Tetrahydrofuran compound and preparation method and application thereof

A technology of tetrahydrofuran and compounds, applied in the field of tetrahydrofuran compounds, can solve problems such as drugs that have not yet been seen

Active Publication Date: 2017-04-19
NINGBO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are no reports on the chemical structure and antifungal activity of this compound, so there are no related drugs on the market.

Method used

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  • Tetrahydrofuran compound and preparation method and application thereof
  • Tetrahydrofuran compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] A tetrahydrofuran compound structural formula is shown in I:

[0023] (I).

Embodiment 2

[0025] The preparation method of the tetrahydrofuran compounds shown in I formula specifically comprises the steps:

[0026] (1) Fermentation production

[0027] Aspergillus versicolor ( Aspergillus versicolor DJ013) was resurrected by streaking, inoculated on PDA solid slant medium, and cultured in a 28°C incubator for 5 days; all the colonies obtained from slant culture were inoculated into solid medium (80g rice was dissolved in 120ml seawater, soaked overnight, Autoclave at 121°C for 20 minutes), then ferment at 28°C for 40 days to obtain the fermented product;

[0028] (2) Obtaining the extract

[0029] Soak the above-mentioned fermented product in 4L of methanol for 3 times, then concentrate and evaporate the methanol extract to dryness, redissolve it in 1L of water, repeat the extraction 3 times with 1L of ethyl acetate, combine the extracts obtained from the three extractions, and reduce the extract to Concentrate under pressure to remove ethyl acetate to obtain cru...

Embodiment 3

[0037] In vitro antifungal activity test (96-well plate antibacterial method)

[0038] (1) Experimental samples

[0039] Preparation of test sample solution: The test sample is the pure compound I isolated and purified in Example 1 above, and an appropriate amount of sample is precisely weighed, and prepared into a solution with a required concentration with DMSO for testing the activity. The indicator bacteria used in this experiment were Cryptococcus neoformans and Candida albicans.

[0040] (2) Experimental method

[0041] 96-well plate antifungal test method: The test compound was serially diluted in 20% DMSO / saline, and transferred 10 µL to a 96-well flat-bottomed microplate. Under aerobic conditions, the two bacterial indicator strains were cultured on Sabouraud agar medium (SDA) at 30° C. for 16-20 hours. A series of different concentrations of compounds were added to RPMI1640 medium, and fungal strains were inoculated. Cryptococcus neoformans was cultured at 35°C fo...

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PUM

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Abstract

The invention discloses a tetrahydrofuran compound and a preparation method and application thereof. The invention is characterized in that the structural formula of the tetrahydrofuran compound is as shown in the formula I. The preparation method comprises the following steps: acquiring a fermented substance containing a novel tetrahydrofuran compound by fermental cultivation of aspergillus versicolor with the preservation number of CCTCC No. M2014089; immersing the fermented substance with methanol and extracting with ethyl acetate so as to obtain a crude extract; and separating and purifying the crude extract by reduced pressure silica-gel column chromatography and semi-preparative reversed phase high-performance liquid chromatography. The tetrahydrofuran compound has an antifungal effect and can be used as a novel medicine component or lead compound with an antifungal effect.

Description

technical field [0001] The invention relates to a tetrahydrofuran compound, in particular to a method for preparing a tetrahydrofuran compound with marine fungi and the application of the compound in the preparation of antifungal drugs. Background technique [0002] Due to the characteristics of rich sources, diverse growth environments, and special metabolic pathways, marine fungi can produce many secondary metabolites with novel structures and significant antifungal activities. Some of these compounds are expected to be further developed into new antibiotics through structural modification. The inventor has studied and learned that marine fungi Aspergillus versicolor The solid-fermented ethyl acetate extract of DJ013 (preserved in China Center for Type Culture Collection, preservation number: CCTCC No: M2014089) has good antifungal activity, so its active ingredients were studied. There is no report on the chemical structure and antifungal activity of the compound at pres...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/12C12P17/04A61P31/10C12R1/66
CPCC07D307/12C12P17/04
Inventor 丁立建何山严小军吴小凯
Owner NINGBO UNIV
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