CN107722032A - A kind of anhydrides compound with prodenia litura cytotoxicity and its preparation method and application - Google Patents
A kind of anhydrides compound with prodenia litura cytotoxicity and its preparation method and application Download PDFInfo
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- CN107722032A CN107722032A CN201710932387.8A CN201710932387A CN107722032A CN 107722032 A CN107722032 A CN 107722032A CN 201710932387 A CN201710932387 A CN 201710932387A CN 107722032 A CN107722032 A CN 107722032A
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- prodenia litura
- cytotoxicity
- ethyl acetate
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
- C12P17/181—Heterocyclic compounds containing oxygen atoms as the only ring heteroatoms in the condensed system, e.g. Salinomycin, Septamycin
Abstract
The invention discloses a kind of anhydrides compound with prodenia litura cytotoxicity, and it has such as the structure in following formula (I)：The compound has preferable prodenia litura cytotoxicity.Application the invention also discloses the preparation method of above-mentioned anhydrides compound and its in the poisoning agent with prodenia litura toxic action is prepared.
Description
Technical field
The invention belongs to anhydrides compound technical, and in particular to a kind of acid anhydrides with prodenia litura cytotoxicity
Class compound and its preparation method and application.
Background technology
Prodenia litura (Spodoptera litura Fabricius), belong to Lepidoptera (Lepidoptera) Noctuidae
(Noctuidae) agrotis, rhizome of Chinese monkshood worm etc., also known as lotus Autographa spp, are commonly called as, is a kind of omnivorousness of worldwide occurrence and distribution, sudden and violent
The crop pests of feeding habits, it is distributed in Tropical Asian, subtropical zone, European-Mediterranean Area and Africa.China is each
There is generation on ground, occurred especially with warm area on the south Huaihe River it is more, occur in the middle and lower reach of Yangtze River and South China's year population number compared with
Greatly, it is northern then even have generation.Prodenia litura is not only geographically widely distributed, and the host range endangered is wider, it was reported that
The host plant that prodenia litura can endanger is up to 109 section 389 kinds (including mutation), except Chinese cabbage, cabbage, radish, leaf mustard etc. ten
Outside Zi Hua sections vegetables, in addition to spinach and leek, green onion etc., it is related to pteridophyte, gymnosperm, dicotyledon and unifacial leaf
Plant.In 1 year 4~5 generation of North China, in the generation of South China 6~9, generation overlap is serious, no diapause characteristic.Female adult pest all one's life can
8~17 pieces of spawning, about 1 000~2 000, at most up to 3 000, as long as environmental condition is suitable, its population density
Increase rapidly, usually population outbreak.The frequency that prodenia litura breaks out in recent years substantially increases, area expands year by year, causes harm increasingly
Seriously.The tomato of Hainan Island large-scale planting, capsicum, eggplant, watermelon, balsam pear, cowpea, wild cabbage, Chinese cabbage etc. are all by the worm
Evil, proportion of crop planting production and its economic benefit are had a strong impact on, it is very harmful.
The pests occurrence rule and temperature of prodenia litura, things etc. are closely related, for some other insects, twill night
Moth likes high temperature, and generally at a temperature of 28~30 DEG C, it can quickly be grown, so summer is often twill
The season occurred frequently of noctuid, and the critical period of preventing and treating prodenia litura.On the other hand, the food of prodenia litura is its host to it
Generation also has a great impact, and the larva of prodenia litura has extensive feeding habits, and many crops, plant are all unable to escape its harm,
But it also has certain hobby selection for food, and different foods grow to it to have a great influence.Spodoptera litura larvae feeding
Amount is big, and it can frequently result in crop Severe Reduction, or even No kernels or seeds are gathered, as in a year of scarcity in the big generation in somewhere.
