CN111436428A - Application of naphthaline benzylamine antifungal drugs in prevention and treatment of agricultural diseases - Google Patents
Application of naphthaline benzylamine antifungal drugs in prevention and treatment of agricultural diseases Download PDFInfo
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- CN111436428A CN111436428A CN202010417348.6A CN202010417348A CN111436428A CN 111436428 A CN111436428 A CN 111436428A CN 202010417348 A CN202010417348 A CN 202010417348A CN 111436428 A CN111436428 A CN 111436428A
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- naphthaline
- hydrochloride
- benzylamine
- antifungal
- benzylamine antifungal
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/04—Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a new application of a naphthaline benzylamine antifungal drug as a pesticide bactericide in the prevention and treatment of crop diseases, wherein the naphthaline benzylamine antifungal drug is naftifine hydrochloride, terbinafine hydrochloride and butenafine hydrochloride, can prevent and treat the crop diseases caused by rhizoctonia solani, sclerotinia sclerotiorum, botrytis cinerea, fusarium graminearum, rice blast and cotton fusarium wilt, particularly shows excellent antibacterial effects on sclerotinia sclerotiorum, botrytis cinerea, fusarium graminearum, rice blast and cotton fusarium wilt by the terbinafine hydrochloride and the butenafine hydrochloride, is obviously higher than that of a commercialized fungicide azoxystrobin, and can realize new application in the prevention and treatment of the crop diseases.
Description
Technical Field
The invention relates to the field of agricultural bactericides, in particular to application of a naphthaline benzylamine antifungal medicament as an agricultural bactericide in preventing and treating crop diseases.
Background
Plant diseases seriously threaten the agricultural health development and food safety problems, and the food loss caused by the plant diseases per year is more than 11 percent of the yield. For example, rice field in China is affected by sheath blight, which causes 600 ten thousand tons of grains to be lost every year, and wheat is affected by gibberellic disease, which causes 10% -30% of yield reduction every year. The serious occurrence of plant diseases, the development of pathogenic bacteria resistance, the abuse of chemical bactericides and the like aggravate the resistance of plant pathogenic bacteria to the bactericides and seriously threaten the environmental safety and the human health. Therefore, research and development of novel pesticides with high efficiency, low toxicity and low residue, which can effectively control plant pathogenic bacteria, become the primary target of pesticide creation at present.
Naftifine hydrochloride, terbinafine hydrochloride and butenafine hydrochloride (the structural formula is shown in formula 1) are naphthaline benzylamine antifungal drugs, and the action mechanism of the naftifine benzylamine antifungal drugs is that fungal squalene epoxidase is selectively inhibited, the biosynthesis of ergosterol of fungal cell walls is interfered, the lipid metabolism of fungi is influenced, and the fungal cells are damaged or dead to play a role in sterilization and bacteriostasis. Has the characteristics of wide antibacterial spectrum, low toxicity and the like, has the function of sterilizing dermatophytes, and has the function of inhibiting candida albicans. It is used for treating dermatophytosis, superficial candidiasis, onychomycosis, and tinea versicolor due to Trichophyton, Microsporum, and Epidermophyton, such as skin and its attachments (hair, nail, and toenail). However, no research report on the aspect of preventing and controlling plant pathogenic fungi by using naphthaline benzylamine antifungal medicines is found so far. Based on the results, the invention takes 3 naphthylamine antifungal drugs as research objects, evaluates the antibacterial activity of the naphthylamine antifungal drugs on plant pathogenic fungi, finds that the naftifine hydrochloride, the terbinafine hydrochloride and the butenafine hydrochloride have excellent inhibitory action on sclerotinia rot of colza, rhizoctonia solani, botrytis cinerea, fusarium graminearum, pyricularia grisea and cotton fusarium wilt, and is obviously superior to the commercialized fungicide azoxystrobin, in particular, the terbinafine hydrochloride and the butenafine hydrochloride have the strongest antibacterial activity on 5 fungi of sclerotinia rot of colza, botrytis cinerea, fusarium graminearum, pyricularia grisea and cotton fusarium wilt. Therefore, the naphthaline benzylamine antifungal drug has good development prospect as a bactericide for preventing and treating important crop diseases.
