Indol-pyrrolidine -2-ketone alkaloid and preparation method and application thereof

A technology of tetrahydropyrrole and alkaloid, applied in the biological field, can solve the problems of low oxidation degree, single compound structure, reporting and the like

Inactive Publication Date: 2015-02-18
YUNNAN MINZU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, since the discovery of the first indole-tetrahydropyrrol-2-one alkaloid in 1968, there have been few reports of such molecular analogs, and less than ten cases have been r...

Method used

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  • Indol-pyrrolidine -2-ketone alkaloid and preparation method and application thereof
  • Indol-pyrrolidine -2-ketone alkaloid and preparation method and application thereof
  • Indol-pyrrolidine -2-ketone alkaloid and preparation method and application thereof

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preparation example Construction

[0030] The preparation method of indole-tetrahydropyrrol-2-one alkaloids of the present invention comprises the following steps:

[0031] A. Solid fermentation: culture the strain in potato dextrose agar medium at 28°C for 7 days, inoculate it into a 50-500ml Erlenmeyer flask containing 10-100ml of potato dextrose medium, and rotate and shake at 180rpm at 28°C Under the conditions of shaking culture for 5-10 days to obtain the nutrient medium containing bacteria, inoculate it for large-scale solid fermentation to obtain fermentation products;

[0032] B. Extraction of extract: add an organic solvent with a solid-to-liquid volume ratio of 1.5-3 times to the fermentation product and extract by cold soaking for 2-4 times, each time for 30-60 minutes, combine the extracts, filter, and concentrate under reduced pressure to 1 / 4~ 1 / 2 volume, let it stand, filter out the precipitate, concentrate (evaporate to dry ethyl acetate) to obtain the extract;

[0033]C. Silica gel column chro...

Embodiment 1

[0078] A. Solid fermentation and extract extraction:

[0079] The Penicillium clade Penicillium group ( Penicillium ramigena, YNCA0361) bacterial strain was inoculated on the potato dextrose agar medium at room temperature, cultivated for 7 days at 28 degrees Celsius, inoculated in 250 milliliters of conical flasks, each conical flask contained 100 milliliters of potato dextrose medium, and placed in 28 degrees Celsius for shaking culture for 5 day (180 rpm). The large-scale fermentation takes place in 200 500ml vonbach bottles, each containing 100g of rice and 120ml of distilled water. Each bottle was inoculated with 5.0 ml of bacteria-containing nutrient medium, cultured at 25 degrees Celsius for 45 days, extracted by cold soaking in acetone 4 times, each time for 30-60 minutes, and the extracts were combined; the extracts were filtered, and the extracts were concentrated under reduced pressure to 1 / 4 ~ When 1 / 2 the volume, let it stand still, filter out the precipitate, a...

Embodiment 2

[0083] A. Solid fermentation and extract extraction:

[0084] The Penicillium clade Penicillium group ( Penicillium ramigena,YNCA0361) strains were inoculated on potato dextrose agar medium at room temperature, and cultivated at 28 degrees Celsius for 10 days. Inoculate in 500 ml Erlenmeyer flasks, each Erlenmeyer flask contains 200 ml potato dextrose medium, place at 28 degrees Celsius for 7 days (180 rpm). Large-scale fermentation was carried out in 100 250ml vonbach bottles, each containing 50g of rice and 60ml of distilled water. Each bottle was inoculated with 2.5 milliliters of bacteria-containing nutrient medium, and cultured at 25 degrees Celsius for 30 days. Extract by cold soaking with organic solvent 4 times, each time for 30~60min, combine the extracts; filter the extract, concentrate the extract under reduced pressure to 1 / 4~1 / 2 volume, let stand, filter out the precipitate, and concentrate to 300g Extract a;

[0085] B. Compound separation

[0086] The extra...

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Abstract

The invention discloses an indol-pyrrolidine-2-ketone alkaloid and a preparation method and application thereof. The indol-pyrrolidine-2-ketone alkaloid is obtained after fermentation, extraction, chromatography and purification by using a Penicilliumramigena, YNCA0361 bacterial strain, the molecular formula of the indol-pyrrolidine-2-ketone alkaloid is C21H24N2O7, the structural formula of the indol-pyrrolidine-2-ketone alkaloid is FORMULA, and the compound is called after aspergillineD; the preservation number of the Penicilliumramigena, YNCA0361 bacterial strain is CGMCC (China General Microbiological Culture Collection Center) No. 4824, and the preservation date is May 2nd, 2011. By taking the solid yeast of the Penicilliumramigena, YNCA0361 bacterial strain as a raw material, the preparation method comprises the steps of organic solvent extraction, slica column chromatography and high pressure liquid chromatography separation. The application is that the alkaloids compound is applied to the preparation of anticancer and anti-tobacco mosaic virus drugs. The compound is novel in structure and good in activity, can serve as an anticancer drug or a lead compound for resisting tobacco mosaic virus, and has a better application prospect.

Description

technical field [0001] The invention belongs to the field of biotechnology, and in particular relates to an indole-tetrahydropyrrol-2-one alkaloid and a preparation method and application thereof. Background technique [0002] Indole-tetrahydropyrrol-2-one alkaloids belong to the isopentenyl alkaloids, which are a kind of alkaloids with a small amount and a very special structure. Indole-tetrahydropyrrol-2-one alkaloids exhibit a series of biological activities due to the active center of tetrahydropyrrole-2,4-dione or tetrahydropyrrol-2-one. Its representative compound is the star molecule cyclopiazonic acid, which exhibits strong myocardial sarcoplasmic reticulum Ca 2+ - ATPase (SERCA) inhibitory activity. However, since the discovery of the first indole-tetrahydropyrrol-2-one alkaloid in 1968, there have been few reports of such molecular analogues, and less than ten cases have been reported in literature at home and abroad. Moreover, the reported indole-tetrahydropyrr...

Claims

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Application Information

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IPC IPC(8): C12P17/18C07D491/22A61K31/407A61P35/00A01N43/90A01P1/00C12R1/80
Inventor 周敏高雪梅胡秋芬杜刚杨光宇李银科叶艳清杨海英
Owner YUNNAN MINZU UNIV
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