CN115885996A - Application of hinokitiol in preventing and treating agricultural plant diseases - Google Patents
Application of hinokitiol in preventing and treating agricultural plant diseases Download PDFInfo
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- CN115885996A CN115885996A CN202211405521.6A CN202211405521A CN115885996A CN 115885996 A CN115885996 A CN 115885996A CN 202211405521 A CN202211405521 A CN 202211405521A CN 115885996 A CN115885996 A CN 115885996A
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- virus
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- bacterial
- rice
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- FUWUEFKEXZQKKA-UHFFFAOYSA-N beta-thujaplicin Chemical compound CC(C)C=1C=CC=C(O)C(=O)C=1 FUWUEFKEXZQKKA-UHFFFAOYSA-N 0.000 title claims abstract description 50
- TUFYVOCKVJOUIR-UHFFFAOYSA-N alpha-Thujaplicin Natural products CC(C)C=1C=CC=CC(=O)C=1O TUFYVOCKVJOUIR-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 229930007845 β-thujaplicin Natural products 0.000 title claims abstract description 25
- 201000010099 disease Diseases 0.000 title claims abstract description 20
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims abstract description 20
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- 230000001580 bacterial effect Effects 0.000 claims abstract description 24
- 240000007594 Oryza sativa Species 0.000 claims abstract description 16
- 235000007164 Oryza sativa Nutrition 0.000 claims abstract description 16
- 235000009566 rice Nutrition 0.000 claims abstract description 16
- 241000723873 Tobacco mosaic virus Species 0.000 claims abstract description 14
- 229930014626 natural product Natural products 0.000 claims abstract description 14
- 244000298697 Actinidia deliciosa Species 0.000 claims abstract description 9
- 235000009436 Actinidia deliciosa Nutrition 0.000 claims abstract description 9
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- 241000207199 Citrus Species 0.000 claims abstract description 8
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- 240000003768 Solanum lycopersicum Species 0.000 claims abstract description 8
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- 241000219112 Cucumis Species 0.000 claims abstract description 4
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 claims abstract description 4
- 240000008067 Cucumis sativus Species 0.000 claims abstract description 4
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- 235000017804 Piper guineense Nutrition 0.000 claims abstract description 4
- 244000203593 Piper nigrum Species 0.000 claims abstract description 4
- 235000008184 Piper nigrum Nutrition 0.000 claims abstract description 4
- 235000009754 Vitis X bourquina Nutrition 0.000 claims abstract description 4
- 235000012333 Vitis X labruscana Nutrition 0.000 claims abstract description 4
- 240000006365 Vitis vinifera Species 0.000 claims abstract description 4
- 235000014787 Vitis vinifera Nutrition 0.000 claims abstract description 4
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 claims abstract description 4
- 235000010485 konjac Nutrition 0.000 claims abstract description 4
- 241000723994 Maize dwarf mosaic virus Species 0.000 claims abstract description 3
- 244000061176 Nicotiana tabacum Species 0.000 claims abstract 2
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- 230000000694 effects Effects 0.000 abstract description 11
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- 244000247812 Amorphophallus rivieri Species 0.000 abstract description 2
- 235000001206 Amorphophallus rivieri Nutrition 0.000 abstract description 2
- 239000000252 konjac Substances 0.000 abstract description 2
- 238000012827 research and development Methods 0.000 abstract description 2
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- 239000003814 drug Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000001963 growth medium Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- 244000000005 bacterial plant pathogen Species 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000002609 medium Substances 0.000 description 6
