CN107494537B - The application of D- amino acid and its derivative in terms of resisting tobacco mosaic virus - Google Patents
The application of D- amino acid and its derivative in terms of resisting tobacco mosaic virus Download PDFInfo
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- CN107494537B CN107494537B CN201710731028.6A CN201710731028A CN107494537B CN 107494537 B CN107494537 B CN 107494537B CN 201710731028 A CN201710731028 A CN 201710731028A CN 107494537 B CN107494537 B CN 107494537B
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- amino acid
- tobacco mosaic
- mosaic virus
- resisting tobacco
- derivative
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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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
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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)
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Abstract
The present invention provides a kind of D amino acid derivativges and its application in terms of resisting tobacco mosaic virus, the structural formula of D amino acid derivativges is structure shown in general formula I, its anti-TMV activity reaches or better than commercial varieties virazole, and it is not absorbed by the body, it is safer, D amino acid is more more stable than L amino acid, is suitable for field use.Have the characteristics that beneficial to industrializing, derive from a wealth of sources, environmental-friendly, and with extraordinary activity of resisting tobacco mosaic virus (protection is treated, passivation)
Description
Technical field
The present invention relates to the application of D- amino acid and its derivative in terms of anti-plant tobacco mosaic virus.
Background technology
The pesticide stereoselectivity of single chiral is mainly reflected in the activity of target organisms and non-target organism is made
Into adverse effect.Meanwhile it will reduce pesticide residual concentration in the environment using the pesticide of single enantiomer and change
Residual composition of isomers etc., and then mitigate the pressure (ecological environment, 2008,17,1268-1275) to environment.
Ryzkov etc. reported for the first time in nineteen fifty-one part l-amino acid can inhibit tobacco mosaic disease (Ryzkov, V,
L.Dokl.Akad.Nauk.1951,80,677-680).(Commoner, the B. such as nineteen fifty-three, Commoner；Nehari,
V.J.Gen.Physiol.1953,36,791-805) the amino acid variation after Tobacco Infected TMV is studied, Ta Menfa
Now the Nicotiana tabacum leaves glutamine of early infection TMV, asparagine, asparagine are compared with without infecting the tobacco of TMV
Acid, glutamic acid, the content of serine have apparent reduction, and author speculates to may be to participate in synthesizing some resist in itself with Nicotiana tabacum leaves
Sick related protein is related.Then, the tobacco that nineteen sixty, Gubanski etc. are reported in infection TMV shows meeting during withered spot
The reaction of a glutamic acid decarboxylase occurs, author thinks that this phenomenon is related with the enhancing of γ-aminobutyric acid in plant
(Gubanski, M, S.Nature.1960,21,657-658), but l-amino acid is easily absorbed by the body, and in organism
In it is unstable, there are larger limitations in the application in terms of anti-plant tobacco mosaic virus.Therefore, one kind is found not by people
Body absorbs, safer, and the l-amino acid substitute stablized in organism becomes the emphasis of research.
Natural amino acid configuration be L (except glycine because it without chirality), the amino acid meeting of minute quantity D configurations
Exist in the internal organ of bacterium and animal, such as D- amino acid participates in the peptide glycan of synthesis bacterium.D- amino acid people the most are ripe
The characteristics of knowing is its toxicity, but is changed for an angle, and toxicity can be converted into drug effect.As shown in Figure 1, D- amino acid in recent years
Research be increasingly becoming a hot spot, the figure for having D- amino acid in many food additives, drug and pesticide, e.g.,
Treat the medicine Tadalafei of male sexual disfunction, sweetener alitame, antibiotic Amoxicillin, antibiotic An Kaxilin, anti-
The structure all containing D- amino acid such as raw element cefadroxil, insecticide fluvalinate.It is however it is noted that right
In the research of the anti-TMV activity of D- amino acid, still have not been reported at present.
The content of the invention
In view of the above-mentioned problems of the prior art, the purpose of the present invention is finding one kind not to be absorbed by the body, it is safer,
The l-amino acid substitute stablized in organism.Research finds that D- amino acid has anti-TMV activity, and anti-TMV activity reaches
It arrives or better than commercial varieties virazole, and D- amino acid is not absorbed by the body, safer, D- amino acid is than l-amino acid more
Stablize, be suitable for field use.
Technical scheme is as follows：D- amino acid derivativges (general formula I) and its in terms of resisting tobacco mosaic virus
Using.
