aquaculture and environmental protection.
The present invention is achieved through the following technical solutions, described iodine/hydrophobic cyclodextrin, and it is made up of in molar ratio following raw material, iodine: hydrophobic cyclodextrin==1: 0.5～2, preferably 1:0.5～1, adopts sealing temperature controlled technology to make.
Above-mentioned hydrophobic cyclodextrin refers to: (1) acyl group beta-cyclodextrin derivative, comprises 2,3,6 triacetyl beta-schardinger dextrin-s, 2,3,6 three propiono beta-schardinger dextrin-s, 2,3,6 three bytyry beta-schardinger dextrin-s, 2,3,6 three acyl group beta-schardinger dextrin-; (2) ethylization beta-cyclodextrin derivative, comprises 2,6 diethyl beta-schardinger dextrin-s, 2,3,6 triethyl group beta-schardinger dextrin-s.
The technology of preparing of iodine/hydrophobic cyclodextrin clathrate of the present invention comprises the following steps:
A, hydrophobic cyclodextrin is put into vacuum drying oven, 70 ℃ of vacuum drying 1h;
B, take hydrophobic cyclodextrin and appropriate iodine by above-mentioned mol ratio, vortex mixed 5～10 min make iodine/hydrophobic cyclodextrin mixture;
C, take iodine/hydrophobic cyclodextrin mixture 1g and inject 5ml glass ampoule, be filled with N
2gas, sealing;
D, powder charge ampulla is placed in to temp controlling heater, 45～60 ℃ of heating 60～90min of design temperature;
E, sample is taken out from ampulla, cross 200 mesh sieves, obtain solid iodine/hydrophobic cyclodextrin clathrate.
thermogravimetric analysis test result
With iodine/2,3,6 triacetyl beta-schardinger dextrin-s (iodine/TA-β-CD) inclusion compound is example; take respectively the iodine/TA-β-CD mixture and each 10 mg of iodine/TA-beta-CD inclusion that prepare by the present invention; put into thermogravimetric analyzer, the weightlessness of test sample changes, and the results are shown in Figure 1.Iodine/TA-β-CD mixture, since 50 ℃, follows iodine distillation to start there is weight change, arrives near the fusing point of iodine thereupon, and weightless variation is more obvious; And in temperature lower than 180 ℃ of region iodine/TA-beta-CD inclusions without obvious weight change.Result is inferred thus, in mixture and inclusion compound, the existence difference of iodine molecule, in mixture, iodine just exists with original state, in inclusion compound, iodine is to enter in cyclodextrin hole with molecular state, host and guest is intermolecular forms firmly intermolecular force by hydrophobic binding, has suppressed the distillation of iodine.
differential scanning test result
For the existence of iodine in further analysis package compound, take iodine/TA-beta-CD inclusion as example, respectively iodine, TA-β-CD, iodine/TA-β-CD mixture and iodine/TA-beta-CD inclusion are carried out to differential scanning test, the results are shown in Figure 2, contrast pure iodine and TA-β-CD, find out that its iodine/TA-β-CD mixture is 113.5 ℃ of endothermic peaks of locating to occur iodine, 185 ℃ of endothermic peaks of locating to occur cyclodextrin; And iodine and cyclodextrin all disappear in the endothermic peak at original place in iodine/TA-beta-CD inclusion, there are new endothermic peaks at 217.6 ℃.This result shows again, and in inclusion compound, iodine and cyclodextrin are not simple physical mixed, but iodine is embedded in the hole of cyclodextrin with molecular state, formed the molecular clathrate of novel crystal forms structure, occurred thus new differential scanning endothermic peak.
sterilizing experimental result
List of references (Xiong Hongyan etc., the preparation of crosslinked starch iodine and research [J] .1999 to killing bacteria effect in water, 16,1-6.), take iodine/TA-beta-CD inclusion as example, has been measured the fungistatic effect of iodine/TA-beta-CD inclusion, and result is as shown in table 1.By selecting the ratio of iodine and cyclodextrin to be respectively the laboratory sample of mol ratio 1:2,1:1,1:0.5, result draws, when the mol ratio of iodine and cyclodextrin is that 1:1 can reach effective fungistatic effect.
the fungistatic effect of table 1 iodine/TA-beta-CD inclusion
Note: the assay method of content of iodine with reference to (Yang Xiqin etc., the preparation of soluble starch crosslinked microsphere and character are investigated [J].
