CN110447644A - A kind of Monoterpene compound sabinene is preparing the application in herbicide - Google Patents
A kind of Monoterpene compound sabinene is preparing the application in herbicide Download PDFInfo
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- CN110447644A CN110447644A CN201910847090.0A CN201910847090A CN110447644A CN 110447644 A CN110447644 A CN 110447644A CN 201910847090 A CN201910847090 A CN 201910847090A CN 110447644 A CN110447644 A CN 110447644A
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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
- A01N27/00—Biocides, pest repellants or attractants, or plant growth regulators containing hydrocarbons
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- Pest Control & Pesticides (AREA)
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Abstract
The present invention relates to a kind of Monoterpene class compound sabinenes to prepare the application in herbicide, show through development test: the compound is applied at 5 μ l/mL of low concentration, single dicotyledon herba setariae viridis can be killed, and has apparent inhibiting effect to dicotyledon Amaranthus retroflexus and clover.The compound is phytovolatilization oil component, fragrant odour, not only there is activity of weeding, there are also certain pest avoidance effects, which is configured to various concentration, and before seedling or seedling stage individually or with other pestsides synthesis uses, it can natural degradation, no pollution to the environment can be used as herbicide and carry out using with huge potential commercial value.
Description
Technical field
The present invention relates to the technical fields that the native compound in plant volatile oil is applied to herbicide, and in particular to will
Phytovolatilization oil component sabinene (sabinene) is as the application in herbicide.
Background technique
Chemical herbicide is widely used, but a variety of artificial synthesized chemical herbicides are due to lacking corresponding microorganism pair
It is decomposed, and long-term retention in nature is easy, to threaten soil and groundwater resource for the survival of mankind
Safety.And the natural component extracted from nature is as herbicide, then because its is easily decomposes, does not remain due to day in nature
Benefit is taken seriously.Although action target spot is single in addition, certain chemical herbicides can decompose in the soil, due to being grown
Phase is applied in large quantities, and weeds gradually develop resistance out, even loses so that drug effect reduces.In this case, research and development have
Novel action target spot and the herbicide of the mechanism of action are particularly important.Type is abundant in nature, configuration is different, the mechanism of action
The natural products of multiplicity provides possibility thus.The activity of weeding of some natural products itself can match in excellence or beauty with chemical herbicide, e.g.,
1,8- by tree brain, is also a kind of natural volatile component；Also there are many natural herbicides at the beginning of being found,
Drug effect can not pass through chemical structure transformation in the future compared with chemically synthesized herbicide, and drug effect can greatly enhance, from
And has business promotion value, such as the sulphur humulone as made of the phytotoxin leptospermone transformation in callistemon rigidus.
Sabinene (Bicyclo [3.1.0] hexane, 4-methylene-1- (1-methylethyl) -), English name
Sabinene, sabinene is a kind of monoterpenes compound, widely distributed in the volatile oil of various plants.Sabinene is reported to have and kill
Eliminating pest, anti-inflammatory and isoreactivity is suppressed growth of microorganism, referring to document 1-5, but sabinene makees the growth inhibition of other plants
It is not reported both at home and abroad with (plant toxic action).At present about the report of its biological synthesis method, referring to document 6.
Sabinene is a kind of important Monoterpene class compound, can be used as flavouring, perfume additive, fine chemicals and
Advanced bio fuel, but the purpose for being used as herbicide has not been reported.Microbe synthesis is the effective way for preparing sabinene,
Preparation method is mature at present, but does not have mass production also.
Bibliography
1.Vimal,A.,Pal,D.,Tripathi,T.,et al.Eucalyptol,sabinene and
cinnamaldehyde:potent inhibitors of salmonella target protein L–
asparaginase.3Biotech,2017,7,258.
2.Wang,Y.,You,C.X.,Yang,K.,et al.Bioactivity of essential oil of
Zingiber purpureum rhizomes and its main compounds against two stored product
insects.Biological and Microbial Control,2015,108(3),925-932.
3.Matias,E.F.F.,Alves,E.F.,Silva,M.K.N.,et al.Seasonal variation,
chemical composition and biological activity of the essential oil of cordia
verbenacea dc(boraginaceae)and the sabinene.Industrial Crops&Products,2016,
87,45-53.
