CN114304169A - Bactericidal composition containing cryptolepine analogue and small molecular phenolic compound and application of bactericidal composition in preventing and treating plant diseases - Google Patents

Bactericidal composition containing cryptolepine analogue and small molecular phenolic compound and application of bactericidal composition in preventing and treating plant diseases Download PDF

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CN114304169A
CN114304169A CN202011058904.1A CN202011058904A CN114304169A CN 114304169 A CN114304169 A CN 114304169A CN 202011058904 A CN202011058904 A CN 202011058904A CN 114304169 A CN114304169 A CN 114304169A
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cryptolepine
neocryptolepine
small molecular
phenolic compound
active component
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CN114304169B (en
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刘映前
周锐
楚庆如
张智军
赵文斌
李虎
马醌原
陈永甲
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Guangxi Tianyuan Biochemical Co Ltd
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Lanzhou University
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Abstract

The invention discloses a bactericidal composition containing cryptolepine or neocryptolepine and micromolecule phenolic compounds, wherein the active ingredients are cryptolepine, neocryptolepine and thymol, carvacrol, 6-tert-butyl-m-cresol, 2-isopropyl phenol, 2-tert-butyl phenol, 2, 4-di-tert-butyl phenol, and the mass part ratio of the cryptolepine or neocryptolepine to the micromolecule phenolic compounds is 1:1, 1:10, 1:20, 1:50 and 1: 100; the bactericidal composition can be used for preventing and treating rhizoctonia solani, sclerotinia rot of rape, gray mold of tomato, scab of wheat, rice blast and fusarium wilt of cotton.