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- MSJJKJCIFIGTJY-LJISPDSOSA-N (1s,2s,4ar,8as)-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-ol Chemical compound C1CCC(=C)[C@@H]2[C@@H](O)[C@H](C(C)C)CC[C@]21C MSJJKJCIFIGTJY-LJISPDSOSA-N 0.000 description 2
- KTROAXMUYHQRSZ-UHFFFAOYSA-N Saussureamine E Natural products O=C1OC2C(C(=C)CCC3O)C3(C)CCC2C1CN1CCCC1C(O)=O KTROAXMUYHQRSZ-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- MSJJKJCIFIGTJY-GBJTYRQASA-N beta-Verbesinol Natural products O[C@@H]1[C@H](C(C)C)CC[C@]2(C)[C@@H]1C(=C)CCC2 MSJJKJCIFIGTJY-GBJTYRQASA-N 0.000 description 2
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- 238000005406 washing Methods 0.000 description 2
- AMNAZJFEONUVTD-KEWDHRJRSA-N (2s,3s,4s,5r,6r)-6-(4-amino-2-oxopyrimidin-1-yl)-4,5-dihydroxy-3-[[(2s)-3-hydroxy-2-[[2-(methylamino)acetyl]amino]propanoyl]amino]oxane-2-carboxamide Chemical compound O1[C@H](C(N)=O)[C@@H](NC(=O)[C@H](CO)NC(=O)CNC)[C@H](O)[C@@H](O)[C@@H]1N1C(=O)N=C(N)C=C1 AMNAZJFEONUVTD-KEWDHRJRSA-N 0.000 description 1
- 206010067484 Adverse reaction Diseases 0.000 description 1
- 244000301850 Cupressus sempervirens Species 0.000 description 1
- FEACDOXQOYCHKU-UHFFFAOYSA-N Gougerotin Natural products CNCC(=O)NC1=NC(=O)N(C=C1)C2OC(C(O)C(NC(=O)C(N)CO)C2O)C(=O)N FEACDOXQOYCHKU-UHFFFAOYSA-N 0.000 description 1
- 241000589902 Leptospira Species 0.000 description 1
- 241000589925 Leptospirillum Species 0.000 description 1
- 241000495102 Maize mosaic nucleorhabdovirus Species 0.000 description 1
- 206010028851 Necrosis Diseases 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- GJJYQFPADNKBDY-UHFFFAOYSA-N Sabinol Natural products C=C1CCC2(C(C)C)C1(O)C2 GJJYQFPADNKBDY-UHFFFAOYSA-N 0.000 description 1
- 241000132004 Symphyotrichum cordifolium Species 0.000 description 1
- 241001272684 Xanthomonas campestris pv. oryzae Species 0.000 description 1
- 241000589655 Xanthomonas citri Species 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000003178 anti-diabetic effect Effects 0.000 description 1
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- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000003472 antidiabetic agent Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000000287 crude extract Substances 0.000 description 1
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- 210000000744 eyelid Anatomy 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000005802 health problem Effects 0.000 description 1
- 230000002443 hepatoprotective effect Effects 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000003902 lesion Effects 0.000 description 1
- 238000009630 liquid culture Methods 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000017074 necrotic cell death Effects 0.000 description 1
- -1 neuroprotective Substances 0.000 description 1
- 230000000324 neuroprotective effect Effects 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- 230000003032 phytopathogenic effect Effects 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- MDFQXBNVOAKNAY-HWOCKDDLSA-N sabinol Chemical compound C([C@@H](O)C1=C)C2(C(C)C)C1C2 MDFQXBNVOAKNAY-HWOCKDDLSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
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- 230000001225 therapeutic effect Effects 0.000 description 1
- 229940034610 toothpaste Drugs 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 150000004788 tropolones Chemical class 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to the technical field of medicinal chemistry, and discloses that a natural product, hinokitiol, can effectively prevent and treat agricultural plant diseases, wherein the hinokitiol has a certain treatment effect on rice bacterial leaf blight, cucumber bacterial leaf blight, konjac bacterial leaf blight, tobacco bacterial wilt, citrus canker, grape canker, tomato canker, kiwi canker, apple canker, rice bacterial streak, tobacco mosaic virus, cucumber mosaic virus, pepper virus, rice virus, tomato virus, sweet potato virus, melon virus, maize dwarf mosaic virus and the like, and provides an important scientific basis for research and development of new pesticides.
