CN102190614B - Application of natural seaweed endophytic fungus diterpene alkaloid compound - Google Patents
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- CN102190614B CN102190614B CN 201010131131 CN201010131131A CN102190614B CN 102190614 B CN102190614 B CN 102190614B CN 201010131131 CN201010131131 CN 201010131131 CN 201010131131 A CN201010131131 A CN 201010131131A CN 102190614 B CN102190614 B CN 102190614B
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- alkaloid compound
- diterpene alkaloid
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- ethyl acetate
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- -1 diterpene alkaloid compound Chemical class 0.000 title claims abstract description 23
- 241000233866 Fungi Species 0.000 title claims abstract description 18
- 229930002995 diterpene alkaloid Natural products 0.000 title claims abstract description 17
- 241001474374 Blennius Species 0.000 title claims abstract description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 229930013930 alkaloid Natural products 0.000 claims description 8
- 240000006439 Aspergillus oryzae Species 0.000 abstract description 7
- 230000000749 insecticidal effect Effects 0.000 abstract description 6
- 241000238582 Artemia Species 0.000 abstract description 4
- 238000002474 experimental method Methods 0.000 abstract description 3
- 231100000225 lethality Toxicity 0.000 abstract description 3
- 150000003800 diterpene alkaloid derivatives Chemical class 0.000 abstract description 2
- 229930014626 natural product Natural products 0.000 abstract description 2
- 241000357676 Heterosiphonia Species 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 238000004809 thin layer chromatography Methods 0.000 description 19
- 239000007788 liquid Substances 0.000 description 17
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 238000010898 silica gel chromatography Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 239000000287 crude extract Substances 0.000 description 6
- SRCZQMGIVIYBBJ-UHFFFAOYSA-N ethoxyethane;ethyl acetate Chemical compound CCOCC.CCOC(C)=O SRCZQMGIVIYBBJ-UHFFFAOYSA-N 0.000 description 6
- 238000003810 ethyl acetate extraction Methods 0.000 description 6
- 239000000575 pesticide Substances 0.000 description 6
- 239000003208 petroleum Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000010828 elution Methods 0.000 description 5
- 238000001641 gel filtration chromatography Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 238000000855 fermentation Methods 0.000 description 4
- 230000004151 fermentation Effects 0.000 description 4
- 235000015097 nutrients Nutrition 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 235000002247 Aspergillus oryzae Nutrition 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- SKCNIGRBPJIUBQ-UHFFFAOYSA-N chloroform;ethyl acetate Chemical compound ClC(Cl)Cl.CCOC(C)=O SKCNIGRBPJIUBQ-UHFFFAOYSA-N 0.000 description 3
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 3
- XOLHQUYGSUGTQA-DFGZTGKASA-N emindole SB Chemical compound C1=CC=C2C(C[C@@H]3CC[C@@H]4[C@]([C@@]53C)(C)CC[C@H](O)[C@@]4(C)CCC=C(C)C)=C5NC2=C1 XOLHQUYGSUGTQA-DFGZTGKASA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 230000003068 static effect Effects 0.000 description 3
- 230000004083 survival effect Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 241000238426 Anostraca Species 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 241000595940 Notostraca Species 0.000 description 2
- 239000001888 Peptone Substances 0.000 description 2
- 108010080698 Peptones Proteins 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 229940041514 candida albicans extract Drugs 0.000 description 2
- UXTMROKLAAOEQO-UHFFFAOYSA-N chloroform;ethanol Chemical compound CCO.ClC(Cl)Cl UXTMROKLAAOEQO-UHFFFAOYSA-N 0.000 description 2
- 208000031513 cyst Diseases 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- XOLHQUYGSUGTQA-UHFFFAOYSA-N entinclole SB Natural products C1=CC=C2C(CC3CCC4C(C53C)(C)CCC(O)C4(C)CCC=C(C)C)=C5NC2=C1 XOLHQUYGSUGTQA-UHFFFAOYSA-N 0.000 description 2
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 230000012447 hatching Effects 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000012266 salt solution Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 229960001866 silicon dioxide Drugs 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 230000003595 spectral effect Effects 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000006273 synthetic pesticide Substances 0.000 description 2
- 239000012138 yeast extract Substances 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 241000238421 Arthropoda Species 0.000 description 1