Description

Bactericidal composition containing cryptolepine analogue and small molecular phenolic compound and application of bactericidal composition in preventing and treating plant diseases
Technical Field
The bactericidal composition takes the cryptolepine or the neocryptolepine and the micromolecular phenolic compound as effective components, and is suitable for preventing and treating plant diseases caused by rhizoctonia solani, sclerotinia rot of colza, gray mold of tomato, scab of wheat, rice blast and fusarium wilt of cotton.
Background
Among the measures for controlling plant pathogenic fungi, chemical control is still the mainstream control means at present, and high-efficiency control effect can be generally obtained at the early stage of control. However, due to long-term unreasonable use, bacteria and fungi generate different degrees of resistance to the chemical bactericides, so that the ideal bactericidal effect can be achieved only by increasing the dosage, further the medicine residue is increased, and the toxic and side effects are enhanced. In order to deal with the drug resistance and reduce the dosage of the chemical bactericide, the combined use or compounding is very important, the dosage of the drug can be reduced, the sensitivity of germs to the bactericide is increased, the antibacterial spectrum is expanded, the environmental pollution is reduced, and more importantly, the occurrence of the drug resistance of the bactericide can be slowed down.
Sinomenine and neosinomenine are alkaloids from the medicinal plant, caulis Sinomenii (C. sanguinoleta) in West Africa. The compound has various biological activities including cytotoxicity, antibacterial activity, antifungal activity, antiparasitic activity and the like, and becomes one of the hot spots of the research of natural medicines at present due to novel structure and diverse activities.
The phenolic compounds are relatively common bioactive small molecular compounds, are important secondary metabolites in plants in nature, and have the effects of inhibiting the growth of hyphae and spore germination of plant pathogenic fungi outside plants, regulating the growth and development of plants in plants, resisting diseases of plants, inducing expression of genes, conducting signals and the like. In addition, the MIC of Eugenol (Eugenol) to Phytophthora nicotianae (Phytophtora) was found to be 200. mu.g/mL; pterostilbene (Pterostilbene) can completely inhibit spore germination of botrytis cinerea at 50 mg/L; the inhibition rate of carvacrol (carvacrol) on the spore germination of Rhizopus Stolonifer (Rhizopus Stolonifer) reaches 100% at 25 μ g/mL. It is worth noting that despite their high antibacterial and insecticidal efficacy, they have low toxicity to warm blooded animals, and thus phenolic compounds have promising antibacterial applications.
A large number of experiments show that the combination application of the cryptolepine or the neocryptolepine and the small molecular phenol compound has obvious synergistic effect on preventing and treating rhizoctonia solani, sclerotinia rot of colza, gray mold of tomato, scab of wheat, rice blast and fusarium wilt of cotton. The control effect is improved, the dosage can be reduced, and the requirement of 'zero increase of pesticide' is met. At present, no related report about the compounding of the cryptolepine or the neocryptolepine and the small molecular phenolic compound exists.
Disclosure of Invention
The invention aims to provide a bactericide composition containing albutine or neoalbutine and a small molecular phenol compound, which is applied to preventing and treating rhizoctonia solani, sclerotinia rot of colza, gray mold of tomatoes, scab of wheat, rice blast and fusarium wilt of cotton.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a bactericide composition containing cryptolepine or neocryptolepine and micromolecule phenolic compounds comprises an active component A and an active component B, wherein the active component A is cryptolepine or neocryptolepine, the active component B is micromolecule phenolic compounds, and the weight part ratio of the active component A to the active component B is 1:1, 1:10, 1:20, 1:50 and 1: 100.
The bactericide composition provided by the invention has the following beneficial effects:
1) the bactericidal composition provided by the invention shows an obvious synergistic effect within a certain proportioning range, and the control effect of the composition is obviously improved compared with that of a single agent.
2) The effective components of the bactericidal composition provided by the invention have different action mechanisms, and the composition is expected to delay or overcome the generation of drug resistance of diseases, prolong the service life of the medicament and be beneficial to the comprehensive treatment of the diseases.
Detailed Description
In order to better understand the essence of the present invention, the following examples are further illustrated, but the present invention is not limited to these examples. In these examples, all percentages are by weight unless otherwise indicated.
Example 1: a bactericide composition containing Sinomenine or neosinomenine and micromolecular phenolic compound comprises an active component A and an active component B (shown in structural formula 1), wherein the active component A is Sinomenine or neosinomenine, and the active component B is micromolecular phenolic compound.
Figure BDA0002711635690000031
Example 2: indoor activity determination of rape sclerotinia sclerotiorum by mixing bynine and active component B
The plant pathogenic bacteria used in the experiment are strains preserved at 4 ℃ in a laboratory, and the adopted culture medium is a potato agar glucose culture medium (PDA for short). The PDA culture medium formula comprises: potato (peeled) 200g, glucose 20g, agar 15g, distilled water 1000mL, natural pH.
The compounding synergy of the bactericide is calculated according to the formula of Wadley (1967) to obtain the synergistic coefficient after mixing different medicaments:
Figure BDA0002711635690000032
Figure BDA0002711635690000033
in the formula, a and B represent the ratio EC of two agents of the cryptolepine or the neocryptolepine (A) and the small molecular phenolic compound (B) in the mixture50(A),EC50(B) Respectively represent actual observed EC50Value, EC50(Exp) represents two drugs A and B as aB theoretical EC after mixing50Value, EC50(Obs) actual observed EC after mixing of A and B agents50The value is obtained. SR>1.5 is synergy; SR<0.5 is antagonistic; an SR between 0.5 and 1.5 indicates additive effect.
The indoor toxicity synergism of the mixing of the cryptolepine and the active component B on the sclerotinia rot of colza is shown in Table 1.
TABLE 1 indoor toxicity synergism of mixing of Sinomenine and active component B on Sclerotinia sclerotiorum
Figure BDA0002711635690000041
As can be seen from Table 1, when the mixing mass ratio of the cryptolepine to the active component B is 1:1, 1:10, 1:20, 1:50 and 1:100, the cryptolepine has obvious synergistic effect on sclerotinia rot of rape, and especially when the mass ratio of the cryptolepine to P4 is 1:50, the SR is as high as 39.75.
Example 3: indoor activity determination of rhizoctonia solani by mixing cryptolepine and active component B
The indoor toxicity synergy of the combination of the byttinine and the active component B to the rhizoctonia solani is shown in Table 2.
TABLE 2 indoor toxicity synergism of the blending of Sinomenine and active ingredient B to Rhizoctonia solani
Figure BDA0002711635690000051
