CN107242234A - A kind of plant growth promoter - Google Patents
A kind of plant growth promoter Download PDFInfo
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- CN107242234A CN107242234A CN201710344216.3A CN201710344216A CN107242234A CN 107242234 A CN107242234 A CN 107242234A CN 201710344216 A CN201710344216 A CN 201710344216A CN 107242234 A CN107242234 A CN 107242234A
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- plant growth
- growth promoter
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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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- A01N39/04—Aryloxy-acetic acids; Derivatives thereof
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a kind of plant growth promoter, it contains the one or more in water-soluble post [5] aromatic hydrocarbons WP5 1, WP5 2 and WP5 3 as active ingredient.Water-soluble post [5] the aromatic hydrocarbons preparation method is easy, and environmental protection, cytotoxicity is low, is provided simultaneously with adjusting or promotes plant growth and reduce the performance of highly toxic pesticide paraquat toxicity, can as the new plant growth promoter of a class active ingredient.
Description
Technical field
The invention belongs to field of agricultural sciences, and in particular to a kind of to reduce the plant growth promoter of paraquat toxicity.
Background technology
The mankind are faced with many challenges in 21 century, wherein it is primary the problem of be exactly that population increases and the problem of grain,
Although international community is made that great efforts to solve food problem, number of the whole world in serious grain unsafe condition is still
Unprecedented soaring.Between 2015 to 2016, the whole world faces the unsafe population of serious grain and surged from 80,000,000 to 1.08 hundred million,
And this numeral is still in lasting rising.In order to alleviate world food problem, we must improve grain yield energetically.Cause
This, it is very important to design and research and develop new plant growth regulator.
With control plant growth, development or cause cultivation management rapid operation turn to purpose medicament be referred to as plant give birth to
Long conditioning agent, its act on be related to promote growth, suppress rudiment, suppress elongation, fruit without seed, the many-side such as prevent from dropping.
The A of Publication No. CN 102088847 Chinese patent literature discloses one or more selected from acyl sulfonamides class
The compound of safener (" compound (A) ") is used for the purposes for changing the development of plants of useful plant.The purposes is related to raising
The root growth of the plant and/or the bud growth for reconciling the plant.
The A of Publication No. CN 102497780 Chinese patent literature discloses a plant growth regulators, the patent with
α-keto-alcohol derivative of fatty acid as active ingredient plant growth regulator.The plant growth regulator is to be employed as having in mind
In preparation (the flower_bud formation accelerator of plant, plant activator, plant of this alcohol ketone derivative of fatty acid to indivedual effects of plant
The growth promoter of thing, the age resister of plant, the longer blooming period agent of plant, the dormancy inhibitor of plant, the stress suppression of plant
Preparation) form preparation.
On the other hand, the use of agricultural chemicals is to prevent, eliminate the disease of agriculture and forestry, worm, grass and other harmful microorganisms.
Planting industry intensive today, the use of agricultural chemicals is unavoidable.The agricultural chemicals applied on crop a, part is attached on crop
Surface, a part is absorbed by crops and is distributed in plant.So, crop is in harvest often with a certain amount of residual.
With the development of the society, the public to health attention rate more and more higher, in recent years grain residues of pesticides triggered extensive concern.
Therefore, the antidote developed low toxicity and can effectively reduce remains of pesticide (particularly high toxicity agricultural chemicals) toxicity is when business
Anxious thing.
In summary, prior art can be utilized, developing can adjust or promote plant growth, can effectively reduce again
The novel agricultural fertilizer of remains of pesticide toxicity is the key for alleviating two above problem.
The content of the invention
It is an object of the invention to provide a kind of safe and harmless plant growth promoter, the plant growth
Accelerator can be preserved with stable state and be scattered in soil or waterborne liquid etc. and provided for plant in the medium of nutrition simultaneously surely
It is fixed to exist, effectively be utilized by plant.In addition, the plant growth promoter is alternatively arranged as reducing highly toxic pesticide paraquat toxicity
Antidote.
A kind of plant growth promoter, contains water-soluble post [5] aromatic hydrocarbons shown in following formulas (1) as active ingredient,
In formula (1), R is selected from one kind in the substituent as shown in formula (2)~(4)：
In formula (1), when R is the substituent shown in formula (2), gained water solubility post [5] aromatic hydrocarbons is full carboxyl post [5] virtue
Hydrocarbon, is abbreviated as WP5-1；When R is the substituent shown in formula (3), gained water solubility post [5] aromatic hydrocarbons is full carboxyl ammonium salt post [5]
Aromatic hydrocarbons, is abbreviated as WP5-2；When R is the substituent shown in formula (4), gained water solubility post [5] aromatic hydrocarbons is full carboxyl sodium salt post
[5] aromatic hydrocarbons, is abbreviated as WP5-3.