- 241001199513 Aspergillus striatus Species 0.000 description 1
- 102000002322 Egg Proteins Human genes 0.000 description 1
- 108010000912 Egg Proteins Proteins 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 231100000678 Mycotoxin Toxicity 0.000 description 1
- ACNHBCIZLNNLRS-UBGQALKQSA-N Paxilline Natural products N1C2=CC=CC=C2C2=C1[C@]1(C)[C@@]3(C)CC[C@@H]4O[C@H](C(C)(O)C)C(=O)C=C4[C@]3(O)CC[C@H]1C2 ACNHBCIZLNNLRS-UBGQALKQSA-N 0.000 description 1
- ACNHBCIZLNNLRS-UHFFFAOYSA-N Paxilline 1 Natural products N1C2=CC=CC=C2C2=C1C1(C)C3(C)CCC4OC(C(C)(O)C)C(=O)C=C4C3(O)CCC1C2 ACNHBCIZLNNLRS-UHFFFAOYSA-N 0.000 description 1
- 238000003811 acetone extraction Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000005276 aerator Methods 0.000 description 1
- 238000010171 animal model Methods 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 238000010170 biological method Methods 0.000 description 1
- 230000001851 biosynthetic effect Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 210000001136 chorion Anatomy 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- AAOVKJBEBIDNHE-UHFFFAOYSA-N diazepam Chemical compound N=1CC(=O)N(C)C2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 AAOVKJBEBIDNHE-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000003808 methanol extraction Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000002636 mycotoxin Substances 0.000 description 1
- 210000004681 ovum Anatomy 0.000 description 1
- BPOUBBOQBGIHLW-UBGQALKQSA-N paxilline Chemical compound N1=C2C=CC=C[C]2C2=C1[C@]1(C)[C@@]3(C)CC[C@@H]4O[C@H](C(C)(O)C)C(=O)C=C4[C@]3(O)CC[C@H]1C2 BPOUBBOQBGIHLW-UBGQALKQSA-N 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
Landscapes
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
The invention relates to the field of insecticides, particularly application of a natural seaweed endophytic fungus diterpene alkaloid compound. The seaweed endophytic fungus diterpene alkaloid compound has a disinsection function, and is disclosed as Formula (I). In the invention, the fungus Aspergillus oryzae cf-2 which is separated from ocean red algae Heterosiphonia is fermentated, extracted and separated to obtain the diterpene alkaloid natural compound. The insecticidal activity experiment indicates that the lethality rate of the 100 mcg/ml diterpene alkaloid compound for Artemia is 60.3%.
Description
Technical field
The present invention relates to field of pesticides, specifically a kind of application of natural seaweed endophytic fungus diterpene alkaloid compound.
Background technology
Along with the chemical synthetic pesticide passing of duration of service, the detrimentally affect of its generation is more and more outstanding.Chemical pesticide is produced on a large scale and is unrestrictedly used in a large number, 70%～80% agricultural chemicals directly is penetrated in the environment, residual very serious, soil, surface water, underground water are polluted, the stepping of going forward side by side enters biologic chain, and biological and human health are all caused direct and potential harm.Behind China's accession to the WTO, " green barrier " that causes because chemical pesticide is residual seriously restricting the outlet of agricultural products in China, and the traditional agriculture industry is faced with larger risk and challenge.The Ministry of Agriculture has implemented " pollution-free food action plan " in China from calendar year 2001, be the key measure of implementing this target and use public nuisance-free agricultural chemicals, so people invest the biological pesticide more friendly to environment to sight.Compare with traditional chemical synthetic pesticide, biological pesticide has people and animals and non-target organism safety, and environment compatibility is good, is difficult for producing the advantages such as resistance.The Application and Development of biological pesticide is to human health, and the Sustainable development of environment protection and agricultural all is extremely important.
Summary of the invention
The purpose of this invention is to provide a kind of application of natural alga endophytic fungi diterpenoid alkaloid compound.
For achieving the above object, the technical solution used in the present invention is:
A kind of algae endophytic fungi diterpenoid alkaloid compound of natural sea: described natural seaweed endophytic fungus diterpene alkaloid compound has insecticidal action, and alga endophytic fungi diterpenoid alkaloid compound is suc as formula shown in (I)
Described alga endophytic fungi diterpenoid alkaloid compound can be used as sterilant.