As can be seen from Table 2, when the mixing mass ratio of the cryptolepine to the active component B is 1:1, 1:10, 1:20, 1:50 and 1:100, the cryptolepine has obvious synergistic effect on rhizoctonia solani, and especially when the mass ratio of the cryptolepine to the P1 is 1:1, the SR is as high as 9.75.
Example 4: indoor activity determination of wheat scab by mixing bynine and active component B
The indoor toxicity synergism of the mixing of the cryptolepine and the active component B on wheat scab is shown in Table 3.
TABLE 3 indoor toxicity synergism of the combination of bynine and active ingredient B on wheat scab
Figure BDA0002711635690000061
As can be seen from table 3, when the mixing mass ratio of the cryptolepine to the active component B is 1:1, 1:10, 1:20, 1:50, and 1:100, the synergistic effect on wheat scab is not obvious, and only when the mass ratio of the cryptolepine to P2 is 1:50, SR is 1.53; when the mass ratio of the cryptolepine to the P5 is 1:100, SR is 1.52. The remaining compositions show more additive, followed by antagonism.
Example 5: indoor activity determination of tomato gray mold by mixing solanine and active component B
The indoor toxicity synergism of the combination of the bynine and the active component B on the tomato gray mold is shown in Table 4.
TABLE 4 indoor toxicity synergistic effect of mixing of Sinomenine and active component B on Botrytis cinerea
Figure BDA0002711635690000071
As can be seen from Table 4, when the mixing mass ratio of the cryptolepine to the active component B is 1:1, 1:10, 1:20, 1:50 and 1:100, the cryptolepine has obvious synergistic effect on the tomato gray mold, and especially when the mass ratio of the cryptolepine to the P6 is 1:10, the SR is as high as 14.44.
Example 6: indoor activity determination of mixing of cryptolepine and active component B on rice blast
The indoor toxicity synergism of the mixing of the cryptolepine and the active component B on rice blast is shown in Table 5.
TABLE 5 indoor toxicity synergism of mixing of Sinomenine and active component B on Rice blast
Figure BDA0002711635690000081
As can be seen from Table 5, when the mixing mass ratio of the cryptolepine to the active component B is 1:1, 1:10, 1:20, 1:50 and 1:100, the cryptolepine has obvious synergistic effect on the tomato gray mold, and especially when the cryptolepine and the P1 are in the mass ratio of 1:1, the SR is as high as 2.52.
Example 7: indoor activity determination of cotton wilt by mixing solanine and active component B
The indoor toxicity synergism of the mixing of the byssurine and the active component B on the cotton wilt disease is shown in Table 6.
TABLE 6 indoor toxicity synergism of the blending of bynine and active ingredient B on cotton wilt
Figure BDA0002711635690000091
As can be seen from table 6, the synergistic effect on cotton wilt is not very obvious when the mass ratio of the cryptolepine to the active component B is 1:1, 1:10, 1:20, 1:50, and 1:100, and only when the mass ratio of the cryptolepine to P2 is 1:1, 1:10, SR is 2.01, and 1.86. The remaining compositions show more additive, followed by antagonism.
Example 8: indoor activity determination of rape sclerotinia sclerotiorum by mixing neobylonine and active component B
The indoor toxicity synergism of neocryptolepine and active component B on Sclerotinia sclerotiorum is shown in Table 7.
TABLE 7 indoor toxicity synergism of Neosinomenine and active component B blending on Sclerotinia sclerotiorum
Figure BDA0002711635690000101
As can be seen from Table 7, when the weight ratio of the neobylonine to the active component B is 1:1, 1:10 and 1:20, the synergistic effect on sclerotinia rot of rape is obvious, and especially when the weight ratio of the neobylonine to the P4 is 1:1, the SR is as high as 3.93.
Example 9: indoor activity determination of rhizoctonia solani by mixing neocryptophylline and active component B
The indoor toxicity synergy of the neobynine and the active component B mixed with rhizoctonia solani is shown in Table 8.
TABLE 8 indoor toxicity synergism of Neochrysogenin and active ingredient B blending vs. Rhizoctonia solani
Figure BDA0002711635690000111
As can be seen from table 8, the synergistic effect of fraxinella solanacearum is not very obvious when the weight ratio of sinalbine to active component B is 1:1, 1:10, 1:20, and SR is 1.65 when the weight ratio of sinalbine to P3 is 1: 20. The remaining compositions show more additive, followed by antagonism.
Example 10: indoor activity determination of wheat scab by mixing neobynine and active component B
The indoor toxicity synergism of the neobynine and the active component B on wheat scab is shown in Table 9.
TABLE 9 indoor toxicity synergism of Neochrysine and active ingredient B blending for wheat scab
Figure BDA0002711635690000112
Figure BDA0002711635690000121
As can be seen from Table 9, the neobynine and the active component B have no synergistic effect on the control of wheat scab at the mass ratio of 1:1, 1:10 and 1:20, most of the neobynine and the active component B have additive effect and simultaneously have a plurality of groups of antagonistic effects.
Example 11: indoor activity determination of tomato gray mold by mixing neobynine and active component B
The indoor toxicity synergism effect of the neobynine and the active component B on the tomato gray mold is shown in Table 10.
TABLE 10 indoor toxicity synergistic effect of Neosinomenine and active component B on tomato gray mold
Figure BDA0002711635690000122
Figure BDA0002711635690000131
As can be seen from Table 10, when the mass ratio of the neobynine to the active component B is 1:1, 1:10 and 1:20, the synergistic effect on the tomato gray mold is obvious, and especially when the mass ratio of the neobynine to the P1 is 1:1, the SR is as high as 5.61.
Example 12: indoor activity determination of rice blast by mixing neocryptolepine and active component B
The indoor toxicity synergism of neocryptolepine and active component B on rice blast is shown in Table 11.
TABLE 11 indoor toxicity synergism of Neosinomenine and active component B blending on Rice blast
Figure BDA0002711635690000132
As can be seen from Table 11, there was no synergistic effect of neobylonine and active ingredient B on the control of rice blast at the mass ratios of 1:1, 1:10 and 1:20, most of them were antagonistic, and there were several groups of additive effects.
Example 13: indoor activity determination of cotton wilt by mixing neobylonine and active component B
The indoor toxicity synergism of the neosolanine and the active component B on the cotton wilt disease by mixing is shown in Table 12.
TABLE 12 indoor toxicity synergism of Neochrysomeline and active component B compounding on Cotton wilt
Figure BDA0002711635690000141
As can be seen from Table 12, the neobylonine and the active component B have no synergistic effect on the control of cotton wilt disease in the mass ratio of 1:1, 1:10 and 1:20, most of the effects are additive effects, and meanwhile, a plurality of groups of antagonistic effects also exist.
In summary, it can be seen that the antibacterial activity of the combination of cryptolepine and small molecular weight phenolic compounds is better than that of the new cryptolepine composition, especially cryptolepine: p4 is 1:50, when the rape sclerotiniose is resisted, the SR is as high as 39.75. This is much higher than the conditions that lead to synergy (SR > 1.5). In the control of sclerotinia rot of colza, many synergistic combinations have emerged, for example in the case of cryptolepine: p1, cryptolepine: p2 and cryptolepine: when P3 are all 1:1, the SR is 12.42, 11.74 and 13.09 respectively.