Description
Technical Field
The invention relates to the technical field of medicinal chemistry, in particular to application of hinokitiol in preventing and treating agricultural plant diseases.
Background
As the population continues to grow, food safety is again a rigid demand, and phytomicrobial diseases are one of the most serious food health problems at present. Statistically, the yield loss of agricultural products caused by plant microbial diseases is as high as 20% to 40% every year. The plant pathogenic bacteria are one of the most destructive plant parasitic organisms in plant microbial diseases, are mainly expressed by symptoms such as necrosis, wilt, decay and the like, such as rice bacterial blight, citrus canker, kiwi canker and the like, and directly influence the yield and the quality of agricultural products; the second is plant virus, such as tobacco mosaic virus and cucumber mosaic virus, which are harmful widely. At present, chemical pesticides remain the main adjuvant for controlling plant microbial diseases, but the effectiveness thereof is gradually reduced, and the situation is further complicated by the appearance and growth of multi-drug resistant microbial strains in particular. Therefore, there is an urgent need to develop a novel pesticide with high efficiency, low toxicity and low residue, which has a unique mode of action, to control plant microbial diseases.
The natural product is an important source for creating new pesticides. The natural active compound has the advantages of rich source, low price, less adverse reaction and the like, and the natural product becomes a research hotspot for developing novel pesticides. The investigation revealed that Hinokitiol (Hinokitiol) is a natural active compound having various pharmacological properties, a natural tropolone derivative, and found for the first time in heartwood of cypress. Hinokitiol has various pharmacological effects including antibacterial, antifungal, antiinflammatory, antioxidant, neuroprotective, antidiabetic and hepatoprotective effects. Sabinol has been used as an effective antibacterial agent in various industrial fields including cosmetics, foods and some health products such as hair water, toothpaste, eyelid cleanser, hair restorer and body lotion, and it is important that it is not harmful to human health and has been approved as a food additive by the japanese government. However, the effects of hinokitiol on plant bacteria and plant viruses have not been studied.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides the application of hinokitiol in preventing and treating agricultural plant diseases.
In order to realize the purpose, the invention is realized by the following technical scheme:
the invention discloses an application of hinokitiol in preventing and treating agricultural plant diseases.
Preferably, the agricultural plant diseases include plant bacterial and plant viral diseases.
Preferably, the agricultural plant disease is one or any combination of rice bacterial blight, cucumber bacterial blight, konjac bacterial blight, tobacco bacterial wilt, citrus canker, grape canker, tomato canker, kiwi canker, apple canker, rice leptospira, tobacco mosaic virus, cucumber mosaic virus, pepper virus, rice virus, tomato virus, sweet potato virus, melon virus and maize dwarf mosaic virus.
Preferably, the hinokitiol is a natural product.
Preferably, the structural formula of the hinokitiol is as follows:
the invention has the following beneficial effects:
the invention discloses a natural product of hinokitiol which can effectively prevent and treat agricultural plant diseases, wherein the hinokitiol has certain treatment effects on rice bacterial leaf blight, cucumber bacterial leaf blight, konjak bacterial leaf blight, tobacco bacterial wilt, citrus canker, grape canker, tomato canker, kiwi canker, apple canker, rice leptospirillum, tobacco mosaic virus, cucumber mosaic virus, pepper virus, rice virus, tomato virus, sweet potato virus, melon virus, maize mosaic virus and the like, and provides an important scientific basis for research and development of new pesticides.
Detailed Description
The following will clearly and completely describe the technical solutions in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Unless otherwise indicated, the technical means used in the examples are conventional means well known to those skilled in the art.
Example 1
The natural product hinokitiol shows excellent antibacterial activity against plant bacteria, and the activities against rice bacterial blight disease (Xoo), citrus canker (Xac) and kiwi canker (Psa) are taken as examples below, but the application of the natural product hinokitiol against other bacteria is not limited.