4.Benelli,G.,Flamini,G.,Canale,A.,et al.Repellence of Hyptis
suaveolens l.(lamiaceae)whole essential oil and major constituents against
adults of the granary weevil sitophilus granarius(l.)(coleoptera:
dryophthoridae).Bulletin of Insectology,1967,31(65),177-183.
5.Wang,C.F.,Yang,K.,Zhang,H.M.,et al.Components and insecticidal
activity against the maize weevils of zanthoxylum schinifolium fruits and
leaves.Molecules,2011,16(4),3077-3088.
6.Cao Y,Zhang H,Liu H,et al.Biosynthesis and production of sabinene:
current state and perspectives[J].Applied Microbiology and Biotechnology,
2018,102:1535–1544。
Summary of the invention
The object of the present invention is to provide a kind of Monoterpene compound sabinenes to prepare the application in herbicide, through grinding
Study carefully experiments have shown that: the compound is applied at 5 μ l/mL of low concentration, can kill single dicotyledon herba setariae viridis, and to dicotyledonous
Plant Amaranthus retroflexus and clover have apparent inhibiting effect.The compound is phytovolatilization oil component, and fragrant odour not only has and removes
Careless activity, there are also certain pest avoidance effects, which is configured to various concentration, before seedling or seedling stage individually or and its
Its pestsides synthesis use, can natural degradation, no pollution to the environment, can be used as herbicide carry out using, have huge potential quotient
Industry value.
A kind of Monoterpene compound sabinene of the present invention is preparing the application in herbicide.
A kind of Monoterpene compound sabinene of the present invention is preparing the application in herbicide, the structure of the compound
Formula are as follows:
A kind of Monoterpene compound sabinene of the present invention is preparing the application in herbicide, and wherein the compound is
The compound being widely present in plant volatile oil, shows through development test: i.e. to common weed dog at 2 μ l/mL of low concentration
The growth of seedling production of tail grass, clover and Amaranthus retroflexus significantly affects.This growth inhibition effect gradually adds with increasing for concentration
By force, when concentration reaches 2 μ l/mL, sabinene is 71%, 67% respectively to the inhibiting rate of the root long of herba setariae viridis, clover and Amaranthus retroflexus
With 89%；When concentration is increased to 5 μ l/mL, monocotyledon herba setariae viridis seed by substantially all kill, the compound to clover and
The root long inhibiting rate of Amaranthus retroflexus has respectively reached 78% and 84%, and seedling loses the ability of continued growth.The native compound category
In monoterpenes compound, has the relevant report of its biosynthesis.Report there is no both at home and abroad at present for its activity of weeding.
A kind of Monoterpene compound sabinene of the present invention is preparing the application in herbicide, which can lead to
It crosses solvent extraction and prepares the method for thin-layer chromatography from widely distributed plant volatile oil such as dragonhead (Dracocephalum
Integrifolium it) is obtained in volatile oil, can also synthesize to obtain by biofermentation.This compound is waved various plants
It is naturally occurring in hair oil, it can be decomposed in nature, therefore not will cause any pollution to environment.
A kind of Monoterpene compound sabinene of the present invention is preparing the application in herbicide, which is prepared
At various concentration, before seedling or seedling stage individually or with other pestsides synthesis is used, with 0.5% dimethyl sulfoxide containing volume fraction
(DMSO) it or after the dissolution of the distilled water of acetone, can be used as in weeds emergence front and back according to spraying concentration 10-100 μ l/mL sprinkling
Herbicide uses.
In addition, the compound can also carry out modifying for chemical structure and transformation to it as precursor, further increases it and remove
It is commercially produced after careless activity.
