CN1662264A - Deodorant compositions - Google Patents

Deodorant compositions Download PDF

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Publication number
CN1662264A
CN1662264A CN038147920A CN03814792A CN1662264A CN 1662264 A CN1662264 A CN 1662264A CN 038147920 A CN038147920 A CN 038147920A CN 03814792 A CN03814792 A CN 03814792A CN 1662264 A CN1662264 A CN 1662264A
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China
Prior art keywords
laccase
compositions
patient
abnormal smells
place
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Pending
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CN038147920A
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Chinese (zh)
Inventor
安部京子
宇山直人
坂口博
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Novozymes AS
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Novozymes AS
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Publication of CN1662264A publication Critical patent/CN1662264A/en
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00Disinfection, sterilisation or deodorisation of air
    • A61L9/01Deodorant compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00Disinfection, sterilisation or deodorisation of air
    • A61L9/01Deodorant compositions
    • A61L9/013Deodorant compositions containing animal or plant extracts, or vegetable material

Abstract

The present invention relates to methods and compositions for reducing odor from a locus by contacting the locus with an enzymatic agent, an oxidizing agent and a shredded, sliced or crushed plant material which naturally contains one or more phenolic compounds.

Description

Deodorant compositions
Invention field
The present invention relates to reduce Enzymology method and compositions from the abnormal smells from the patient of people, animal and industrial source.
Background of invention
Various abnormal smells from the patients are parts of our daily life in the environment, as the abnormal smells from the patient of refrigerator abnormal smells from the patient, house pet and domestic animal.Because the some of them abnormal smells from the patient is horrible, therefore there is several different methods to be suggested and is used to eliminate these abnormal smells from the patients.A kind of so conventional deodorizing method is the material that absorption causes bad smell.Active carbon is an example of this type of adsorbent.But because active carbon is difficult for a large amount of operations and handles, therefore expectation is based on favourable substitute on natural, the environment.The invention provides such substitute.
Summary of the invention
The invention provides a kind of deodorant compositions, it comprises zymetology reagent, oxidant and chopping, section or comminuted plants material, natural one or more phenolic compounds that contains of this vegetable material.
On the other hand, the invention provides the method for a kind of minimizing, comprise this place is contacted with the present composition from the abnormal smells from the patient of place (locus).
Definition
" abnormal smells from the patient " this term is intended to refer to the bad smell that can smell common people among the present invention.
" odorant " this term is intended to refer to produce the material of bad smell.The odorant precursor refers to can be by changing into the material of odorant as biochemical reaction.
" deodorizer " this term refers to reduce the material of abnormal smells from the patient.
Detailed Description Of The Invention
Zymetology reagent
Zymetology reagent among the present invention comprises phenol oxidase and oxidant.
In a preferred embodiment, zymetology reagent also contains one or more other enzymatic activity, for example: protease, lipase, at, amylase, carbohydrase, cellulase, pectase, mannase, arabanase, Galactanase and/or xylanase.
Phenol oxidase
Among the present invention, phenol oxidase is enzyme or the chemical compound that demonstrates the phenol oxidation activity.Phenol oxidase can be peroxidase or the chemical compound that demonstrates peroxidase activity, laccase or demonstrate the chemical compound of laccase activity, catechol-oxydase (EC 1.10.3.1), o-aminophenol oxidase (EC 1.10.3.4), or Bilirubin oxidase (EC 1.3.3.5).
Among the present invention, phenol oxidase can be typically with 1 to 10000 μ g pheron in every premium on currency solution, 5 to 2000 μ g pherons in preferred every premium on currency solution, 5 to 1000 μ g pherons in more preferably every premium on currency solution, the concentration of 1 to 500 μ g pheron exists in most preferably every premium on currency solution.
Those skilled in the art have known the test that detects these enzyme activities.
Should be appreciated that phenol oxidase variant (as the enzyme of recombinant technique generation) is also included within the implication of " phenol oxidase " this term.
Laccase and the chemical compound that demonstrates the laccase vigor