In actual production, chemical prevention becomes a kind of essential measure of preventing and treating prodenia litura.Just due to changing
Insecticide is learned frequently with nonstandard use, is killed, substantial amounts of natural enemy in killing farmland, is weakened natural in farmland ecosystem
Governing factor causes it to break out year after year the control action of prodenia litura.Preventing and treating to prodenia litura, people's ordinary priority consider
Be chemical pesticide.Forefathers' research shows that carbaryl not only has higher penetrating power and insecticidal activity to Spodoptera litura larvae,
The fecundity of prodenia litura adult can also be reduced.Meanwhile research finds part pyrethrin pesticide (such as fenvalerate, bromine cyanogen chrysanthemum
Ester) there is preferable prevention effect to Spodoptera litura larvae.Afterwards, pyrethrin pesticide and its therewith the Compositional type chemical pesticide of mixture
Constantly there is document report to Spodoptera litura larvae field control effectiveness test.However, people just have found prodenia litura to a variety of chemistry quickly
Agricultural chemicals generates the different degrees of resistance to the action of a drug, and prevention effect lowers.The resistance to the action of a drug is one of major reason for causing the worm rampant,
It is the key factor for influenceing insecticide using effect.In India, nineteen ninety-five respectively compared with 1961,1970 and 1987, twill
Noctuid is to Dalmatian chrysanthemum, 5a,6,9,9a-hexahydro-6,9-methano-2,4, lindane, Azodrin, fenifrothion, Rogor, malathion, Entex, parathion-methyl, chlorine cyanogen chrysanthemum
The resistance of ester, fenvalerate and decis is remarkably reinforced.It is domestic that also successively report prodenia litura to pyrethroid and has
The Phosphorus agricultural chemicals of machine generates resistance.AVM, chlopyrifos, effective cypermethrin and indoxacarb are in Hainan Island for a long time in field
Between frequency of use it is high, thus generated the serious resistance to the action of a drug.The prodenia litura children of feeding difference host plant is found simultaneously
Certain difference to the resistance of agricultural chemicals be present in worm.Because the problem of a large amount of uses of agricultural chemicals cause is on the rise, so as to compel to make one
Explore environmentally friendly harmonious prodenia litura control new way.
For a long time, it is a large amount of when preventing and treating agricultural pest to use the efficient, chemical pesticide of wide spectrum, killing the same of pest and disease damage
When, many beneficial natural enemies have also been eliminated, the ecological balance of nature is received heavy damage.And due in a regional company
It is continuous to use, gradually pathogenic microorganism is developed immunity to drugs, not only cause the use of chemical pesticide to produce a desired effect, on the contrary
Agricultural product and environment can be polluted, and then endanger human health.It is universal by people in environmental consciousness and agricultural sustainable development thought
Today of receiving, find other are alternative, toxic side effect is small, safely and effectively, the biological source that is compatible with the environment naturally produces
Thing pesticide control crop disease, ensure the production of non-harmful product and pollution-free food.
In recent years, most attention of the insecticidal materials by people is found in screening from natural products, is to find new biology
One of important channel of agricultural chemicals.It is very fast that the metabolin as caused by microorganism as agricultural chemicals is that farm antibiotics develops in recent years
Speed, it has also become one of microbial pesticide main body, available for biological control or a new sources of offer environmental sound agricultural chemicals.
Microorganisms have the secondary metabolite of anti-agricultural pest activity, are opened newly for research and development biological source natural products agricultural chemicals
Approach, there is great application value and potentiality to be exploited.
The content of the invention
It is an object of the invention to provide a kind of anhydrides compound with prodenia litura cytotoxicity, compound tool
There is preferable prodenia litura cytotoxicity.
The present invention also aims to provide the preparation side of the above-mentioned anhydrides compound with prodenia litura cytotoxicity
Method, the preparation method concise in technology, cost are low.
Third object of the present invention is that providing the above-mentioned anhydrides compound with prodenia litura cytotoxicity is making
Application in the standby poisoning agent with prodenia litura toxic action.
First purpose of the present invention is achieved through the following technical solutions：One kind has prodenia litura cytotoxicity
Anhydrides compound, it has such as the structure in following formula (I)：
The structural formula of the compound is C18H20O6, actual measurement molecular weight is 331.1184 ([M-H]-Molecular ion peak, its [M-
H]-331.1182) theoretical molecular is.
Described anhydrides compound is the aspergillus fumigatus (Aspergillus for CGMCC No.14155 by preserving number
Fumigatus) caused by JRJ111048 fermentations.