Claims (8)

1. A bactericidal composition containing cryptolepine or neocryptolepine and small molecular phenolic compounds is characterized in that: the effective components include picrinine, neopicrinine and thymol (P1), carvacrol (P2), 6-tert-butyl metacresol (P3), 2-isopropyl phenol (P4), 2-tert-butyl phenol (P5), and 2, 4-di-tert-butyl phenol (P6). The mass part ratio of the cryptolepine or neocryptolepine to the micromolecule phenolic compound is 1:1, 1:10, 1:20, 1:50 and 1: 100.
2. The composition of claim 1 having the following molecular structural features:
Figure FDA0002711635670000011
3. the use of the fungicidal composition according to claim 1, which contains cryptolepine or neocryptolepine and a small molecular weight phenolic compound, for the control of diseases caused by rhizoctonia solani.
4. The use of the fungicidal composition according to claim 1, which contains cryptolepine or neocryptolepine and a small molecular weight phenolic compound, for the control of sclerotinia rot of colza.
5. The use of the fungicidal composition according to claim 1, which contains cryptolepine or neocryptolepine and a small molecular weight phenolic compound, for the control of tomato gray mold.
6. The use of the fungicidal composition according to claim 1, which contains cryptolepine or neocryptolepine and a small molecular weight phenolic compound, for the control of wheat scab.
7. The use of the fungicidal composition according to claim 1, which contains bigeline or neobigeline and a small molecular weight phenolic compound, for the control of rice blast.
8. The use of the fungicidal composition according to claim 1, which contains cryptolepine or neocryptolepine and a small molecular weight phenolic compound, for the control of cotton wilt.
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Cited By (1)

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CN116671368A (en) * 2023-06-08 2023-09-01 四川农业大学 Method for inhibiting tomato gray mold by utilizing nano molybdenum disulfide and soybean root system ferment

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Publication number Priority date Publication date Assignee Title
CN116671368A (en) * 2023-06-08 2023-09-01 四川农业大学 Method for inhibiting tomato gray mold by utilizing nano molybdenum disulfide and soybean root system ferment
CN116671368B (en) * 2023-06-08 2024-03-22 四川农业大学 Method for inhibiting tomato gray mold by utilizing nano molybdenum disulfide and soybean root system ferment

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