The chemical compound that demonstrates the laccase vigor can be at any laccase of EC1.10.3.2 enzyme in not, or derives from any fragment of its laccase vigor that demonstrates.
Preferred laccase and/or the chemical compound that demonstrates the laccase vigor are those enzymes that derive from microorganism.These enzymes also can derive from plant, antibacterial or fungus (comprising filamentous fungi and yeast).
Suitable example from fungus has: can derive from aspergillus (Aspergillus) bacterial strain, Neurospora (Neurospora), as: Neuraspora crassa (N.crassa), handle spore shell belongs to (Podospora), Botrytis (Botrytis), gold thread Pseudomonas (Collybia), shelf fungus belongs to (Fomes), Lentinus (Lentinus), pleurotus (Pleurotus), Trametes (Trametes), as, T.villosa and T.versicolor, Rhizoctonia (Rhizoctonia), as Rhizoctonia solani Kuhn (R.solani), Coprinus (Coprinus), as Coprinus cinereus (C.cinereus), Coprinus comatus (Muell. Ex Fr.) S. F. Gray. (C.comatus), take Rice's ghost umbrella (C.friesii) and pleat stricture of vagina ghost umbrella (C.plicatilis), little crisp handle mushroom belongs to (Psathyrella), covers little crisp handle mushroom (P.condelleana) as Huang, Panaeolus (Panaeolus), as butterfly speckle pleat mushroom (P.papilionaceus), myceliophthora (Myceliophthora) is as the thermophilic silk mould (M.thermophila) of ruining, Schytalidium, as S.thermophilum, Polyporus (Polyporus) is as P.pinsitus, penetrate arteries and veins Pseudomonas (Phlebia), as penetrate arteries and veins bacterium (P.radita) (WO 92/01046), or Coriolus Qu61 (Coriolus), as the laccase of hairy fungus (C.hirsutus) (JP 2-238885).
The suitable example that comes from antibacterial comprises the laccase that can come from bacillus (Bacillus) bacterial strain.
Preferably derive from Coprinus, myceliophthora, Polyporus, the laccase of Scytalidium or Rhizoctonia particularly derives from Coprinus cinereus, thermophilic ruin the silk mould, Polyporus pinsitus, the laccase of Scytalidiumthermophilum or Rhizoctonia solani Kuhn.
Also can produce laccase or laccase relevant enzyme by the following method: cultivate the recombinant DNA carrier transformed host cells, wherein said carrier carries the DNA sequence of the described laccase of coding and the DNA sequence that coding allows the function of laccase DNA sequences encoding expression, wherein said cultivation is carried out under the condition that allows laccase to express in culture medium and reclaim laccase from culture.
The mensuration of laccase vigor (LACU)
Can under aerobic conditions, measure laccase vigor (being specially adapted to pore fungus laccase) by the oxidation of syringaldazine.Purple in 530nm photometric measurement generation.Analysis condition is: 19mM syringaldazine, 23mM acetate buffer, pH5.5,30 ℃, 1 minute response time.
A laccase unit (LACU) is, under these conditions, and the enzyme amount that per minute catalysis 1.0mmole syringaldazine transforms.
The mensuration of laccase vigor (LAMU)
Can under aerobic conditions, measure the laccase vigor by the oxidation of syringaldazine.Measure the purple that generates at 530nm.Analysis condition is: 19mM syringaldazine, 23mM Tris/ maleate buffer, pH7.5,30 ℃, 1 minute response time.
A laccase unit (LAMU) is, under these conditions, and the enzyme amount that per minute catalysis 1.0mmole syringaldazine transforms.
Peroxidase and the chemical compound that shows peroxidase activity
The chemical compound that shows peroxidase activity can be any peroxidase in enzyme other (EC1.11.1.7), or derives from its any fragment with peroxidase activity.Among the present invention, the chemical compound that shows peroxidase activity comprises peroxidase and the peroxidase activity fragment that derives from cytochrome, hemoglobin or peroxidase.
The peroxidase that is used for the present composition preferably can be by plant (as: horseradish peroxidase or soybean peroxidase) or microorganism such as fungus or antibacterial generation.
Some preferred funguses comprise and belong to Deuteromycotina (Deuteromycotina), the bacterial strain of Hyphomycetes (Hyphomycetes), as: Fusarium (Fusarium), Humicola (Humicola) trichoderma (Trichoderma), Myrothecium (Myrothecium), Verticillium (Verticillum), Arthromyces, the Ka Er black mould belongs to (Caldariomyces), Ulocladium, Embellisia, Cladosporium (Cladosporium) or Dreschlera, particularly sharp sickle spore (Fusarium oxysporum) (DSM 2672), Humicola insolens, Trichoderma resii, myrothecium verrucaria (Myrothecium verrucaria) (IFO 6113), Huang wither and take turns branch spore (Verticillum alboatrum), beautiful floral whorl branch spore (Verticillum dahlie), Arthromyces ramosus (FERM P-7754), Caldariomyces fumago, Ulocladium chartarum, Embellisia alli or Dreschlerahalodes.