Preserving number is that CGMCC No.14155 aspergillus fumigatus (Aspergillus fumigatus) JRJ111048 passes through
Mangrove point leaf halogen fern Ye Neisheng Aspergillus culture screening in Hainan obtains, and the Aspergillus is from picking up from China Hainan Haikou Dong Zhaigang
Separate and obtain in the blade of the mangrove point leaf halogen fern of mangrove, and aspergillus fumigatus is accredited as through molecular biology research
(Aspergillus fumigatus)。
Aspergillus fumigatus bacterial strain JRJ111048 Classification And Nomenclature：Aspergillus fumigatus (Aspergillus fumigatus), preservation
Unit：China Committee for Culture Collection of Microorganisms's common micro-organisms center (abbreviation CGMCC, address：Chaoyang District, Beijing City north
The institute 3 of occasion West Road 1, Institute of Microorganism, Academia Sinica), preservation address：BeiJing, China, preservation date：September 4 in 2017
Day, preserving number：CGMCC No. 14155.
Second object of the present invention is achieved through the following technical solutions：It is above-mentioned that there is prodenia litura cytotoxicity
Anhydrides compound preparation method, comprise the following steps：
(1) aspergillus fumigatus JRJ111048 is inoculated in after slant activation in ME culture mediums, with 180 at 26~30 DEG C
~250rmin-13~5d of shaken cultivation, ME culture mediums are inoculated into according still further to 3~10% inoculum concentration (volumn concentration)
In, 26~30 DEG C, 180~250rmin-112~15d of shaken cultivation, obtains zymotic fluid；
(2) with isometric ethyl acetate extractive fermentation liquid, acetic acid ethyl acetate extract is concentrated under reduced pressure into dry, slightly carried
Take thing；
(3) crude extract is suspended with distilled water, then extracted successively with isometric chloroform and ethyl acetate, obtained
Chloroform extract layer A, ethyl acetate extract layer B and water layer position C, silica gel then is carried out to ethyl acetate extract layer B and opens post layer
Analysis, it is 100 with volume ratio:0、100:1、100:2、100:4、100:8、0:100 chloroform-methanol gradient elution, obtains son and evaporates
Divide B1, B2, B3, B4, B5 and B6, ODS column chromatographies are carried out to sub- fraction B 2 and Sephadex-LH20 column chromatographies separate, i.e.,
Obtain the anhydrides compound with prodenia litura cytotoxicity.
In this has the preparation method of anhydrides compound of prodenia litura cytotoxicity：
ME culture mediums 1L described in step (1) contains the component of following quality：The g of malt extract 8~10, sucrose 16
~20g, 2~4g of peptone, the pH most 7.0~7.2 of described ME culture mediums.
With isometric ethyl acetate extractive fermentation liquid 2~3 times in step (2), the temperature being concentrated under reduced pressure is 40~60
℃。
Third object of the present invention is achieved through the following technical solutions：Above-mentioned anhydrides compound is preparing tool
There is the application in the poisoning agent of prodenia litura toxic action.
Preferably, described poisoning agent be applied to preventing and treating prodenia litura harm cotton, tobacco, soybean, glycan, peanut,
In sesame, lotus rhizome, Chinese cabbage, cabbage, radish, leaf mustard, spinach, leek or the crops of green onion.
Compared with prior art, the invention has the advantages that：
(1) the anhydrides compound of structure of the invention as shown in formula (I) has no the isolated mistake from microorganism, and structure is not
Appeared in the newspapers, and be a novel compound；
(2) present invention shows that the anhydrides compound with the structure as shown in formula (I) has by biological activity test experiment
There is strong prodenia litura cytotoxicity, such compound can be used as prodenia litura poisoning agent and be used to prevent and treat prodenia litura danger
The farmings such as evil cotton, tobacco, soybean, glycan, peanut, sesame, lotus rhizome, Chinese cabbage, cabbage, radish, leaf mustard, spinach, leek, green onion
The biological pesticide of thing.