Wherein, the structural formula of the junenol is as follows:
EC 50 (mean effective concentration) is an important index for evaluating the sensitivity of plant pathogenic bacteria to compounds, and is also an important parameter for setting the concentration of compounds when researching the action mechanism of target compounds. In the concentration gradient experiment, proper 6 concentrations are set by a double dilution method, finally the inhibition rate of the medicament on plant pathogenic bacteria and the medicament concentration are converted into paired numerical values, a toxicity curve is obtained through SPSS software regression analysis, and EC is calculated 50 。
Turbidity method for testing effective medium concentration EC of sabinenol on plant pathogenic bacteria 50 The test subjects were rice bacterial blight (Xoo), citrus canker (Xac) and kiwi canker (Psa). DMSO was dissolved in the culture medium as a blank control.
The specific operation is as follows: 1) Placing the monoclonals of Xoo, xac and Psa (originally cultured in an NA solid culture medium) into an NB culture medium, and carrying out shake culture in a constant temperature shaking table at 28 ℃ and 180rpm until the logarithmic phase is reserved; 2) Agents/compounds were formulated to different concentrations (e.g.: 10. 5, 2.5, 1.25, 0.625, and 0.3125. Mu.g/mL) of toxic NB-containing liquid medium 5mL plusLoading into test tube, and determining OD of sterilized NB-containing liquid culture medium at corresponding concentration 595 Values (reported as sterile medium OD values); 3) Adding 40 μ L of bacteria solution cultured to logarithmic phase into all the treated test tubes, and shake culturing at 28 deg.C and 180rpm in constant temperature shaking table until CK group OD 595 After the value is 0.6-0.8, the OD is measured on the bacteria liquid of each concentration on a spectrophotometer 595 The value (recorded as the OD value of the bacteria-containing culture medium); 4) The inhibition (%) was calculated using the following formula.
Corrected OD = bacteria-containing medium OD-sterile medium OD;
inhibition% = [ (corrected control culture medium OD value-corrected toxic medium OD value)/corrected control culture medium OD value ]. Times.100%.
The activity results are shown in table 1.
TABLE 1 EC of the natural product sabinenol against phytopathogenic bacteria of plants 50
As can be seen from Table 1, in the in vitro test, the natural product, hinokitiol, showed excellent inhibitory activity against plant pathogenic bacteria such as bacterial blight of rice, canker of citrus and kiwifruit canker. It has EC for three pathogenic bacteria (rice bacterial blight, citrus canker and kiwi canker) 50 0.940, 1.343 and 2.274. Mu.g/mL, respectively.
Example 2
The natural product hinokitiol shows a certain antiviral activity against plant viruses, and the following examples are about the activity against Tobacco Mosaic Virus (TMV) and Cucumber Mosaic Virus (CMV), but the application of the natural product hinokitiol against other viruses is not limited.
1. Determination of anti-tobacco mosaic Virus Activity
1. Virus purification and concentration determination:
virus purification and concentration determinations were performed with reference to the SOP specifications for tobacco mosaic virus compiled by the institute of life and testing laboratory at the university of south china. Centrifuging the virus crude extract with polyethylene glycol for 2 times, measuring the concentration, and refrigerating at 4 deg.C for use.
2. Preparing a hinokitiol solution:
weighing, adding DMSO to dissolve to obtain 5 × 10 solution 4 Diluting the mother liquor in mg/L with aqueous solution containing 1% Tween 80 to the required concentration; ningnanmycin formulation was also diluted in Tween.
3. The protection effect of the living body is as follows:
selecting the heart-leaf tobacco with consistent growth vigor at 5-6 leaf stage, and lightly placing the drug in the left half She Tushi and the solvent in the corresponding dose in the right half She Tushi with a writing brush as a comparison. Performing moisture preservation culture in an illumination incubator, controlling the temperature to be 23 +/-1%, illuminating 10000Lux for 20h, diluting the TMV virus liquid to a proper concentration by using a phosphate buffer solution, manually rubbing by using a row pen to inoculate the TMV virus liquid on the leaves scattered with carborundum, inoculating the virus on the whole leaves, naturally airing, and washing the leaves by using clear water. Then, the mixture is subjected to moisture preservation culture in a lighting incubator, the temperature is controlled to be 23 +/-1 ℃, and the lighting is 10000Lux. Each medicament treatment is provided with 3 plants, and each plant has 3-4 leaves. Repeating the above method for 3 times, recording the number of lesion spots after 2 days, and calculating the control effect.