Described alga endophytic fungi diterpenoid alkaloid compound preparation:
1) aspergillus oryzae (Aspergillus oryzae) cf-2 was inoculated in the fungi liquid substratum static fermentation 20-25 days, filter, fermented liquid is concentrated through ethyl acetate extraction, the mycelium organic solvent extraction of collecting, then concentrated through ethyl acetate extraction again, fermented liquid gained enriched material and mycelium gained enriched material merge, and are crude extract;
Described aspergillus oryzae (Asp.oryzae) cf-2, it is stored in Chinese Typical Representative culture collection center C CTCC on March 1st, 2010, and deposit number is CCTCC M 2010045, and strain number is cf-2;
2) get step 1) in crude extract carry out silica gel column chromatography, carry out gradient elution with organic solvent, collect elutriant, elutriant detects through thin-layer chromatography;
3) collect step 2) in effluent volume than 5-8: the elution fraction of 1 gradient, the elution fraction of collecting is carried out gel filtration chromatography, silica gel column chromatography and thin-layer chromatography separation and purification, it is the 0.6-0.7 component that purifying is collected the Rf value, namely gets alga endophytic fungi diterpenoid alkaloid compound.
Step 1) the organic solvent extraction liquid in is in chloroform, acetone, ethyl acetate, ethanol or the methyl alcohol one or more.Step 2) organic solvent in is petroleum ether-ethyl acetate or sherwood oil-acetone.Step 3) described gel filtration chromatography elutriant is volume ratio 1-2: 1 chloroform-methanol or chloroform-ethanol; The silica gel column chromatography elutriant is volume ratio 3-8: 1 than petroleum ether-ethyl acetate or sherwood oil-acetone; The thin-layer chromatography developping agent is that volume ratio is chloroform-ethyl acetate of 3: 1.Step 3) collects the component that detects the bluish voilet spot through TLC during described gel filtration chromatography; Collect during silica gel column chromatography with effluent volume than 5-8: the elutriant of 1 gradient.
The present invention has the following advantages:
The diterpene alkaloid class natural compounds that the present invention obtains through extraction, separation by fungi aspergillus oryzae (Asp.oryzae) the cf-2 fermentation that is located away from the different pipe algae of marine red alga, the lethality rate to the halogen worm when the insecticidal activity experiment draws the diterpene alkaloid compounds in 100 mcg/ml is 60.3%.
Embodiment:
Below in conjunction with embodiment the present invention is further elaborated.
Embodiment 1
Embodiment 1
Have insecticidal action suc as formula the alga endophytic fungi diterpenoid alkaloid compound shown in (I), can be used as sterilant.
The insecticidal activity experiment:
The halogen worm (Brine Shrimp) also claim the salt solution fairy shrimp, belongs to Arthropoda in the classification, Crustachia, and Anostraca, salt solution fairy shrimp section, genus artemia, the halogen worm attracts widespread attention as a kind of important and good laboratory animal material always.Adopt this insect that cultivate in the laboratory under the control condition, borrow it to come the power of assessing compound insecticidal activity.
The hatching of artemia cysts: get 100 milligrams of artemia cysts and place 500 ml beakers, add 400 milliliters of artificial seawaters, slowly inflate with a little aerator pump, chorion and unhatched ovum are removed in room temperature hatching 24 hours, and halogen worm larva continues to cultivate 24 hours, and is for subsequent use.
The biological method that causes death of halogen worm: according to the improved method of Solis, get 96 porocyte culture plates, every hole adds the artificial seawater liquid that 190 microlitres contain 10 left and right sides halogen worm larvas, makes the test cultures plate.The sample sets of blank group and each concentration is respectively established three parallel holes, the blank group adds 10 microlitre solvent dimethyl sulfoxide (DMSO) (DMSO), sample sets adds 10 microlitres, concentration is the DMSO solution of the diterpene alkaloid compounds shown in the 2.0 mg/ml formulas (I), the DMSO solution of the diterpene alkaloid compounds shown in its Chinese style (I) is take DMSO as solvent, and compound is solute shown in the formula (I).After the incubated at room temperature 24 hours, under the binocular anatomical lens, detect the dead individual amount of counting halogen worm.