Brief description of the drawings
Fig. 1 is the high resolution mass spectrum in embodiment 4；
Fig. 2 is in embodiment 41H one-dimensional nuclear magnetic resonances are composed；
Fig. 3 is in embodiment 413C one-dimensional nuclear magnetic resonances are composed；
Fig. 4 is HSQC ID NMR speetnas in embodiment 4；
Fig. 5 is HMBC ID NMR speetnas in embodiment 4；
Fig. 6 is in embodiment 41H-1H COSY ID NMR speetnas；
Fig. 7 is ROESY ID NMR speetnas in embodiment 4；
Embodiment
In example below, mass spectrograph is Bruker amaZon SL (low resolution) and the TOF LC-MS of Agilent 6210
(high-resolution) mass spectrograph.NMR spectrometer with superconducting magnet is Bruker AVIII-500.Silica gel for thin layer chromatography GF254 and column chromatography silicon
Glue (200-300 mesh) is Haiyang Chemical Plant, Qingdao's product.Anti-phase ODS fillers and Sephadex LH-20 are U.S. Merck
Products.Water is dual distilled water, and other reagents are that analysis is pure.In biological activity test experiment, prodenia litura is killed
Worm active testing model is with reference to Medicinal Chemistry Research, 2014,23 (7):3347-3352(CA-4,a
natural cis-stibene compound with potential insecticidal activity.Xiu-Qing
Lv,Gang Feng,Ying-Qian Liu,Xiang Nan,Liu Yang).Positive insecticide nimbin is purchased from Haikou Shengjing city section
Skill Co., Ltd.
Embodiment 1
The isolated fungi bacterium from the blade of mangrove point leaf halogen fern for picking up from China Hainan Haikou Dong Zhai mangrove
Strain JRJ111048, and it is accredited as aspergillus fumigatus Aspergillus fumigatus, the classification of the bacterial strain through molecular biology research
Name：Aspergillus fumigatus (Aspergillus fumigatus), depositary institution：China Committee for Culture Collection of Microorganisms is common
Microorganism center (abbreviation CGMCC, address：The institute 3 of BeiChen West Road, Chaoyang District, BeiJing City 1, Chinese Academy of Sciences's microbe research
Institute), preservation address：BeiJing, China, preservation date：On September 4th, 2017, preserving number：CGMCC No. 14155.
The GenBank accession number of the 18S rRNA gene orders of the bacterial strain is MF817615, and its sequence is：
The bacterial strain JRJ111048 bulk fermentations of embodiment 2 and its fermentate sample-pretreating method
By aspergillus fumigatus Aspergillus fumigatus JRJ111048 through slant activation, it is inoculated in ME culture mediums,
28℃、210r·min-1Shaken cultivation 3d, it is inoculated into according to 5% inoculum concentration in 20L ME culture mediums, 28 DEG C, 220rmin-1
Shaken cultivation 13d, obtains zymotic fluid.With isometric ethyl acetate (20L) extractive fermentation liquid, extraction 3 times is repeated, merges second
Acetoacetic ester extract solution is simultaneously concentrated under reduced pressure into dry at 60 DEG C, obtains crude extract.The ME culture mediums by it is following by weight
The component composition of volume basis：Malt extract 10g/L, sucrose 20g/L, peptone 2g/L, regulation pH value to 7.0.
The separation of the compound of embodiment 3
The gained crude extract of embodiment 2 is suspended with distilled water, then successively with isometric chloroform and acetic acid second
Ester extracts, and obtains chloroform extract layer (A), ethyl acetate extract layer (B) and water layer position (C).Silicon is carried out to ethyl acetate layer (B)
Plastic column chromatography, it is 100 with volume ratio:0、100:1、100:2、100:4、 100:8、0:100 chloroform-methanol gradient elution, is obtained
To B1, B2, B3, B4, B5 and B6 totally 6 sub- cuts.ODS column chromatographies and Sephadex-LH20 are carried out to fraction B 2 (833.5mg)
Column chromatography for separation, obtain anhydrides compound 1 (9.6mg).
The Structural Identification of the compound of embodiment 4
By high resolution mass spectrum (as shown in Figure 1), nuclear magnetic resonance (including one-dimensional, two dimensional NMR experiments) (such as Fig. 2-7 institutes
Show) etc. a variety of Wave Spectrum means the structure of above compound is determined, for the anhydrides chemical combination with new construction do not reported
Thing, it is named as glaucinic acid.
Its1H、13C NMR datas are as shown in table 1 below：
The nuclear magnetic resonance data and ownership (CDCl of the compound 1 of table 13For test solvent, δ units are ppm)
Structural formula is as follows：
The prodenia litura cytotoxicity test of the extract sample of embodiment 5, fraction sample and compound 1
5.1 for examination biology：Prodenia litura ovum picks up from the lotus of the non-dispenser in Haikou Longhua District Meilan District Guilin Yang Fuyun villages
Lotus root leaf, in captive breeding more generations indoors, the same pieces of an egg of picking have just hatched 2h newly hatched larvae for examination during experiment.