Formula 1.3 naphthaline benzylamine antifungal medicines
Disclosure of Invention
The invention aims to apply 3 naphthaline benzylamine antifungal agents used in medicine to control crop diseases, so as to expand the application range of various agents, expand new application of the agents, realize new application of old medicines and screen out efficient and low-toxicity pesticide bactericides.
The naphthalene benzylamine antifungal medicine is naftifine hydrochloride, terbinafine hydrochloride and butenafine hydrochloride, and can prevent and treat fungal diseases of crops caused by sclerotinia sclerotiorum, rhizoctonia solani, botrytis cinerea, fusarium graminearum, rice blast and cotton fusarium wilt.
Compared with the prior art, the invention has the following effects: the activity of the naphthaline benzylamine antifungal drugs (naftifine hydrochloride, terbinafine hydrochloride and butenafine hydrochloride) on various crop fungal diseases is obviously higher than that of agricultural commercial fungicide azoxystrobin, and the new application can be realized on agricultural crop disease control.
Detailed Description
The naphthalene benzylamine antifungal medicine is naftifine hydrochloride, terbinafine hydrochloride and butenafine hydrochloride, and can prevent and treat fungal diseases of crops caused by sclerotinia sclerotiorum, rhizoctonia solani, botrytis cinerea, fusarium graminearum, pyricularia oryzae and fusarium oxysporum.
The following are specific embodiments of the present invention and further description of the technical solutions of the present invention, but the present invention is not limited to the scope of the embodiments, and all changes or equivalent substitutions that do not depart from the spirit of the present invention are included in the scope of the present invention.
Example (b): indoor bacteriostatic activity determination and result
Adopting a hypha growth rate method: adding a test compound into a sterilized culture medium cooled to about 50 ℃ according to a certain concentration gradient, uniformly mixing, diluting the medicament into a series of concentrations to prepare a medicament-containing culture medium, inoculating a bacterium dish (the diameter d is 5mm) into each culture dish, and setting 3 times for each concentration; and azoxystrobin is used as a control medicament to determine the inhibitory activity of the compound on 6 plant pathogenic fungi. The diameter (mm) of the colonies treated at each concentration was measured by the cross method when the colonies were cultured at 25 ℃ until the control colonies grew over the petri dish 2/3, the average value was taken as a representative, the growth inhibition rate of the drug on the mycelia was calculated, and statistical analysis of the difference was performed using statistical software SAS8.1(statistical analysis system 8.1). The inhibitory effects of 3 benzathine antifungal agents on 6 plant pathogenic fungi were measured, and the results are shown in tables 1 and 2.
TABLE 1.3 inhibitory Activity of Naphthylbenzylamine antifungal Agents against phytopathogenic fungi
Note: no determination was made
TABLE 2.3 inhibitory Activity of naphthaline benzylamine antifungal drugs on phytopathogenic fungi
As can be seen from the bioassay results in tables 1 and 2, the 3 naphthylbenzylamine antifungal drugs (naftifine hydrochloride, terbinafine hydrochloride and butenafine hydrochloride) provided by the invention have excellent inhibitory effects on sclerotinia sclerotiorum, rhizoctonia solani, botrytis cinerea, fusarium graminearum, rice blast and cotton fusarium oxysporum, and are significantly higher than the commercialized fungicide azoxystrobin at the same concentration. In particular to the terbinafine hydrochloride and butenafine hydrochloride for rape5 kinds of fungi of sclerotinia sclerotiorum, botrytis cinerea, fusarium graminearum, pyricularia grisea and cotton fusarium wilt have the strongest antibacterial activity and EC of the 5 kinds of fungi50The values are respectively 0.80, 0.11, 0.17, 0.26, 0.30 mu g/m L, 0.22, 0.07, 0.08, 0.29 and 0.24 mu g/m L.
Claims (7)
1. The invention relates to a new application of a naphthaline benzylamine antifungal drug as an agricultural bactericide in crop disease control, which is characterized in that: the naphthaline benzylamine antifungal drugs are naftifine hydrochloride, terbinafine hydrochloride and butenafine hydrochloride.
2. The use of the naphthaline benzylamine antifungal drug according to claim 1 for the control of diseases caused by sclerotinia sclerotiorum.
3. The use of the naphthalendimethylbenzylamine-type antifungal drug according to claim 1 for controlling a disease caused by rhizoctonia solani.