4. Therapeutic action in vivo:
selecting leaf tobacco with consistent growth vigor at 5-6 leaf stage, diluting TMV virus solution to appropriate concentration with phosphate buffer solution, spreading emery uniformly on whole leaf, inoculating virus with whole leaf of pen, naturally drying, and washing with clear water. After the leaves are dry, the left half is applied with the drug using a brush pen, and the right half She Tushi is used as a control with the corresponding amount of solvent. Then, the culture was performed in a light incubator under a condition of keeping moisture, the temperature was controlled at 23. + -. 1 ℃ and the light was 10000Lux, after which the number of the dead spots generated was observed and recorded. 3 plants are set for each medicament treatment, each plant has 3-4 leaves, and each medicament is repeated for 3 times according to the method.
5. Test results
The results of the activity test of the natural product, hinokitiol, against Tobacco Mosaic Virus (TMV) are shown in table 2.
Wherein the inhibition ratio (%) = [ (control scorched number-treated scorched number)/control scorched number ] × 100%.
TABLE 2 Natural products, sabinenol, anti-tobacco mosaic Virus Activity
As can be seen from Table 2, hinokitiol also showed a certain inhibitory activity against tobacco mosaic virus. Therefore, the natural skeletons have extremely high research value in the discovery of novel pesticides for resisting plant pathogenic bacteria and plant viruses.
The above-described embodiments are merely illustrative of the preferred embodiments of the present invention, and do not limit the scope of the present invention, and various modifications and improvements of the technical solutions of the present invention can be made by those skilled in the art without departing from the spirit of the present invention, and the technical solutions of the present invention are within the scope of the present invention defined by the claims.
Claims (5)
1. Application of hinokitiol in preventing and treating agricultural plant diseases is provided.
2. Use according to claim 1, characterized in that: the agricultural plant diseases include plant bacterial and plant viral diseases.
3. Use according to claim 2, characterized in that: the agricultural plant diseases are one or any combination of rice bacterial blight, cucumber bacterial blight, konjak bacterial blight, tobacco bacterial wilt, citrus canker, grape canker, tomato canker, kiwi canker, apple canker, rice bacterial streak, tobacco mosaic virus, cucumber mosaic virus, pepper virus, rice virus, tomato virus, sweet potato virus, melon virus and maize dwarf mosaic virus.
4. Use according to any one of claims 1 to 3, characterized in that: the hinokitiol is a natural product.
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102018981A (en) * | 2009-09-22 | 2011-04-20 | 上海汇库生物科技有限公司 | Spray disinfectant-deodorant agent comprising hinokitiol |
CN103168777A (en) * | 2011-12-26 | 2013-06-26 | 东北林业大学 | Waterborne hinokitiol wood preservative and preparation method thereof |
CN112868653A (en) * | 2021-01-19 | 2021-06-01 | 兰州大学 | Application of bactericidal composition containing hinokitiol and plant essential oil and main components thereof in preventing and treating plant diseases and mold |
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Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102018981A (en) * | 2009-09-22 | 2011-04-20 | 上海汇库生物科技有限公司 | Spray disinfectant-deodorant agent comprising hinokitiol |
CN103168777A (en) * | 2011-12-26 | 2013-06-26 | 东北林业大学 | Waterborne hinokitiol wood preservative and preparation method thereof |
CN112868653A (en) * | 2021-01-19 | 2021-06-01 | 兰州大学 | Application of bactericidal composition containing hinokitiol and plant essential oil and main components thereof in preventing and treating plant diseases and mold |
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