When the plant growth promoter is applied with plant, by the plant growth promoter carry out appropriate dilution or
Dissolution process, preferably, water-soluble post [5] aromatic hydrocarbons described in plant growth promoter is modulated into 0.001~100ppm.
For the plant growth promoter using WP5-1 as active ingredient, when active ingredient concentration 0.1~
In the range of 0.01ppm, the plant growth promoter can promote the germination of wheat seed and the growth of seedling；Work as active ingredient
Concentration in the range of 0.01~0.001ppm or 100~10ppm, the plant growth promoter have suppress wheat seed hair
The effect of bud and growth of seedling.
For being used as the plant growth of active ingredient using full carboxyl ammonium salt post [5] aromatic hydrocarbons or full carboxyl sodium salt post [5] aromatic hydrocarbons
Accelerator, when the concentration of active ingredient is in the range of 0.001~100ppm, the plant growth promoter can promote Wheat Species
The germination and the growth of seedling of son.
Present invention also offers a kind of application of above-mentioned plant growth promoter in the cytotoxicity of reduction paraquat.Institute
Stating plant growth promoter itself has relatively low cytotoxicity, safe, at the same time as the antidote of paraquat, even if
Agricultural chemicals paraquat subsequently has been used, due to water-soluble post [5] the aromatic hydrocarbons energy Selective recognition paraquat molecule, therefore can be effective
Reduce the cytotoxicity of paraquat.
The plant growth promoter can use as stand-alone product or be combined with other at least one agricultural chemicals,
And optionally applied in the case where there are formulation auxiliary agents.Referred to herein as other agricultural chemicals can be agricultural chemicals or other plant
Growth regulator, such as insecticide, acarus-killing, nematicide, herbicide, bactericide, plant growth promoter, germination promote
Agent, root of hair accelerator, lodging palliative etc., can specifically include paraquat, cover grass energy, trefanocide, glyphosate, ethephon (CEPHA),2-(chloroethyl) phosphonic acid,
Auxin, gibberellin, NAD, Prohexadione calcium, paclobutrazol etc..
Preferably, the plant growth promoter is used in combination with paraquat, it has been investigated that, the water-soluble post
[5] aromatic hydrocarbons itself has relatively low cytotoxicity, safe, while energy selective complexation paraquat molecule, effectively reduces by hundred
The withered cytotoxicity of grass, therefore the poisoning risk that paraquat lower tape comes can be reduced.
The growth that the present invention also provides a kind of plant promotes method, specially using above-mentioned plant growth promoter.
Plant growth promoter of the present invention is applied to set period of sowing when nursery or after planting seedlings special
Effectively.From germination to early growth period developmental stage, plant growth promoter of the invention is overall for the plant including root
Show significant growth regulating effect.So-called plant growth initial stage, according to the species of be applicable plant, cultural method, cultivation
Training condition etc. and it is different, but in general, refer to since germination three months in.
Plant growth promoter of the present invention to plant grant frequency according to the species of plant individual, grant the differences such as purpose
And it is different, granted substantially only through 1 time and be obtained with desired effect.In the case where granting repeatedly, interval 1 week with
On interval of granting be effective.
As the plant of the application as plant growth promoter of the present invention, there is no particular limitation, can enumerate paddy
Class and greengrocery, specifically, for example, as cereal, paddy rice, wheat, barley, corn, buckwheat, soybean, red bean, pea can be enumerated
Beans, green soy bean, beans etc., as leaf fruit vegetables, can enumerate tomato, eggplant, green pepper, pimiento, cucumber, green chili, gumbo, grass
The certain kind of berries, muskmelon, watermelon, pumpkin, cucurbit, cabbage, wild cabbage, Chinese cabbage, komatsuna, spinach, crowndaisy chrysanthemum, potherb mustard, lettuce, parsley, leek
Deng.As stem flower vegetables, asparagus, verdant, onion, garlic, shallot, broccoli, cauliflower, edible chrysanthemum, tender tea leaves lotus etc. can be enumerated, root is used as
Dish taro class, can enumerate ternip, root-mustard, radish, carrot, lotus rhizome, burdock, red green onion, sweet potato, potato, taro etc..