The halogen worm is biological to cause death and actively represents with corrected mortality, and calculation formula is as follows:
Corrected mortality=(control group survival rate-treatment group survival rate)/control group survival rate * 100%
Experimental result: the diterpene alkaloid compounds of the acquisition in above-described embodiment lethality rate to the halogen worm when 100 mcg/ml is 60.3%.
Embodiment 2
The preparation method of the diterpene alkaloid compounds shown in the formula (I):
Well-grown fungi aspergillus oryzae (Asp.oryzae) cf-2 bacterial classification on the plate of making even, it is stored in Chinese Typical Representative culture collection center C CTCC on March 1st, 2010, and deposit number is CCTCC M2010045, and strain number is cf-2; Being cut into small pieces is inoculated in the PDB liquid nutrient medium, puts the 300mL substratum in every 1L triangular flask, and totally 30 bottles, the static fermentation of room temperature 23 days adds fermented liquid 1/2nd volume ethyl acetate killing fungus, filters, and collects respectively mycelium and fermented liquid.Described PDB liquid nutrient medium consists of every liter and contains 200 milliliters of murphy juices, glucose 20 grams, peptone 5 grams, yeast extract paste 3 grams, 500 milliliters of Chen Haishui, 300 milliliters of distilled water.
Collect approximately 9L of fermented liquid, use ethyl acetate extraction three times, concentrating under reduced pressure; Use volume ratio after mycelium is pulverized is chloroform-methanol extraction three times at 1: 1, uses ethyl acetate extraction, concentrating under reduced pressure again; It is similar that enriched material detects its result through thin-layer chromatography, and merging fermented liquid and the two-part enriched material of mycelium is crude extract 8g.Crude extract is carried out 200-300 order silica gel column chromatography, with petroleum ether-ethyl acetate with 100: 0,50: 1,20: 1,10: 1,5: 1,1: 1 to 0: 100 gradient is carried out wash-out, collects respectively elutriant, uses thin-layer chromatography (TLC) to detect (using aubepine-sulfuric acid when thin-layer chromatography detects as developer) again, judge, merge identical or similar portions according to the Rf value, obtain 22 components (1-22).Component 17 is namely carried out gel column again with the component under 5: 1 gradient elutions of petroleum ether-ethyl acetate, silicagel column separates with thin-layer chromatography, elutriant is chloroform-methanol with volume ratio at 1: 1 during gel filtration chromatography, component detects the component that employing chloroform-ethyl acetate is developping agent collection bluish voilet spot through TLC under the wash-out, carry out wash-out with gradient at 5: 1 to 3: 1 petroleum ether-ethyl acetate during silica gel column chromatography, collect the component under 5: 1 the petroleum ether-ethyl acetate wash-out, chloroform-the ethyl acetate of separating with 3: 1 through thin-layer chromatography is developping agent, collecting the Rf value is the component of 0.6-0.7, get the diterpene alkaloid compounds (24.5 milligrams) shown in the formula (I), detect through TLC, be single, evenly the bluish voilet spot is defined as pure compound.Through Spectrum Analysis, its Structural Identification is emindole SB, and structural formula is shown in (I).
This compound has following physics and chemistry and spectral characteristic:
Colorless solid, proton nmr spectra (
1H NMR, CDCl
3, 500MHz) δ 0.82 (s), 1.02 (s), 1.10 (s), 1.64 (s), 1.70 (s), (3.58 dd, J=8.5,8.5Hz), (5.12 t, J=7.0Hz), 7.06 (m), 7.07 (m), 7.28 (m), 7.42 (m), 7.72 (brs); Carbon-13 nmr spectra (
13C NMR, CDCl
3, 125MHz) δ 14.6 (q), 16.4 (q), 17.7 (q), 19.2 (q), 21.4 (t), 22.7 (t), 25.1 (t), 25.8 (q), 27.5 (t), 27.5 (t), 33.5 (t), 37.5 (t), 39.3 (s), 39.9 (d), 41.2 (s), 48.8 (d), 53.1 (s), 73.3 (d), 111.4 (d), 118.3 (s), 118.4 (d), 119.6 (d), 120.4 (d), 124.6 (d), 125.1 (s), 131.4 (s), 140.0 (s), 150.9 (s).