A kind of Monoterpene compound sabinene of the present invention is preparing the application in herbicide, it has the advantage that:
1. sabinene provided by the invention, can be to three kinds of common weed herba setariae viridis, alfalfas in 2 μ l/mL of low concentration
Growth of seedling generation with Amaranthus retroflexus significantly inhibits.This growth inhibition effect is gradually reinforced with increasing for concentration, dense
When degree reaches 2 μ l/mL, sabinene is followed successively by 71%, 67% and to the root long inhibiting rate of herba setariae viridis, alfalfa and Amaranthus retroflexus
89%；When concentration is increased to 5 μ l/mL, monocotyledon herba setariae viridis seed is by substantially all kill, and compound is to clover and anti-branch
The root long inhibiting rate of amaranth has respectively reached 78% and 84%, and apparent torsional deformation occurs for the root of seedling, becomes dark brown,
Prompt seedling has been subjected to murder by poisoning very serious.Seedling under the processing of this concentration then stops growing and gradually death.And 5
When μ l/mL, sabinene has all reached 83% to the inhibiting rate of clover and Amaranthus retroflexus height of seedling, but the inhibiting rate of herba setariae viridis still reaches
100%.As the result is shown: the compound will be significantly stronger than dicotyledon Amaranthus retroflexus and lucerne to the effect of monocotyledon herba setariae viridis
Mu.
2. compound sabinene, which is suitably applied in farmland, carries out preventing and kill off for weeds.The compound is natural component, can be natural
Degradation, to person poultry harmless, and fragrant odour, air will not pollute after application, and have certain pest avoidance effect, can answer
For the weed control in agricultural production especially organic agriculture.The compound is to three kinds of common weed herba setariae viridis, clover and anti-
Branch amaranth shows very strong activity of weeding, can be applied in farmland carry out prevention and control with other weeds to them.Institute through the invention
The herbicide stated be derived from it is natural, it is nontoxic, can be decomposed in nature, environmental protection, it is free from environmental pollution.
Detailed description of the invention
Fig. 1 is inhibiting effect figure of the sabinene of the present invention to herba setariae viridis, clover and Amaranthus retroflexus seedling root long, activity point
It Wei not 0.25,0.5,1,2,5 μ l/mL；
Fig. 2 is inhibiting effect figure of the sabinene of the present invention to herba setariae viridis, clover and Amaranthus retroflexus seedling height of seedling, activity point
It Wei not 0.25,0.5,1,2,5 μ l/mL；
Fig. 3 is influence diagram of the sabinene of the present invention to herba setariae viridis, herba setariae viridis, Amaranthus retroflexus and alfalfa growing.
Specific embodiment
The present invention is further described by the following examples, but the present invention is not limited to following embodiments.
What all raw and auxiliary materials, reagent and the instrument selected in the present invention were all well known in the art, other it is well known that
Some reagents and equipment be applied both to the implementation of following implementation of the present invention.
Embodiment 1
Influence of the sabinene to common weed growth of seedling, by taking herba setariae viridis, clover and Amaranthus retroflexus as an example:
The sabinene that purity is 95% is configured to the distilled water of 0.5% acetone containing volume fraction to the cream of 10 μ l/mL concentration
Then the emulsion suspension liquid of configuration is successively diluted to 0.25 μ l/mL again with the distilled water of 0.5% acetone containing volume fraction by suspension, and 0.5
μ l/mL, 1 μ l/mL, 2 μ l/mL, 5 μ l/mL place filter paper in the culture dish of diameter 9cm, and being then respectively adding 4mL concentration is
0.25 μ l/mL, 0.5 μ l/mL, 1 μ l/mL, 2 μ l/mL, the emulsion suspension liquid of the preparation of 5 μ l/mL are separately added into each culture dish
10 herba setariae viridis, clover and Amaranthus retroflexus seed, each reprocessing three times, seal with sealing film and are placed on 25 DEG C of incubators of temperature
After middle culture 5 days, the height of seedling and root long of seedling are measured；
Data statistical approach: detect whether the difference between each group of data reaches significantly with single factor test variance first, Zhi Houyong