The use form of the plant growth promoter of the present invention has no particular limits.The technical field may be appropriately used
Used form.For example, the plant growth promoter of the present invention can be contained in the carrier of plant culture.Herein, plant
Cultivation carrier refers to the soil or culture medium or the water of hydroponics for cultivating plant.I.e., it is possible to include the plant of the present invention
Growth promoter is sprinkling upon in soil, is contained in culture medium or makes an addition in the water of hydroponics.Further, it is also possible to which vegetable seeds is soaked
Stain in the liquid of the plant growth promoter of the present invention, in addition, for example can with the seedling root of dipped plants or containing with seedling
A part.The use form of the plant growth promoter of the present invention is not limited thereto.
Compared with prior art, the invention has the advantages that：Water-soluble post [5] the aromatic hydrocarbons preparation method letter
Just, environmental protection, cytotoxicity is low, is provided simultaneously with adjusting or promotes plant growth and the property of reduction highly toxic pesticide paraquat toxicity
Can, can as the new plant growth promoter of a class active ingredient.
Brief description of the drawings
Fig. 1 is three kinds of water-soluble post [5] aromatic hydrocarbons and 2,4-DCP regulations or the experimental data for promoting the growth of wheat offspring
Figure；
Fig. 2 is that three kinds of water-soluble post [5] aromatic hydrocarbons reduce the experimental data figure of paraquat toxicity.
Embodiment
Embodiment 1
Full carboxyl post [5] aromatic hydrocarbons WP5-1 synthetic method：
Weigh full hydroxyl post [5] 2.40~2.43g of aromatic hydrocarbons P5-1 and in 250mL round-bottomed flasks, sequentially add 10~12mL
Ethyl chloroacetate, 30~32g Anhydrous potassium carbonate, 100~110mL acetonitrile, argon gas protection, stirring reaction at 85~90 DEG C
48~50h.After reaction terminates, filtering is spin-dried for solvent, gained solid is dissolved in 200~220mL dichloromethane, with 300~
330mL water washing three times, 30~35min of anhydrous sodium sulfate drying, filtering is separated with silica gel column chromatography, and eluant, eluent is used：Oil
Ether：Ethyl acetate=3：1, white solid is concentrated to give, as full ester group post [5] aromatic hydrocarbons P5-2 (0.62~0.64g, yield 10.7
~11.0%).
Full ester group post [5] 0.15~0.16g of aromatic hydrocarbons P5-2 are weighed in 100mL round-bottomed flasks, sequentially add 0.3~
0.35g NaOH solids, 20~22mL ethanol, 20~22mL water, above-mentioned system reacts 12~13h at 90~95 DEG C,
Room temperature is cooled to, 10~12mL concentrated hydrochloric acid is added, there are a large amount of solids to separate out, suction filtration, filter cake is with water washing is distilled 3~4 times, very
Sky is dried, and obtains white solid, and as full carboxyl post [5] aromatic hydrocarbons WP5-1 (0.17~0.18g, yield 72%~76%).
Product characterize data manufactured in the present embodiment is as follows：
Full ester group post [5] aromatic hydrocarbons P5-2：
1H NMR(400MHz,CDCl3,298K,ppm):δ7.04(s,10H),4.55(dd,20H,),4.09(m,20H),
3.86(s,10H),0.96(m,30H)；13C NMR(400MHz,CDCl3,298K,ppm):δ196.3,148.9,128.7,
114.4,65.7,60.8,29.2,13.8.
Full carboxyl post [5] aromatic hydrocarbons WP5-1：
1H NMR(400MHz,DMSO-d6,298K,ppm):δ12.96(br,10H),7.11(s,10H),4.71(d,
10H),4.42(d,10H),3.74(s,10H)；13C NMR(100MHz,DMSO-d6,298K,ppm):δ170.5,148.4,
128.0,114.2,65.0,28.6。
Embodiment 2
Full carboxyl ammonium salt post [5] aromatic hydrocarbons WP5-2 synthetic method：
Full carboxyl post [5] 0.56~0.57g of aromatic hydrocarbons WP5-1 are taken in 50mL round-bottomed flasks, 20~30mL ammoniacal liquor is added,
4~5h of stirring reaction at room temperature.Decompression is spin-dried for, and obtains white solid, as full carboxyl ammonium salt post [5] aromatic hydrocarbons WP5-2 (0.58~
0.62g, yield be 94~100%).