A kind of D- amino acid derivativges, structural formula are structure shown in general formula I：
Amino acid is configured as D-form, R in general formula I of the present invention1Represent hydrogen atom；Aromatic radical：Benzene, biphenyl,
Thick aromatic ring, aromatic heterocycle, various electrons and electrophilic aromatic ring；Fat-based：Various alkane, alkene, alkadienes, alkynes, alkyl
Sulfonic acid；Amino acid：The natural and non-natural amino acid of various D configurations and L-configuration；R2Represent hydrogen atom；Aromatic radical：Benzene,
Biphenyl, thick aromatic ring, aromatic heterocycle, various electrons and electrophilic aromatic ring；Fat-based：Various alkane, alkene, alkadienes, alkynes,
Alkyl sulfonic acid；Amino acid：The natural and non-natural amino acid of various D configurations and L-configuration；R3Represent hydrogen atom；Aromatic radical：
Benzene, biphenyl, thick aromatic ring, aromatic heterocycle, various electrons and electrophilic aromatic ring；Fat-based：Various alkane, alkene, alkadienes, alkynes
Hydrocarbon, alkyl sulfonic acid；Amino acid：The natural and non-natural amino acid of various D configurations and L-configuration；Chemical combination of the present invention
Object includes but not limited to compound shown in Fig. 2.
It is an object of the invention to provide the application of D- amino acid and derivative in resisting tobacco mosaic virus.The present invention is logical
Compound described in Formulas I compares the activity for having significant anti-TMV with virazole, can effectively inhibit tobacco mosaic disease.
The compound of the present invention can directly be used as resisting tobacco mosaic virus preparation, can also adding carrier use, also
Resisting tobacco mosaic virus agent and other resisting tobacco mosaic virus preparations can be used as, such as diazosulfide (BTH), tiadinil
(TDL), 4- methyl-1s, 2,3- thiadiazoles -5- formic acid (TDLA), D or L- beta-aminos succinic acid, virazole, Ningnanmycin, benzo
Indolizidine alkaloid, connection triazole class compounds XY-13 and XY-30, viral A, salicylic acid, amino-oligosacchride, poly oligosaccharides shape
It is used into interacting composition.These compositions show increased activity or superposition.
The present invention has the advantages that very big：(1) there is good water solubility, thermal stability, organic solvent solubility and life
Object activity, is readily synthesized, and environment compatibility is good, to non-target organism safety.
(2) have the characteristics that be beneficial to industrialize, derive from a wealth of sources, is environmental-friendly.
(3) there is extraordinary activity of resisting tobacco mosaic virus (protection is treated, passivation).
Description of the drawings：
Fig. 1 is the structure containing D- amino acid structures drug and pesticide.
Fig. 2 is the representative D- amino-acid compounds of the present invention.
Specific embodiment
The conventional bioassay of embodiment 1 surveys the activity of resisting tobacco mosaic virus
1st, isolated activity
The of the right age blade of the western cigarette of frictional inoculation coral, is rinsed with flowing water, 10 μ g/mL of virus concentration.It receives and is cut after doing, along leaf middle arteries
To cuing open, half leaf of left and right is dipped in respectively in 1 ‰ tween water and medicament, is taken out after 30min, the moisturizing culture under suitable illumination temperature,
Every 3 leaves are 1 repetition, are repeated 3 times.Scab number is recorded after 3d, calculates preventive effect.
2nd, live body protective effect：
Uniform 3-5 leaf phase western cigarette of coral of growing way is selected, complete stool spray pesticide often handles 3 repetitions, and sets 1 ‰ tweens
80 aqueous solutions compare.After for 24 hours, blade face dispenses diamond dust (500 mesh), and virus liquid is dipped with writing brush, in full leaf face along offshoot direction
It dabs 2 times, blade lower section palm support, 10 μ g/mL of virus concentration are rinsed after inoculation with flowing water.Scab number, meter are recorded after 3d
Calculate preventive effect.
3rd, live body therapeutic effect：
Uniform 3-5 leaf phase western cigarette of coral of growing way is selected, with writing brush full leaf virus inoculation, virus concentration is 10 μ g/mL, is connect
It is rinsed after kind with flowing water.After blade face receipts are dry, complete stool spray pesticide often handles 3 repetitions, and sets the control of 1 ‰ Tween 80 aqueous solutions.