4. The use of the naphthalenyl benzylamine antifungal according to claim 1 for the control of diseases caused by Botrytis cinerea.
5. The use of the naphthalenyl benzylamine antifungal according to claim 1 for the control of diseases caused by gibberellic disease.
6. The use of the naphthylbenzylamine-based antifungal agent according to claim 1 for controlling diseases caused by Pyricularia oryzae.
7. The use of the naphthalenebenzylamine antifungal agent according to claim 1 for the control of diseases caused by cotton wilt.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010417348.6A CN111436428A (en) | 2020-05-18 | 2020-05-18 | Application of naphthaline benzylamine antifungal drugs in prevention and treatment of agricultural diseases |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010417348.6A CN111436428A (en) | 2020-05-18 | 2020-05-18 | Application of naphthaline benzylamine antifungal drugs in prevention and treatment of agricultural diseases |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN111436428A true CN111436428A (en) | 2020-07-24 |
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| CN202010417348.6A Pending CN111436428A (en) | 2020-05-18 | 2020-05-18 | Application of naphthaline benzylamine antifungal drugs in prevention and treatment of agricultural diseases |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112106773A (en) * | 2020-08-31 | 2020-12-22 | 西北农林科技大学 | Application of allylamine compound in preparing medicine for preventing and treating wheat fungal diseases |
| CN113287612A (en) * | 2021-05-07 | 2021-08-24 | 广东省农业科学院果树研究所 | Application of allylamine compound in preparation of pesticide bactericide for preventing and treating banana fusarium wilt |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63230610A (en) * | 1987-03-19 | 1988-09-27 | Kaken Pharmaceut Co Ltd | Agricultural and horticultural fungicide |
| WO2007031507A1 (en) * | 2005-09-13 | 2007-03-22 | Bayer Cropscience Ag | Fungicide composition comprising an arylamidine derivative and two known fungicide compounds |
| CN101198254A (en) * | 2005-06-21 | 2008-06-11 | 拜尔农科股份有限公司 | Fungicide composition comprising a phosphorous acid derivative, a mandelamide type compound and a further fungicide compound |
| CN105125529A (en) * | 2007-02-05 | 2015-12-09 | 亲生物有限公司 | Increased effectiveness of allylamine drug compounds |
| CN106106449A (en) * | 2016-06-21 | 2016-11-16 | 广西中烟工业有限责任公司 | Terbinafine formulation and the application in improving Nicotiana tabacum L. Squalene content thereof |
| CN108477159A (en) * | 2018-03-22 | 2018-09-04 | 长江大学 | A kind of new application of antifungal pharmaceutical on crop disease control |
-
2020
- 2020-05-18 CN CN202010417348.6A patent/CN111436428A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63230610A (en) * | 1987-03-19 | 1988-09-27 | Kaken Pharmaceut Co Ltd | Agricultural and horticultural fungicide |
| CN101198254A (en) * | 2005-06-21 | 2008-06-11 | 拜尔农科股份有限公司 | Fungicide composition comprising a phosphorous acid derivative, a mandelamide type compound and a further fungicide compound |
| WO2007031507A1 (en) * | 2005-09-13 | 2007-03-22 | Bayer Cropscience Ag | Fungicide composition comprising an arylamidine derivative and two known fungicide compounds |
| CN105125529A (en) * | 2007-02-05 | 2015-12-09 | 亲生物有限公司 | Increased effectiveness of allylamine drug compounds |
| CN106106449A (en) * | 2016-06-21 | 2016-11-16 | 广西中烟工业有限责任公司 | Terbinafine formulation and the application in improving Nicotiana tabacum L. Squalene content thereof |
| CN108477159A (en) * | 2018-03-22 | 2018-09-04 | 长江大学 | A kind of new application of antifungal pharmaceutical on crop disease control |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112106773A (en) * | 2020-08-31 | 2020-12-22 | 西北农林科技大学 | Application of allylamine compound in preparing medicine for preventing and treating wheat fungal diseases |
| CN113287612A (en) * | 2021-05-07 | 2021-08-24 | 广东省农业科学院果树研究所 | Application of allylamine compound in preparation of pesticide bactericide for preventing and treating banana fusarium wilt |
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