Full carboxyl ammonium salt post [5] the aromatic hydrocarbons WP5-2 of product manufactured in the present embodiment characterize data is as follows：
1H NMR(400MHz,D2O,298K,ppm):δ6.63(s,10H),4.20(s,20H),3.72(br,10H)；13C
NMR(100MHz,D2O,298K,ppm):δ177.9,151.3,130.8,117.9,69.1,30.9.
Embodiment 3
Full carboxyl sodium salt post [5] aromatic hydrocarbons WP5-3 synthetic method：
Full carboxyl sodium salt post [5] 0.56~0.57g of aromatic hydrocarbons WP5-1 are taken in 50mL round-bottomed flasks, 0.2~0.3g is added
NaOH solids, 30mL water, at room temperature 12~13h of stirring reaction.PH is adjusted to 6.5 or so with 1.0M~1.5M hydrochloric acid solution,
Decompression is spin-dried for water in system, obtains white solid, and (0.60~0.62g, yield is as full carboxyl sodium salt post [5] aromatic hydrocarbons WP5-3
97~100%).
Full carboxyl sodium salt post [5] the aromatic hydrocarbons WP5-3 of product manufactured in the present embodiment characterize data is as follows：
1H NMR(400MHz,D2O,298K,ppm):δ6.61(s,10H),4.21(s,20H),3.72(br,10H)；13C
NMR(100MHz,D2O,298K,ppm):δ177.8,151.2,130.9,117.7,69.1,30.9.
Embodiment 4
Utilize three kinds of water solubility post [5] aromatic hydrocarbons WP5-1, WP5-2, WP5-3 and commercially available 2,4 dichloro phenol (2,4-DCP)
The radical bud growth of wheat is adjusted or promoted as plant growth promoter：
If the 1, choosing the wheat seed dry granular (>=520) not germinateed of full grains, flushed three times with running water, then use
Distilled water flushing once, at ambient temperature dries 22 hours to 24 hours.
2nd, respectively prepare WP5-1, WP5-2, WP5-3,2,4-DCP various concentrations gradient standard liquid 100ppm,
10ppm, 1ppm, 0.1ppm, 0.01ppm, 0.001ppm are standby.
3rd, 9cm 6 sets of culture dish is taken, one and ware bottom filter paper of the same size are put into each culture dish, and in each
20 above-mentioned wheat seeds dried are put into culture dish, the position of bud will be sprouted upward with tweezers marshalling and making.With
10mL pipette measures each 10mL of sample solution of various concentrations gradient respectively, is corresponding in turn in addition culture dish, covers training
Support the upper lid of ware.Blank control experiment is distilled water.
4th, since second day, the wheat seed number germinateed is recorded in early stage, if situations such as later stage occurs mouldy
Seed, it is necessary to record number seeds and selected out the seed of such situation, and added according to remaining solution conditions in culture dish
Enter 10mL sample solutions (or distilled water).Until solution is all added, the uniform Wheat Species of bud length are chosen in each culture dish
Son measures its bud length and root length (main root, again secondary root, root).After measurement is finished, ask in each culture dish bud length and
The average value of root length (main root, again secondary root, root).
Experimental result is as shown in figure 1, wherein, (a) is the average value of bud length in culture dish；(b) it is long for main root in culture dish
Average value；(c) it is the average value of in culture dish root length；(d) be root length again in culture dish average value.
From analysis of experimental results：
WP5-1 has typical plant growth regulating performance, i.e. high concentration (100ppm to 10ppm) and low concentration
(0.01ppm to 0.001ppm) suppresses the germination of wheat seed and the growth of seedling, and (0.1ppm is extremely in suitable concentration
0.01ppm) radical bud of wheat is sprouted with good facilitation effect, better than the growth result in reference to sample (distilled water).
Two kinds of materials of WP5-2 and WP5-3, overall experimental result shows that not possessing high-concentration and low-concentration suppression, suitable concentration promotes
Regulation performance, both materials but show the excellent effect for promoting the growth of wheat offspring, are better than at various concentrations
Growth result in reference to sample (distilled water).
Embodiment 5
The toxicity of highly toxic pesticide paraquat is reduced using three kinds of water solubility post [5] aromatic hydrocarbons WP5-1, WP5-2, WP5-3.
In 96 orifice plates, 5%CO2, human embryo's nephrocyte (HEK 293) and macrophage are incubated under 36 to 37 degrees Celsius of environment
Cell (Raw 264.7) 23 to 24 hours is standby.