Scab number is recorded after 3d, calculates preventive effect.
4th, live body passivation：
Uniform 3-5 leaf phase western cigarette of coral of growing way is selected, medicament is mixed into passivation 30min with isometric viral juice
Afterwards, frictional inoculation, 20 μ g/mL of virus concentration are rinsed with flowing water after inoculation, are repeated 3 times, if 1 ‰ Tween 80 aqueous solutions compare.
Number scab number after 3d, calculates preventive effect.
Inhibiting rate (%)=[(control withered spot number-processing withered spot number)/control withered spot number] × 100%
Table 1 is the active testing result of partial amino-acid resisting tobacco mosaic virus.
As shown in Fig. 2 and table 1, either D- amino acid or l-amino acid all show relatively good anti-TMV activity, have
A little even above commercial medicine virazoles.Simultaneously by table 1 it can also be seen that for some amino acid, D- amino acid compares L-
The anti-TMV activity of amino acid live body is slightly higher.By above data, we show that D- amino acid is a kind of potential anti-tobacco
The lead compound of mosaic virus.
Claims (3)
1. application of a kind of D- amino acid derivativges in terms of tobacco mosaic virus (TMV) is inhibited, which is characterized in that the derivative is
。
2. application according to claim 1, it is characterised in that：The derivative is straight as plant resisting tobacco mosaic virus agent
Connect use.
3. application according to claim 1, which is characterized in that the derivative is as resisting tobacco mosaic virus agent and other
Resisting tobacco mosaic virus preparation formed interacting composition use；The others resisting tobacco mosaic virus preparation is benzo thiophene two
Azoles (BTH), tiadinil (TDL), 4- methyl-1s, 2,3- thiadiazoles -5- formic acid (TDLA), D or L- beta-aminos succinic acid, virus
Western pyridine alkaloid, connection triazole class compounds XY-13 and XY-30, virus A, salicylic acid, amino in azoles, Ningnanmycin, benzindole
One or more in oligosaccharides, poly oligosaccharides.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710731028.6A CN107494537B (en) | 2017-08-23 | 2017-08-23 | The application of D- amino acid and its derivative in terms of resisting tobacco mosaic virus |
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| CN201710731028.6A CN107494537B (en) | 2017-08-23 | 2017-08-23 | The application of D- amino acid and its derivative in terms of resisting tobacco mosaic virus |
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| CN107494537A CN107494537A (en) | 2017-12-22 |
| CN107494537B true CN107494537B (en) | 2018-05-25 |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1792163A (en) * | 2005-12-29 | 2006-06-28 | 云南省烟草科学研究所 | Mixed agricultural chemicals for anti-tobacco virus |
| CN105884674A (en) * | 2015-01-05 | 2016-08-24 | 南开大学 | Tryptophan derivative, preparing method and application in preventing and treating plant viruses, killing bacteria and killing insects |
-
2017
- 2017-08-23 CN CN201710731028.6A patent/CN107494537B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1792163A (en) * | 2005-12-29 | 2006-06-28 | 云南省烟草科学研究所 | Mixed agricultural chemicals for anti-tobacco virus |
| CN105884674A (en) * | 2015-01-05 | 2016-08-24 | 南开大学 | Tryptophan derivative, preparing method and application in preventing and treating plant viruses, killing bacteria and killing insects |
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| CN107494537A (en) | 2017-12-22 |
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Address after: 262725 Shandong city of Weifang province Shouguang Hou town project area nine west 500 meters north of the new road Patentee after: Shandong Boyuan Pharmaceutical Chemical Co., Ltd Patentee after: NANKAI University Address before: 262725 Shandong city of Weifang province Shouguang Hou town project area nine west 500 meters north of the new road Patentee before: SHANDONG BOYUAN PHARMACEUTICAL & CHEMICAL Co.,Ltd. Patentee before: NANKAI University |
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Address after: 262725 200m north of the intersection of Xinhai road and Dajiu Road, marine chemical park, Hou Town, Shouguang City, Weifang City, Shandong Province Patentee after: Shandong Boyuan Pharmaceutical Chemical Co.,Ltd. Patentee after: Nankai University Address before: 262725 Xinsha Road North, 500m west of Dajiu Road, Houzhen project area, Shouguang City, Weifang City, Shandong Province Patentee before: Shandong Boyuan Pharmaceutical Chemical Co.,Ltd. Patentee before: Nankai University |