China's journal of Practical Pharmacy, 2009,7 (3): 161-170).The bacteriostasis time is 20 min.
adsorption experiment result
Under room temperature, in air detection bag, enclose 3L air, in bag, put into 5g test sample, compare and test respectively TA-β-CD, the adsorption effect of iodine/TA-beta-CD inclusion to pernicious gas with blank.The concentration changes with time of residual harmful gas formaldehyde and toluene as shown in Figure 3,4.TA-β-CD, iodine/TA-beta-CD inclusion have adsorption effect compared with blank, but, iodine/TA-beta-CD inclusion is significantly better than TA-β-CD, its reason is, though itself can adsorb pernicious gas by physisorption TA-β-CD, in iodine/TA-beta-CD inclusion, except TA-β-CD, inclusion iodine molecule also has oxidation, the collaborative suction-operated that has strengthened TA-β-CD, adsorption effect effect is obvious.In addition, Fig. 5 can find out that ratio is 1:0.5,1:1, and iodine/TA-beta-CD inclusion and the blank sample of 1:2 relatively all have good adsorption effect to pernicious gas.Equally, as seen from Figure 6 the hydrophobic cyclodextrin of other kinds as 2,6 diethyl beta-schardinger dextrin-s, also have and have and 2,3, the identical adsorption effect of 6 triacetyl beta-schardinger dextrin-.
show that by above experimental result useful technique effect of the present invention is:
1, iodine/hydrophobic cyclodextrin clathrate provided by the invention belongs to natural component antibiosis and sterilization agent, has broad spectrum antibacterial, the microorganisms such as the rapid kill bacteria of energy, virus, yeast, mould, and can not produce drug resistance;
2, iodine/hydrophobic cyclodextrin clathrate is antibiosis and sterilization agent free from extraneous odour, can adsorb pernicious gas, has effect of eliminating peculiar smell;
3, iodine/hydrophobic cyclodextrin clathrate can be used as powder or liquid disinfectant use, and security is good, long action time;
4, iodine/hydrophobic cyclodextrin clathrate non-corrosiveness, can not cause damage to container while therefore use;
5, the invention provides a kind of temperature control inclusion technique and prepare iodine/hydrophobic cyclodextrin inclusion compound;
6, the present invention does not use organic solvent solubilizing hydrophobic cyclodextrin in the preparation process of iodine/hydrophobic cyclodextrin inclusion compound, and, by make iodine distillation with cyclodextrin encapsulated, therefore residual without solvent from main control temperature, environmentally safe.And technical process simple operations is convenient;
7, inclusion technique of the present invention be especially suitable for hydrophobicity inclusion carrier and have distillation character object.
Accompanying drawing explanation
fig. 1thermogravimetric analysis curve.
Wherein (a) iodine/TA-beta-CD inclusion; (b) iodine/TA-β-CD mixture.
fig. 2differential scanning figure.
Wherein (a) iodine; (b) TA-β-CD; (c) iodine/TA-β-CD mixture; (d) iodine/TA-beta-CD inclusion.
fig. 3to the adsorption effect experiment of formaldehyde in air.
Wherein ◆ be blank; ■ is TA-β-CD; ▲ be iodine/TA-beta-CD inclusion.
fig. 4to the adsorption effect experiment of toluene in air.
Wherein ◆ be blank; ■ is TA-β-CD; ▲ be iodine/TA-β-CD inclusion compound.
fig. 5the absorption pernicious gas effect comparative experiments of different proportion iodine/TA-beta-CD inclusion.
Wherein: (◆) blank; (, △, zero) is iodine: TA-β-CD is respectively 1:0.5,1:1,1:2
fig. 6the adsorption experiment of variety classes iodine/hydrophobicity beta-CD inclusion to pernicious gas.
Wherein: (◆) blank; (
,
,
) be respectively 2,6 diethyl β-CD, 2,3,6 triacetyl β-CD, 2,3,6 three acyl group β-CD.