Other preferred fungi comprises the bacterial strain that belongs to Basidiomycotina (Basidiomycotina), Basidiomycetes (Basidiomycetes), as: Coprinus, Phanerochaete, Coriolus Qu61 or Trametes, Coprinus cinereus f.microsporus (IFO 8371) particularly, long root ghost umbrella (Coprinusmacrorhizus), Phanerochaete chrysosporium (Phanerochaete chrysosporium) (as NA-12) or Trametes (Polyporus by name in the past) are as T.versicolor (as PR4 28-A).
Other preferred fungus comprises the bacterial strain of Zygomycotina (Zygomycotina), Mycoraceae class, as: Rhizopus (Rhizopus) or mucor (Mucor), particularly mucor hiemalis (Mucorhiemalis).
Some preferred antibacterials comprise the bacterial strain of Actinomycetal (Actinomycetales), as: muddy ball streptomycete (Streptomyces spheroides) (ATTC 23965), hot purple streptomycete (Streptomycesthermoviolaceus) (IFO 12382) or Streptoverticillum verticillium ssp.verticillium.
Remaining preferred bacterium comprises Bacillus pumilus (Bacillus pumilus) (ATCC 12905), bacstearothermophilus (Bacillus stearothermophilus), Rhodobacter sphaeroides, Rhodomonas palustri, Streptococcus lactis (Lister) Lohnis 1909.554. (Streptococcus lactis), Pseudomonaspurrocinia (ATCC 15958) or fluorescent pseudomonas (Pseudomonas fluorescens) (NRRL B-11).
Other preferred bacterium comprises the bacterial strain that belongs to Myxococcus (Myxococcus), as myxococcus virescens (M.virescens).
Also can produce peroxidase by following method: cultivate and use the recombinant DNA carrier transformed host cells, wherein said carrier carries the DNA sequence of the described peroxidase of coding and the DNA sequence that coding allows the function of peroxidase DNA sequences encoding expression, wherein, described cultivation is carried out under the condition that allows the peroxide expression of enzymes in culture medium and reclaim peroxidase from culture.
Especially, the peroxidase that reorganization produces is to derive from the Coprinus kind, particularly according to the long root ghost umbrella (C.macrorhizus) of WO92/16634 or the peroxidase of Coprinus cinereus.
The detection of peroxidase activity (POXU)
A peroxide enzyme unit (POXU) is, under the following conditions, and the enzyme amount that per minute catalysis 1 micromole's hydrogen peroxide transforms:
0.1M phosphate buffer pH7.0, the 0.88mM hydrogen peroxide, 1.67mM 2,2 '-azine group-two (3-ethyl benzo thiazole phenanthroline-6-sulfonic acid) (ABTS), 30 ℃.
60 seconds (mixing back 15 seconds) of reaction followed the tracks of in change by the 418nm absorbance, and this absorbance changes should be in 0.15~0.30 scope.
For calculated activity, use 36mM -1Cm -1The absorptance of the ABTS of oxidation and every oxidation two micromole ABTS transform 1 micromole H 2O 2Stoichiometry.
Oxidant
If phenol oxidase need hydrogen peroxide source as oxidant so that show phenol oxidation vigor (for example, peroxidase activity), this source can be the hydrogen peroxide precursor that hydrogen peroxide or original position produce hydrogen peroxide.The solid entity that can discharge the peroxide that can be utilized by phenol oxidase after any dissolving all can be used as the hydrogen peroxide source.The chemical compound that can produce hydrogen peroxide after being dissolved in water or suitable aqueous medium comprises; but not only be confined to: metal peroxides; percarbonate, persulfate, perphosphate; peroxy acid; alkyl peroxide, acyl peroxide, peroxyester; urea peroxide, perborate and peroxycarboxylic acid or percarboxylate.
Any generation can be used chemical compound with the peroxide that shows phenol oxidation vigor (as, peroxidase activity) by phenol oxidase, all is acceptable hydrogen peroxide sources among the present invention; This comprises the chemical compound lot that those skilled in the art will recognize that.Also can use the mixture of two or more these class materials.
Another source of hydrogen peroxide is the enzyme system that produces hydrogen peroxide, as oxidase and be used for oxidasic substrate.The example of the associating of oxidase and substrate comprises, but not only be confined to: amino acid oxidase (is for example seen, US 6,248,575) reaching suitable aminoacid, glucoseoxidase (for example sees, WO 95/29996) and glucose, Lactate Oxidase and lactic acid, beta-Galactose oxidase (for example seeing that WO 00/50606) and galactose and aldose oxidase (for example seeing that WO 99/31990) and suitable aldose.
By to enzyme EC 1.1.3._, EC 1.2.3._, EC 1.4.3._, with EC 1.5.3._ or the not research of (according to the International Union of Biochemistry) of similar enzyme, other examples of the associating of this type of oxidase and substrate are that those skilled in the art understand easily.
Hydrogen peroxide source can add when process begins or during the course, and as typically adding corresponding to 0.001mM to 25mM, preferred 0.005mM is to 5mM, and 0.01 amount that arrives the 1mM level especially.
If phenol oxidase need molecular oxygen source as oxidant showing phenol oxidation vigor (as: laccase vigor), so this oxygen source can be the oxygen precursor that oxygen in the atmosphere or original position produce oxygen.Usually the oxygen in the atmosphere exists with competent amount.More if desired O 2, then can add extra oxygen, as: the atmosphere of compression or pure compression O 2
