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Cyclopiazonic acid compound, and preparation and application thereof

A technology of cyclopiazonic acid and compounds, applied in the field of cyclopiazonic acid compounds and their preparation and application, can solve the problems of pest resistance, food safety, environmental pollution, etc., and achieve the promotion of cytotoxic activity, preparation Simple method and high product purity

Inactive Publication Date: 2014-09-17
SHENYANG INST OF APPL ECOLOGY CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the problem of grain diseases and insect pests mainly depends on the control of chemically synthesized pesticides; however, most of the pesticides have low selectivity and high toxicity of the target pests, and they can kill harmless or beneficial microorganisms, insects and plants while killing target pests. cause growth inhibition; also cause problems such as pest resistance, environmental pollution and food safety

Method used

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  • Cyclopiazonic acid compound, and preparation and application thereof
  • Cyclopiazonic acid compound, and preparation and application thereof
  • Cyclopiazonic acid compound, and preparation and application thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0037] The preparation method comprises the following steps:

[0038] (1) Preparation of the crude cyclopiazonic acid extract: after liquid fermentation of Aspergillus oryzae, filter, the filtrate is adsorbed with a macroporous resin, and then desorbed with methanol to obtain the crude cyclopiazonic acid.

[0039] (2), crude fractionation of the target compound: the crude cyclopiazonic acid obtained in step (1) is separated by normal phase chromatography by flash chromatography; the filler is silica gel, and ethyl acetate-methanol (EtOAc-MeOH) is used The solvent system was used for gradient elution, first eluted with ethyl acetate to remove non-polar impurities, and then eluted with ethyl acetate-methanol (v / v) with a volume ratio of 90:10-80:20 to obtain the target compound. Chromatographic fractions.

[0040] (3), purification of the target compound: the fraction containing the target compound obtained in step (2) is purified by reverse-phase medium-pressure chromatography...

Embodiment 1

[0043] Medium: ①YGP medium: yeast extract 5g, glucose 10g, peptone 5g, seawater 1L (sea salt concentration: 2.5%). ② Solid Martin medium: glucose 10g, peptone 5g, K 2 HPO 4 1g, MgSO 4 0.5 g, 20 g of agar, 1 L of sea salt water (sea salt concentration: 2.5%).

[0044] Preparation of fermented seed liquid: Asperillus oryzae (Hmp-F28) strain was inoculated by streaking on Martin medium, and then activated in an incubator at 28° C. for 48 hours. Pick the activated spores and inoculate them in a 3L Erlenmeyer flask, which contains 1L of YGP medium, and place them in a shaker at 28°C and 170rpm for cultivation. After the bacteria balls grow out, they can be used as fermented seed liquid Use, about 48 hours.

[0045] Fermentation of strain Hmp-F28:

[0046] ① Culture medium: Prepare 16L of YGP medium and divide it into 16 Erlenmeyer flasks with a capacity of 3L.

[0047] ②Inoculation and fermentation: Use a sterilized pipette to draw the previously prepared seed solution and in...

Embodiment 2

[0068] experimental method:

[0069] ①Sample processing: take out the 3-hydroxysperadine A that was previously frozen in a refrigerator at minus 20°C from the compound obtained in the above examples, and prepare 1mg / mL, 0.5mg / mL, 0.25mg / mL, 0.125mg by doubling dilution / mL, 0.0625mg / mL six concentrations, the total number of samples is 36, for future use. ②Hatching of Artemia salina: Artemia salina hatching solution: see (Solis P N, Wright C W, Anderson M Metal. (1993). A microwell cytotoxicity assay using Artemia salina (brine shrimp). Planta Medica, 59(3), 250- 252.③ Artemia biological detection method: use a pipette gun to take 100 μL of the previously diluted sample into the well of a 96-well plate, and then add 100 μL of Artemia larvae suspension (containing 15-20 Artemia), so that the sample concentration is It was diluted to 0.5mg / mL, 0.25mg / mL, 0.125mg / mL, 0.0625mg / mL, 0.03125mg / mL, each concentration was repeated 3 times, and Artemia larvae suspension was used as bla...

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Abstract

The invention relates to the fields of medicines and novel pesticides, in particular to a cyclopiazonic acid compound and preparation and application thereof. The cyclopiazonic acid compound is 3-hydroxyl speradine A as described in formula (I) in the specification. The compound is used as a pesticide, a plant growth regulator or an antineoplastic drug. According to the invention, the novel cyclopiazonic acid compound with hydroxyl substitution at position 3 is obtained from marine sponge-associated fungi. The preparation of the compound provided by the invention is simple and efficient, and the prepared compound has high purity. A strain referred to in the invention has a reference value for further development and utilization of marine microbial resources.

Description

technical field [0001] The invention relates to the fields of medicine and novel pesticides, in particular to a cyclopiazonic acid compound and its preparation and application. Background technique [0002] According to the report of the Food and Agriculture Organization of the United Nations (FAO), plant diseases and insect pests can cause a 31%-42% reduction in global food production every year, directly threatening food security. At present, the problem of grain diseases and insect pests mainly depends on the control of chemically synthesized pesticides; however, most of the pesticides have low selectivity and high toxicity of the target pests, and they can kill harmless or beneficial microorganisms, insects and plants while killing target pests. It can also cause growth inhibition; it can also cause problems such as pesticide resistance of pests, environmental pollution and food safety. Therefore, finding new pesticides with low toxicity and environmental friendliness i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D403/14A01N43/90A01P7/04A01P21/00A61K31/407A61P35/00C12P17/18C12R1/69
Inventor 王楠胡江春刘祎王书锦
Owner SHENYANG INST OF APPL ECOLOGY CHINESE ACAD OF SCI