The specific embodiment
embodiment 1
Iodine/hydrophobic cyclodextrin clathrate of the present invention, is made up of iodine in molar ratio following raw material: 2,3,6 triacetyl beta-schardinger dextrin-s (TA-β-CD)=1:2, puts into vacuum drying oven by TA-β-CD, 70 ℃ of vacuum drying 1h; Take iodine and cyclodextrin is appropriate by above-mentioned mol ratio, vortex mixed 5～10 min make mixture; Take mixture 1g and inject 5ml glass ampoule, be filled with N
2gas, sealing; Medicine carrying ampulla is placed in to temp controlling heater, 45～60 ℃ of heating 60～90min of design temperature; Sample is taken out from ampulla, cross 200 mesh sieves, obtain solid-state iodine/TA-beta-CD inclusion.
embodiment 2
Iodine/TA-beta-CD inclusion of the present invention, is made up of iodine: TA-β-CD=1:1 in molar ratio following raw material;
Except above-mentioned mol ratio is got various materials, other are with embodiment 1.
embodiment 3
Iodine/TA-beta-CD inclusion of the present invention, is made up of iodine: TA-β-CD=1:0.5 in molar ratio following raw material;
Except above-mentioned mol ratio is got various materials, other are with embodiment 1.
With hydrophobicity 2,6 diethyl beta-cyclodextrin inclusion compound iodine, formed in molar ratio iodine by following raw material: 2,6 diethyl beta-schardinger dextrin-=1:2; Except above-mentioned mol ratio is got various materials, other are with embodiment 1.
embodiment 5
With hydrophobicity 2,3,6 three acyl group β-cdinclusion iodine, are made up of iodine in molar ratio following raw material: 2,3,6 three acyl group β-CD=1:2; Except above-mentioned mol ratio is got various materials, other are with embodiment 1.
embodiment 6
Iodine/TA-beta-CD inclusion of the present invention, is made up of iodine: TA-β-CD=1:2 in molar ratio following raw material; Except above-mentioned mol ratio is got various materials, other are with embodiment 1.
embodiment 7the result of embodiment and comparative example comparison
Take respectively by the iodine in the present invention/TA-β-CD mixture and each 10 mg of iodine/TA-beta-CD inclusion, use TG-DTA2000 thermogravimetric analyzer, 25～350 ℃, intensification region, programming rate is 5 ℃/min, the weightlessness of test sample changes.
Take respectively iodine, TA-β-CD, iodine/TA-β-CD mixture and iodine/TA-beta-CD inclusion each appropriate, use DSC-60 differential scanning instrument, 25 ℃ ~ 300 ℃ of temperature ranges, 10 ℃ of min of speed intensification
-1, N
2environment.
embodiment 9
In air detection bag, enclose 3L air, in bag, put into respectively about 5g iodine/TA-of the present invention beta-CD inclusion (ratio is 1:2), pass into a certain amount of tested gas formaldehyde and toluene, the gaseous sample of certain volume is taken out in timing, uses KD-128 detector to detect tested gas concentration.Compare detection adsorption effect with same operation with blank and TA-β-CD.Result of the test is shown in Fig. 3 and Fig. 4.
embodiment 10
In air detection bag, enclose 3L air, (ratio is respectively 1:0.5 in bag, to put into about 5g iodine/TA-of the present invention beta-CD inclusion, 1:1,1:2), pass into a certain amount of tested gas formaldehyde, the gaseous sample of certain volume is taken out in timing, uses KD-128 detector to detect tested gas concentration.Compare detection adsorption effect with same operation with blank and TA-β-CD.Result of the test is shown in Fig. 5.
embodiment 11
In air detection bag, enclose 3L air; (both mol ratios are 1:2 in bag, to put into about 5g iodine/hydrophobic cyclodextrin clathrate of the present invention; hydrophobic cyclodextrin is respectively 2; 3,6 triacetyl β-CD, 2,6 diethyl β-CD, 2; 3; 6 three acyl group β-CD pass into a certain amount of tested gas formaldehyde, the gaseous sample of certain volume is taken out in timing, uses KD-128 detector to detect tested gas concentration.Compare detection adsorption effect with same operation with blank and TA-β-CD.The results are shown in Figure 6.
Claims (9)
1. iodine/hydrophobic cyclodextrin clathrate, is characterized in that, the mol ratio of iodine and cyclodextrin is 1:0.5～2.
2. iodine/hydrophobic cyclodextrin clathrate according to claim 1, is characterized in that, the mol ratio of iodine and cyclodextrin is 1:0.5～1.