Vegetable material
Vegetable material is any chopping, section, cutting, comminuted plants object among the present invention.
These vegetable materials can provide based on the material of refrigeration material, heat treatment material (as the tea or coffee slag), fresh material, fermentation or provide with any other form known in the art.Extract can contain vegetable material, for example, and vegetable material can be smashed to pieces, reduce to pulp shape or homogenate.
Based on the present invention, vegetable material can be from for example, and fruit, vegetable, frumentum, leaf, timber or any other plant object obtain.
Available fruit comprises, but be not limited to melonidum and a kind of fruit, such as apple, pear, etc. (Fructus Mali pumilae, pears etc.), Fructus Vitis viniferae, Fructus Lycopersici esculenti, Citrus (Fructus Citri tangerinae, Fructus Citri Limoniae, Citrus aurantium Linn., Fructus Citri tangerinae), Lee, Fructus Pruni pseudocerasi, Ribes nigrum L., black currant, Fructus Rubi, Fructus Fragariae Ananssae, Cranberries, Fructus Ananadis comosi and other any tropical fruit (tree).
Available vegetable comprises Rhizoma Solani tuber osi, Radix Dauci Sativae, Herba Apii graveolentis and Bulbus Allii Cepae, but not only is confined to so.
Available frumentum comprises Semen Tritici aestivi and corn, but not only is confined to so.
Available leaf includes, but not limited to Folium Camelliae sinensis (as: green tea).Folium Camelliae sinensis can be the residue from the tea infusion technology.
Vegetable material also can comprise the mixture from each kind of plant object of identical plant, or comes from more than one the vegetable material of different plants.
Vegetable material can be used hot water extraction, as tealeaf residue.Hot water refers to temperature at 60-120 Celsius ℃, preferred 70-110 ℃, and more preferably 80-100 ℃ water.Temperature is higher than water Celsius 100 ℃ and must remains under the pressure and (be higher than 1 atmospheric pressure).
Natural one or more phenolic compounds that contains of vegetable material of the present invention.The example of this natural phenolic compound comprises, but be not limited to, lignin, lignin sulfonic acid, humic acid, nitro humus acid, tannin, catechuic acid, gallic acid, urishiol, Hesperidin, guaiacol (guaiachol), 4-methyl-guaiacol, 4-ethyl-guaiacol, hinokitiol.
Compositions
The invention provides deodorant compositions, it comprises:
-contain the zymetology reagent of phenol oxidase and oxidant; With
-that shred, section or comminuted plants material, natural one or more phenolic compounds that contains of this vegetable material.
This deodorant compositions can be made slurry, suspension, paste, solid or dryed product dosage form.The dryed product preparation is aquation again subsequently, and formation can be used for the active compound of the inventive method.
When compositions is mixed with dry products, can described composition is mixed, be arranged in the different layers or independent packaging.
When being mixed with solid, all the components can be mixed in together, for example, and with form of powder.
During compositions beyond using dried forms, and even at this moment, also preferred two parts formulation system of using the remainder with enzyme and compositions to separate.
Compositions of the present invention can also comprise auxiliary agent, for example, and wetting agent, thickening agent, buffer, stabilizing agent, spice, coloring agent, filler etc.
Useful wetting agent has surfactant, that is, and and non-ionic, anionic, facultative or zwitterionic surfactant.
The present composition can be concentrated product or off-the-shelf.During use, concentrated product typically dilute with water has effective abnormal smells from the patient and reduces active medium to provide, and is applied to treat the deodorant place and allow and the odorant or the odorant precursors reaction that exist.
Method and purposes
The invention provides the method for a kind of minimizing, comprise making the place contact from the abnormal smells from the patient in place:
-contain the zymetology reagent of phenol oxidase and oxidant; With
-that shred, section or comminuted plants material, natural one or more phenolic compounds that contains of this vegetable material.
The place can contact with compositions of the present invention in the following way: the aqueous formulation (for example, suspension) of place with the present composition soaked, sprays the place, is coated with the place by for example cloth, brush, shovel with the present composition with the present composition.Said composition can also be mixed with the object that comprises odorant.These places are contacted with said composition, thus allow in the place odorant can with composition react.Anyly compositions is administered to the place can reduces method from the abnormal smells from the patient in place thus, all is acceptable implementation methods.Those skilled in the art will easily recognize this class methods.
