CN107494537A - 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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- CN107494537A CN107494537A CN201710731028.6A CN201710731028A CN107494537A CN 107494537 A CN107494537 A CN 107494537A CN 201710731028 A CN201710731028 A CN 201710731028A CN 107494537 A CN107494537 A CN 107494537A
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- amino acid
- mosaic virus
- tobacco mosaic
- derivative
- resisting tobacco
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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)
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- General Health & Medical Sciences (AREA)
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- Agricultural Chemicals And Associated Chemicals (AREA)
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 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 industrialization, wide material sources, environment-friendly, and (protection, treated, passivation) with extraordinary activity of resisting tobacco mosaic virus
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 agricultural chemicals stereoselectivity of single chiral is mainly reflected in the active of target organismses and non-target organism is made
Into adverse effect.Meanwhile the residual concentration of agricultural chemicals in the environment will be reduced using the agricultural chemicals 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 first in nineteen fifty-one part l-amino acid can suppress 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 change after Tobacco Infected TMV is studied, Ta Menfa
Early infection TMV Nicotiana tabacum leaves GLN, asparagine, asparagine is now compared with the tobacco without infection TMV
Acid, glutamic acid, the content of serine have obvious reduction, and author speculates to be probably to participate in synthesizing some resist in itself with Nicotiana tabacum leaves
Sick related protein is relevant.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 relevant 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, larger limitation be present in the application in terms of anti-plant tobacco mosaic virus.Therefore, one kind is found not by people
Body absorbs, safer, and stable l-amino acid substitute turns into the emphasis of research in organism.
Natural amino acid configuration be L (except glycine because it without chirality), the amino acid meeting of very small amount 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 focus, the figure for having D- amino acid in many food additives, medicine and agricultural chemicals, 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 plain cefadroxil, insecticide fluvalinate.It is but it is noted that right
In the research of the anti-TMV activity of D- amino acid, report is still had no 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 to find one kind not to be absorbed by the body, it is safer,
The stable l-amino acid substitute in organism.Research finds that D- amino acid has anti-TMV activity, and anti-TMV activity reaches
Arrive 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
It is stable, it is suitable for field use.
Technical scheme is as follows：D- amino acid derivativges (formula I) and its in terms of resisting tobacco mosaic virus
Using.
A kind of D- amino acid derivativges, its structural formula are structure shown in formula I：
Amino acid is configured as D-form, R in 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
Thing, the compound including but not limited to 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 suppress tobacco mosaic disease.
The present invention compound can directly be used as resisting tobacco mosaic virus preparation, can also adding carrier use, and 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 isophthalic acids, 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, more poly oligosaccharide shapes
Used into interacting composition.These compositions show increased activity or superposition.
The present invention has the advantages of very big：(1) there is good water solubility, heat endurance, organic solvent solubility and life
Thing activity, is readily synthesized, and environment compatibility is good, to non-target organism safety.
(2) there is to be beneficial to industrialization, wide material sources, environment-friendly.
(3) there is extraordinary activity of resisting tobacco mosaic virus (protection, treating, passivation).
Brief description of the drawings：
Fig. 1 is the structure containing D- amino acid structures medicine and agricultural chemicals.
Fig. 2 is the representational D- amino-acid compounds of the present invention.
Embodiment
1 conventional bioassay of embodiment 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, the μ g/mL of virus concentration 10.Receive and cut after doing, along leaf middle arteries
To cuing open, the leaf of left and right half is dipped in 1 ‰ tween water and medicament respectively, 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：
3-5 leaf phase western cigarettes of coral of growing way uniformity are selected, complete stool spray pesticide, often handle 3 repetitions, and set 1 ‰ tweens
80 aqueous solution compare.After 24h, blade face dispenses diamond dust (500 mesh), and virus liquid is dipped with writing brush, in full leaf face along offshoot direction
Dab 2 times, blade lower section palm support, the μ g/mL of virus concentration 10, rinsed after inoculation with flowing water.Scab number, meter are recorded after 3d
Calculate preventive effect.
3rd, live body therapeutic action：
3-5 leaf phase western cigarettes of coral of growing way uniformity are selected, with writing brush full leaf virus inoculation, virus concentration is 10 μ g/mL, is connect
Rinsed after kind with flowing water.After blade face receipts are dry, complete stool spray pesticide, 3 repetitions are often handled, and set the control of the 1 ‰ Tween 80 aqueous solution.
Scab number is recorded after 3d, calculates preventive effect.
4th, live body passivation：
3-5 leaf phase western cigarettes of coral of growing way uniformity are selected, medicament is mixed into passivation 30min with isometric viral juice
Afterwards, frictional inoculation, the μ g/mL of virus concentration 20, rinsed, be repeated 3 times with flowing water after inoculation, if the 1 ‰ Tween 80 aqueous solution 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
Commercial medicine virazole is even above a bit.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.Data more than, we show that D- amino acid is a kind of potential anti-tobacco
The lead compound of mosaic virus.
Claims (7)
1. a kind of D- amino acid derivativges, it is characterised in that its structural formula is structure shown in formula I
Amino acid is configured as D-form, R in formula I1Represent hydrogen atom；Aromatic radical；Fat-based；Or amino acid；R2Represent hydrogen original
Son；Aromatic radical；Fat-based；Or amino acid；R3Represent hydrogen atom；Aromatic radical；Fat-based；Or amino acid.
2. derivative according to claim 1, it is characterised in that the aromatic radical be benzene, biphenyl, thick aromatic ring, fragrance it is miscellaneous
Ring or various electrons and electrophilic aromatic ring；The fat-based is alkane, alkene, alkadienes, alkynes or alkyl sulfonic acid；It is described
Amino acid is the natural or non-natural amino acid of D configurations or L-configuration.
3. derivative according to claim 1, it is characterised in that the derivative is
4. application of the D- amino acid derivativges in terms of tobacco mosaic virus (TMV) is suppressed described in claim 1.
5. application according to claim 4, it is characterised in that：It is directly used as the agent of plant resisting tobacco mosaic virus.
6. application according to claim 4, it is characterised in that the derivative is as resisting tobacco mosaic virus agent and other
Resisting tobacco mosaic virus preparation formed interacting composition use.
7. application according to claim 6, it is characterised in that other resisting tobacco mosaic virus preparations are benzo thiophene
Diazole (BTH), tiadinil (TDL), 4- methyl isophthalic acids, 2,3- thiadiazoles -5- formic acid (TDLA), D or L- beta-aminos succinic acid, disease
Western pyridine alkaloid, connection triazole class compounds XY-13 and XY-30, viral A, salicylic acid, ammonia in malicious azoles, Ningnanmycin, benzindole
One or more in base oligosaccharides, more poly oligosaccharides.
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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 |
Non-Patent Citations (3)
| Title |
|---|
| 杰弗里•佐贝: "《生物化学（下册）》", 30 November 1989, 复旦大学出版社 * |
| 谢偶生: "《常用化学试剂手册》", 30 April 1991, 中国医药科技出版社 * |
| 陈宜张: "《突触》", 31 January 2014, 上海科学技术出版社 * |
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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 |
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