3. iodine/hydrophobic cyclodextrin clathrate as claimed in claim 1 or 2, is characterized in that, described cyclodextrin is acyl group β-cdderivatives or ethylization β-cdderivatives.
4. iodine/hydrophobic cyclodextrin clathrate as claimed in claim 3, is characterized in that, described acyl group β-cdderivatives is selected from 2,3,6 triacetyl β-CD, 2,3,6 three propiono β-CD, 2,3,6 three bytyry β-CD or 2,3,6 three acyl group β-CD; Described ethylization β-cdderivatives is selected from 2,6 diethyl β-CD or 2,3,6 triethyl group β-CD.
5. a preparation method for iodine/hydrophobic cyclodextrin clathrate as claimed in claim 1, is characterized in that, adopts the preparation of sealing temperature controlled technology.
6. the preparation method of iodine/hydrophobic cyclodextrin clathrate as claimed in claim 5, is characterized in that, 1. hydrophobic cyclodextrin is put into vacuum drying oven, vacuum drying; 2. take appropriate cyclodextrin and iodine, be mixed and made into mixture; 3. take the appropriate implantation glass ampulla of mixture, be filled with N
2gas, sealing; 4. powder charge ampulla is placed in to temp controlling heater, heating; 5. sample is taken out from ampulla, sieve, obtain solid iodine/hydrophobic cyclodextrin clathrate.
7. preparation method as claimed in claim 6, is characterized in that, step 1. middle vacuum drying temperature is 70 ℃, and the time is 1h.
8. preparation method as claimed in claim 6, is characterized in that, step is middle vortex mixed 5～10 min that adopt 2..
9. preparation method as claimed in claim 6, is characterized in that, 4. 45～60 ℃ of design temperatures of step, and the time is 60～90min.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112759667A (en) * | 2021-01-05 | 2021-05-07 | 淄博千汇生物科技有限公司 | Preparation method of triacetyl-beta-cyclodextrin |
| CN114917267A (en) * | 2022-04-25 | 2022-08-19 | 杭州西子卫生消毒药械有限公司 | Iodine-containing disinfectant for skin and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1168761A (en) * | 1996-06-19 | 1997-12-31 | 李金龙 | Long-acting hygienic molecular microcapsule composition for chemicals and process for producing same |
| JP2006169152A (en) * | 2004-12-15 | 2006-06-29 | Toyo Ink Mfg Co Ltd | Antimicrobial composition, and filter using the same |
| CN102349541A (en) * | 2011-08-10 | 2012-02-15 | 寇志民 | New application of iodine cyclodextrin inclusion compound |
-
2012
- 2012-10-31 CN CN201210425473.7A patent/CN103785366B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1168761A (en) * | 1996-06-19 | 1997-12-31 | 李金龙 | Long-acting hygienic molecular microcapsule composition for chemicals and process for producing same |
| JP2006169152A (en) * | 2004-12-15 | 2006-06-29 | Toyo Ink Mfg Co Ltd | Antimicrobial composition, and filter using the same |
| CN102349541A (en) * | 2011-08-10 | 2012-02-15 | 寇志民 | New application of iodine cyclodextrin inclusion compound |
Non-Patent Citations (2)
| Title |
|---|
| 王齐放 等: ""乙酰基β-环糊精包合物的制备及释药性能考察"", 《沈阳药科大学学报》, vol. 23, no. 10, 31 October 2006 (2006-10-31), pages 2 - 1 * |
| 王齐放 等: ""密封控温技术制备β-环糊精包合物及影响工艺的因素"", 《沈阳药科大学学报》, vol. 22, no. 5, 30 September 2005 (2005-09-30) * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112759667A (en) * | 2021-01-05 | 2021-05-07 | 淄博千汇生物科技有限公司 | Preparation method of triacetyl-beta-cyclodextrin |
| CN114917267A (en) * | 2022-04-25 | 2022-08-19 | 杭州西子卫生消毒药械有限公司 | Iodine-containing disinfectant for skin and preparation method thereof |
| CN114917267B (en) * | 2022-04-25 | 2023-04-11 | 杭州西子卫生消毒药械有限公司 | Iodine-containing disinfectant for skin and preparation method thereof |
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