In another embodiment, place and compositions are at 5 to 80 ℃, and preferred 10 to 50 ℃, more preferably 15 to 40 ℃, most preferably room temperature contacts.
In another embodiment, between the pH10, preferred pH3.5 is between the pH9 at pH2 for place and compositions, and more preferably pH5 contacts between the pH9.
In yet another embodiment, phenol oxidase and oxidant are laccase and oxygen source, or peroxidase and hydrogen peroxide source.
In the relative humidity of 20 ℃ and 60-90% after following 2 days, contrast the similar face that those do not implement the inventive method, method of the present invention can make the abnormal smells from the patient from the place be reduced to below 80% (preferred below 50%, more preferably below 30%, most preferably below 20%, especially below 10%).
The assessment of abnormal smells from the patient
Can be by evaluating abnormal smells from the patient by 5 sensory evaluation groups that form through the people of training at least.The intensity of 0 to 10 grade of expression abnormal smells from the patient, 0 is " tasteless ", 10 is " very strong abnormal smells from the patient ".All assessments all carry out twice, and calculating mean value.
Alternatively, often be volatile compound owing to give out the chemical compound (odorant) of bad taste, as methanthiol, can use such as traditional analysis methods such as gas chromatogram and gas detecting tubes and detect and quantitative these chemical compounds.
Following embodiment describes the present invention in more detail, and these embodiment should not be construed as limitation of the scope of the invention.
Embodiment
Chemical reagent as buffer and substrate is the commercial product that is at least SILVER REAGENT.
Embodiment 1
Deodorant compositions with laccase and tealeaf residue
Enzyme: thermophilic rMtL, vigor are 276LAMU/g (among the patent application WO9533836 open, can available from Novozymes A/S, Denmark))
Tea: green tea (dried forms), brand name " maccha iri ryokucha " (ITO EN, Ltd., Japan).
Scent detector
Gas sample pump test kit: GV-100S (Gastec Corporation)
Gas detecting tube: No.71 H, methanthiol (Gastec Corporation)
The preparation of green tea slag
400ml water (80 ℃) mixes with 20g green tea, waits for after 40 seconds, removes with the cotton fiber filter and anhydrates.
The preparation of standard abnormal smells from the patient solution
Methanthiol, sodium salt, about 15% water-soluble (Tokyo Kasei Kogyo Co., Ltd.), water dilutes according to 1: 100 ratio.
Experimental technique
In the glass detector tube of 4 50ml, the green tea slag is mixed with the amount shown in the table 1-4 with standard abnormal smells from the patient solution and enzyme, fully mix then.Detector tube sealed with plastic sheeting, in 25 ℃ of incubations 1 hour.(No.71 H is with the gas sample pump: GV-100S) 50 microlitres of respectively taking a sample from each detector tube, and analyze by reading color scale on the detector tube (the ppm value of methanthiol) to use gas detecting tube afterwards.This experiment repeats 4 times.
The result
Table " deodorizer effectiveness " value among the 1-4 shows that clearly the combination of laccase and vegetable material (green tea slag) removes odorant (methanthiol) very effectively.
Table 1
Detector tube number Standard abnormal smells from the patient solution (microlitre) Green tea slag (g) Laccase solution (microlitre) The detector reading Deodorizer is renderd a service (%)
????1 ????100 ????0 ????100 ????140 ?????0
????2 ????100 ????0.5 ????0 ????140 ?????0
????3 ????100 ????0.5 ????50 ????25 ?????82
????4 ????100 ????0.5 ????100 ????5 ?????96
Table 2
Detector tube number Standard abnormal smells from the patient solution (microlitre) Green tea slag (g) Laccase solution (microlitre) The detector reading Deodorizer is renderd a service (%)
????1 ????100 ????0 ????100 ????150 ?????0
????2 ????100 ????0.5 ????0 ????150 ?????0
????3 ????100 ????0.5 ????50 ????25 ?????83
????4 ????100 ????0.5 ????100 ????8 ?????95
Table 3
Detector tube number Standard abnormal smells from the patient solution (microlitre) Green tea slag (g) Laccase solution (microlitre) The detector reading Deodorizer is renderd a service (%)
????1 ????100 ????0 ????100 ????150 ?????0
????2 ????100 ????0.5 ????0 ????150 ?????0
????3 ????100 ????0.5 ????50 ????30 ?????80
????4 ????100 ????0.5 ????100 ????7 ?????95
Table 4
Detector tube number Standard abnormal smells from the patient solution (microlitre) Green tea slag (g) Laccase solution (microlitre) The detector reading Deodorizer is renderd a service (%)
????1 ????100 ????0 ????100 ????140 ?????0
????2 ????100 ????0.5 ????0 ????140 ?????0
????3 ????100 ????0.5 ????50 ????25 ?????82
????4 ????100 ????0.5 ????100 ????5 ?????96