5.2 test method
Insecticidal activity mixes malicious method using feed.First by test sample (fraction B 2 in crude extract, embodiment 3 in embodiment 2,
Compound 1) with acetone 1mg/mL is configured to, indivedual insoluble samples add a small amount of DMSO (content is below 1%), prepare twill
Noctuid meridic diet, add 1mL meridic diets in every hole of 12 well culture plates while hot.After feed solidification, add per hole and treat
The μ L of test sample product 20, each sample add 10 holes, are repeated 3 times.After the solvent is volatilized, 2h twill night after access 1 is hatched per hole
Moth newly hatched larvae, it is put into temperature and is 25 ± 1 DEG C, is raised in the insectary of humidity 80%, with acetone (acetone+cosolvent) for solvent
Control, nimbin compare as medicament, and 7d, 10d, 14d and 20d check test worm death condition after worm is connect, and calculate dead
Die rate.
5.3 insecticidal activity results
Fraction B 2 and compound 1 are very strong to the toxic action of Spodoptera litura larvae, slightly below comparison medicament nimbin.With
The extension of processing time, the death rate is in rising trend, and concrete activity result is as shown in table 2 below.
Intoxicating Symptom Observation finds fraction B 2 and compound 1 growing with certain suppression work to prodenia litura
With, be embodied in processing test worm body weight increase it is slow, individual it is smaller.Into prepupal period, control test worm can normally pupate, and
Pupal cell is full.And after treatment group test worm enters prepupal period, it is impossible to slough off epidermis and then form mature larva；Indivedual larvas can only slough off
Remove part epidermis and then form the pupa state of half larva half；Compared with the control, pupal cell is less than normal for the test worm that can normally pupate, and indivedual pupas go out
Existing deformity.During into the adult stage, control survival test worm can normally sprout wings, and treatment group test worm eclosion rate is relatively low, and moth body is smaller,
Part adult normally can not break pupa and go out and then form the lopsided adult of the adult of half pupa half.
Toxic action of the test sample of table 2 to Spodoptera litura larvae
A part of specific embodiment is enumerated above, and the present invention will be described, it is necessary to it is pointed out here that be specific real up and down
Apply example and be served only for that the present invention is further illustrated, do not represent limiting the scope of the invention.Other people are according to this hair
The nonessential modification of bright some made and adjustment still fall within protection scope of the present invention.
Sequence table
<110>China tropic Agriculture Academy Sciences tropic Biotechnology Research Institute
<120>A kind of anhydrides compound with prodenia litura cytotoxicity and its preparation method and application
<160> 1
<170> SIPOSequenceListing 1.0
<210> 1
<211> 1265
<212> DNA
<213>Aspergillus fumigatus (Aspergillus fumigatus)
<400> 1
cgaatggctc attaaatcag ttatcgttta tttgatagta ccttactaca tggatacctg 60
tggtaattct agagctaata catgctaaaa acctcgactt cggaaggggt gtatttatta 120
gataaaaaac caatgccctt cggggctcct tggtgaatca taataactta acgaatcgca 180
tggccttgcg ccggcgatgg ttcattcaaa tttctgccct atcaactttc gatggtagga 240
tagtggccta ccatggtggc aacgggtaac ggggaattag ggttcgattc cggagaggga 300
gcctgagaaa cggctaccac atccaaggaa ggcagcaggc gcgcaaatta cccaatcccg 360
acacggggag gtagtgacaa taaatactga tacggggctc ttttgggtct cgtaattgga 420
atgagtacaa tttaaatccc ttaacgagga acaattggag ggcaagtctg gtgccagcag 480
ccgcggtaat tccagctcca atagcgtata ttaaagttgt tgcagttaaa aagctcgtag 540
ttgaaccttg ggtctggctg gccggtccgc ctcaccgcga gtactggtcc ggctggacct 600
ttccttctgg ggaaccccat ggccttcact ggctgtgggg ggaaccagga cttttactgt 660
gaaaaaatta gagtgttcaa agcaggcctt tgctcgaata cattagcatg gaataataga 720