WP5-1, WP5-2, WP5-3, paraquat, WP5-1- paraquats, WP5-2- paraquats and WP5-3- hundred are prepared respectively
500 μM of the standard liquid of the withered various concentrations gradient of grass, 400 μM, 300 μM, 200 μM, 100 μM, 50 μM, 25 μM it is standby.Wherein,
WP5-1- paraquats, WP5-2- paraquats and WP5-3- paraquats are three kinds of water-soluble post [5] aromatic hydrocarbons and paraquat equimolar ratio
Mixture.
The above-mentioned solution of 5mL is taken to be added to human embryo's nephrocyte (HEK293) and macrophage (Raw respectively with liquid-transfering gun
264.7) in culture medium, continue to hatch 11~12h at 36~37 DEG C.The survival rate of above two cell is determined with mtt assay,
WP5-1, WP5-2, WP5-3 cytotoxicity are determined with this and the effect of paraquat toxicity is reduced.
Experimental result is as shown in Fig. 2 wherein, (a) is WP5-1, WP5-2 and WP5-3 to human embryo's nephrocyte (HEK
293) versus cell activity；(b) for paraquat, WP5-1- paraquats, WP5-2- paraquats and WP5-3- paraquats to human body
The versus cell activity of embryonic kidney cell (HEK 293)；(c) for WP5-1, WP5-2 and WP5-3 to macrophage (Raw
264.7) versus cell activity；(d) for paraquat, WP5-1- paraquats, WP5-2- paraquats and WP5-3- paraquats to huge
The versus cell activity of phagocyte (Raw 264.7).
As a result show, three kinds of water-soluble post [5] aromatic hydrocarbons (25 μM to 500 μM) in the range of finite concentration all have relatively low
Cytotoxicity, and the cytotoxicity of paraquat under same concentrations can be effectively reduced.
Claims (7)
1. a kind of plant growth promoter, it is characterised in that contain the water-soluble post shown in following formulas (1) as active ingredient
[5] aromatic hydrocarbons,
In formula (1), R is selected from the one or more in the substituent as shown in formula (2)~(4)：
2. plant growth promoter according to claim 1, it is characterised in that the plant growth promoter contains
0.001~100ppm water-soluble post [5] aromatic hydrocarbons.
3. plant growth promoter according to claim 2, it is characterised in that for using full carboxyl post [5] aromatic hydrocarbons as
The plant growth promoter of active ingredient, when the concentration of active ingredient is in the range of 0.1~0.01ppm, the plant growth promoting
The germination of wheat seed and the growth of seedling can be promoted by entering agent；When the concentration of active ingredient is in 0.01~0.001ppm or 100
In the range of~10ppm, the plant growth promoter has the effect for suppressing wheat seed germinating and growth of seedling.
4. plant growth promoter according to claim 2, it is characterised in that for full carboxyl ammonium salt post [5] aromatic hydrocarbons
Or full carboxyl sodium salt post [5] aromatic hydrocarbons is as the plant growth promoter of active ingredient, when active ingredient concentration 0.001~
In the range of 100ppm, the plant growth promoter can promote the germination of wheat seed and the growth of seedling.
5. the plant growth promoter according to any one of Claims 1 to 4, it is characterised in that the plant growth promotes
Agent is as stand-alone product or is combined and is optionally applied in the case where there are formulation auxiliary agents with other at least one agricultural chemicals
With.
6. a kind of plant growth promoter according to any one of Claims 1 to 4 is in the cytotoxicity of reduction paraquat
Application.
7. a kind of growth of plant promotes method, it is characterised in that apply the plant growth described in any one of claim 1~6
Accelerator.
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| CN110590648B (en) * | 2019-09-27 | 2022-05-03 | 西北师范大学 | Synthesis of tripodia column [5] arene, detection and application of tripodia column [5] arene in adsorbing methyl viologen |
| CN111393370A (en) * | 2020-03-30 | 2020-07-10 | 山西大学 | AB monomer based on column [5] arene and imidazole derivative and construction and application of supramolecular polymer network |
| CN111393370B (en) * | 2020-03-30 | 2022-07-19 | 山西大学 | AB monomer based on column [5] arene and imidazole derivative and construction and application of supramolecular polymer network |
| CN112933071A (en) * | 2021-01-29 | 2021-06-11 | 武汉大学 | Application of water-soluble pillar aromatic hydrocarbon |
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