Above-claimed cpd and emindole SB (reference Nozawa, K.; Nakajima, S.; Kawai, K.I.; Udagawa, S.I.Isolation and structures ofindoloditerpenes, possible biosynthetic intermediates to thetremorgenic mycotoxin, paxilline, from Emericella striata.J.Chem.Soc.Perkin Trans.I 1988 2607-2610.) has identical physics and chemistry and spectral characteristic.
Embodiment 3
Difference from Example 2 is
Well-grown fungi aspergillus oryzae (Asp.oryzae) cf-2 bacterial classification on the plate of making even, it is stored in Chinese Typical Representative culture collection center C CTCC on March 1st, 2010, and deposit number is CCTCC M2010045, and strain number is cf-2; Being cut into small pieces is inoculated in the PDB liquid nutrient medium, puts the 300mL substratum in every 1L triangular flask, and totally 30 bottles, the static fermentation of room temperature 23 days adds fermented liquid 1/2nd volume ethyl acetate killing fungus, filters, and collects respectively mycelium and fermented liquid.Described PDB liquid nutrient medium consists of every liter and contains 200 milliliters of murphy juices, glucose 20 grams, peptone 5 grams, yeast extract paste 3 grams, 500 milliliters of Chen Haishui, 300 milliliters of distilled water.
Collect approximately 9L of fermented liquid, use ethyl acetate extraction three times, concentrating under reduced pressure; Use acetone extraction three times after mycelium is pulverized, use again ethyl acetate extraction, concentrating under reduced pressure; It is similar that enriched material detects its result through thin-layer chromatography, and merging fermented liquid and the two-part enriched material of mycelium is crude extract 8g.Crude extract is carried out 200-300 order silica gel column chromatography, with sherwood oil-acetone with 100: 0,50: 1,20: 1,10: 1,8: 1,5: 1,1: 1 to 0: 100 gradient was carried out wash-out, collect respectively elutriant, use again thin-layer chromatography (TLC) to detect (using aubepine-sulfuric acid when thin-layer chromatography detects as developer), judge, merge identical or similar portions according to the Rf value, obtain 22 components (1-22).Component 17 is namely carried out gel column again with the component under 8: 1 gradient elutions of sherwood oil-acetone, silicagel column separates with thin-layer chromatography, elutriant is chloroform-ethanol with volume ratio at 2: 1 during gel filtration chromatography, component is developping agent through TLC detection employing chloroform-ethyl acetate under the wash-out, collect the component of bluish voilet spot, carry out wash-out with gradient at sherwood oil-acetone of 8: 1 to 5: 1 during silica gel column chromatography, collect the component under 8: 1 the sherwood oil-acetone wash-out, chloroform-the ethyl acetate of separating with 3: 1 through thin-layer chromatography is developping agent, collecting the Rf value is the component of 0.6-0.7, gets the diterpene alkaloid compounds shown in the formula (I).
Claims (1)
1. the application of natural seaweed endophytic fungus diterpene alkaloid compound in preparing the sterilant that kills the halogen worm, it is characterized in that: described alga endophytic fungi diterpenoid alkaloid compound is suc as formula shown in (I)
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Non-Patent Citations (4)
| Title |
|---|
| Chen Li, et al..Thiersinines A and B:Novel Antiinsectan Indole Diterpenoids from a New Fungicolous Penicillium Species (NRRL 28147).《Org.Lett.》.2002,第4卷(第18期),3095-3098. |
| Isolation and Structures of lndoloditerpenes, Possible Biosynthetic Intermediates to the Tremorgenic Mycotoxin, Paxilline, from Emericella striata;Koohei Nozawa, et al.;《J.CHEM.SOC.PERKIN TRANS.I》;19881231;2607-2610 * |
| KooheiNozawa et al..Isolation and Structures of lndoloditerpenes |
| Thiersinines A and B:Novel Antiinsectan Indole Diterpenoids from a New Fungicolous Penicillium Species (NRRL 28147);Chen Li, et al.;《Org.Lett.》;20020802;第4卷(第18期);3095-3098 * |
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