ataggacgtg cggttctatt ttgttggttt ctaggaccgc cgtaatgatt aatagggata 780
gtcgggggcg tcagtattca gctgtcagag gtgaaattct tggatttgct gaagactaac 840
tactgcgaaa gccttcgcca aggatgtttt cattaatcag ggaacgaaag ttaggggatt 900
gaagacgatc agataccgtt gtagttttaa ccataaacta tgccgactag ggatcgggcg 960
gtgtttttat gatgaccccc tcggcccctt acgagaaatc aaagtttttg ggttttgggg 1020
ggagtatggt cgcaaggctg aaacttaaag aaattgacgg aagggcaccc caaggcgtgg 1080
agcctgcggc ttaatttgac tcaacccggg gaaactcacc aggtccagac aaaataagga 1140
ttgacagatt gagagctctt tcttgatctt ttggatggtg gtgcatggcc gtttttagtt 1200
ggtggagtga tttgtttgct taattgcgat aacgaacgag acctcggccc ttaaatagcc 1260
cggtc 1265
Claims (7)
1. a kind of anhydrides compound with prodenia litura cytotoxicity, it is characterized in that：It has such as the knot in following formula (I)
Structure：
2. the anhydrides compound according to claim 1 with prodenia litura cytotoxicity, it is characterized in that：Described acid
Compound anhydride is the aspergillus fumigatus (Aspergillus fumigatus) for CGMCC No.14155 by preserving number
Caused by JRJ111048 fermentations.
3. the preparation method of the anhydrides compound with prodenia litura cytotoxicity described in claim 2, it is characterized in that bag
Include following steps：
(1) aspergillus fumigatus JRJ111048 is inoculated in after slant activation in ME culture mediums, at 26~30 DEG C with 180~
250r·min-13~5d of shaken cultivation, it is inoculated into according still further to 3~10% inoculum concentration (volumn concentration) in ME culture mediums,
26~30 DEG C, 180~250rmin-112~15d of shaken cultivation, obtains zymotic fluid；
(2) with isometric ethyl acetate extractive fermentation liquid, acetic acid ethyl acetate extract is concentrated under reduced pressure into dry, obtains coarse extraction
Thing；
(3) crude extract is suspended with distilled water, then extracted successively with isometric chloroform and ethyl acetate, obtain chloroform
Extract layer A, ethyl acetate extract layer B and water layer position C, silica gel then is carried out to ethyl acetate extract layer B and opens column chromatography, is used
Volume ratio is 100:0、100:1、100:2、100:4、100:8、0:100 chloroform-methanol gradient elution, obtain sub- fraction B 1,
B2, B3, B4, B5 and B6, ODS column chromatographies are carried out to sub- fraction B 2 and Sephadex-LH20 column chromatographies separate, that is, are had
There is the anhydrides compound of prodenia litura cytotoxicity.
4. the preparation method of the anhydrides compound according to claim 3 with prodenia litura cytotoxicity, its feature
It is：ME culture mediums 1L described in step (1) contains the component of following quality：8~10g of malt extract, 16~20g of sucrose,
2~4g of peptone, the pH most 7.0~7.2 of described ME culture mediums.
5. the preparation method of the anhydrides compound according to claim 3 with prodenia litura cytotoxicity, its feature
It is：With isometric ethyl acetate extractive fermentation liquid 2~3 times in step (2), the temperature being concentrated under reduced pressure is 40~60 DEG C.
6. application of the anhydrides compound in the poisoning agent with prodenia litura toxic action is prepared described in claim 1.
7. application according to claim 6, it is characterized in that：Described poisoning agent is applied to the cotton of preventing and treating prodenia litura harm
Flower, tobacco, soybean, glycan, peanut, sesame, lotus rhizome, Chinese cabbage, cabbage, radish, leaf mustard, spinach, leek or the crops of green onion
In.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116349656A (en) * | 2023-05-26 | 2023-06-30 | 云南省烟草公司昆明市公司 | Method for large-scale propagation of noctuid black egg bees |
| CN116349656B (en) * | 2023-05-26 | 2023-08-22 | 云南省烟草公司昆明市公司 | Method for large-scale propagation of noctuid black egg bees |
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