Claims (5)

1, a kind of deodorant compositions, it comprises:
-contain the zymetology reagent of phenol oxidase and oxidant, reach
-that shred, section or comminuted plants material, natural one or more phenolic compounds that contains of this vegetable material.
2, according to the compositions of claim 1, wherein vegetable material is timber, tea, coffee or Semen Fagopyri Esculenti.
3, according to the compositions of claim 1 or 2, vegetable material wherein extracts with hot water.
4, remove method, comprise that each the compositions that makes place and claim 1-3 contacts from the abnormal smells from the patient in place.
5, the natural vegetable material that contains one or more phenolic compounds laccase and chopping, section or that pulverize is reducing from the purposes in the abnormal smells from the patient in place.
CN038147920A 2002-04-24 2003-04-24 Deodorant compositions Pending CN1662264A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101808653A (en) * 2007-09-26 2010-08-18 高砂香料工业株式会社 Plant extract and use thereof
CN112156645A (en) * 2020-09-23 2021-01-01 柳州市宝净科技有限公司 Composite biological enzyme deodorant and preparation method thereof

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Publication number Priority date Publication date Assignee Title
EP2581089B1 (en) 2010-06-09 2019-09-04 Kao Corporation Manufacturing method for polyphenol composition
CN108611331B (en) * 2018-05-10 2021-07-20 中国科学院过程工程研究所 Method for comprehensively utilizing total biomass of tea

Family Cites Families (3)

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Publication number Priority date Publication date Assignee Title
JP3562668B2 (en) * 1995-07-31 2004-09-08 高砂香料工業株式会社 Deodorant composition
JP3625976B2 (en) * 1997-01-30 2005-03-02 高砂香料工業株式会社 Deodorant composition
JP3699298B2 (en) * 1999-06-24 2005-09-28 高砂香料工業株式会社 Hygiene products

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101808653A (en) * 2007-09-26 2010-08-18 高砂香料工业株式会社 Plant extract and use thereof
CN112156645A (en) * 2020-09-23 2021-01-01 柳州市宝净科技有限公司 Composite biological enzyme deodorant and preparation method thereof
CN112156645B (en) * 2020-09-23 2021-04-27 柳州市宝净科技有限公司 Composite biological enzyme deodorant and preparation method thereof

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