LSD method analyzes data, and the different group difference of Reference character reaches significantly, and level is > 0.05；
As a result: under the low concentration effect of 2 μ l/mL, the growth of herba setariae viridis, clover and Amaranthus retroflexus seedling is by significant
Inhibit, and when concentration increases, degree of susceptibility gradually enhances, under low concentration when 0.5 μ l/mL, compound starts pair
Clover and herba setariae viridis have significant inhibiting effect, and root long inhibiting rate is respectively 35%, 32%, and height of seedling inhibiting rate is successively 28%
With 20%, and as its effect of increasing of concentration gradually increases；Amaranthus retroflexus acts under the concentration without this, until concentration reaches 2 μ
When l/mL, Amaranthus retroflexus starts to show significant inhibiting effect as other two subject plant, under the concentration of 2 μ l/mL, lucerne
Mu, Amaranthus retroflexus and the root long of herba setariae viridis are followed successively by 29%, 33% and the 11% of control, and height of seedling is respectively 26%, 18% compareed
With 12%；When concentration is increased to 5 μ l/mL, monocotyledon herba setariae viridis seed is by substantially all kill, the root of clover and Amaranthus retroflexus
Long is only the 22% and 16% of control, and apparent torsional deformation occurs for the root of seedling, and the tip of a root has rotten situation, prompts children
Seedling has been subjected to murder by poisoning very serious, and under 5 μ l/mL concentration, compound is respectively to the height of seedling inhibiting rate of clover and Amaranthus retroflexus
83% and 83%.Compound is better than two dicotyledons to the effect of monocotyledon herba setariae viridis at high concentrations, prompts it
Dicotyledon may be better than to monocotyledonous killing effect, specific effect is referring to Fig. 1 and Fig. 2.
Embodiment 2
The influence that sabinene grows common weed, by taking herba setariae viridis, clover and Amaranthus retroflexus as an example:
The sabinene that purity is 95% is configured to the distilled water of 0.5% acetone containing volume fraction to the cream of 100 μ l/mL concentration
Suspension, it is uniform to the healthy potting of subject plant herba setariae viridis, clover and Amaranthus retroflexus seedling respectively after shaking up into milky suspension
It sprays, observation is to plant toxic effect after 12h overnight；
As a result: after 12h overnight, each subject plant herba setariae viridis, clover and Amaranthus retroflexus seedling have been withdrawn deposit out apparent white
Change and withered death phenomenon, that is, haved the function that herbicide, and Fig. 3 is shown in specific effect production.
Claims (1)
1. a kind of Monoterpene compound sabinene is preparing the application in herbicide.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201910847090.0A CN110447644A (en) | 2019-09-09 | 2019-09-09 | A kind of Monoterpene compound sabinene is preparing the application in herbicide |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111758726A (en) * | 2020-07-07 | 2020-10-13 | 中国科学院新疆生态与地理研究所 | Application of beta-eucalyptol in preparation of herbicide |
| CN114794105A (en) * | 2022-06-13 | 2022-07-29 | 广西民族大学 | Application of carane-3, 4-diol in aspect of serving as or preparing herbicide |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150045222A1 (en) * | 2012-02-23 | 2015-02-12 | Osmobio | Total weed control of non-agricultural areas |
-
2019
- 2019-09-09 CN CN201910847090.0A patent/CN110447644A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150045222A1 (en) * | 2012-02-23 | 2015-02-12 | Osmobio | Total weed control of non-agricultural areas |
Non-Patent Citations (2)
| Title |
|---|
| J.S. TANG等: ""Allelopathic potential of volatile organic compounds released by Xanthium sibiricum Patrin ex Widder"", 《ALLELOPATHY JOURNAL》 * |
| S.N. ANDRIANJAFINANDRASANA等: ""Allelopathic effects of volatile compounds of essential oil from Ravensara aromatica Sonnerat chemotypes"", 《ALLELOPATHY JOURNAL》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111758726A (en) * | 2020-07-07 | 2020-10-13 | 中国科学院新疆生态与地理研究所 | Application of beta-eucalyptol in preparation of herbicide |
| CN114794105A (en) * | 2022-06-13 | 2022-07-29 | 广西民族大学 | Application of carane-3, 4-diol in aspect of serving as or preparing herbicide |
| CN114794105B (en) * | 2022-06-13 | 2024-03-15 | 广西民族大学 | Application of carane-3, 4-diol as or in preparation of herbicide |
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Application publication date: 20191115 |