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A seven-membered lactone and furan derivative and its preparation method and application

A technology of furan derivatives and lactones is applied in the application field of preparing candida albicans inhibitor, and can solve problems such as no drugs and the like

Active Publication Date: 2020-02-21
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 anti-Candida albicans activity of this compound, so there is no drug related to it on the market

Method used

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  • A seven-membered lactone and furan derivative and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] The structural formula of a seven-membered lactone-furan derivative is shown in I:

[0023] (I).

Embodiment 2

[0025] The preparation method of the seven-membered lactone-furan derivative shown in formula I, specifically comprises the steps:

[0026] (1) Fermentation production

[0027] Trichoderma with the deposit number of CGMCC No 12969 Trichoderma sp. was streaked and revived, transferred to a 250 mL conical flask containing 100 mL of PDB medium, and cultured at 25°C and 180 r / min for 4 days to obtain a seed culture solution; then the seeds were inoculated at an inoculum volume of 10% by volume. The liquid was inoculated into a 1000 mL conical flask containing PDB medium (2 g of potato extract and 8 g of glucose dissolved in 400 mL of sea water), and fermented at 25° C., 150 rpm, and shaken for 14 days to obtain a fermentation broth;

[0028] (2) Obtaining the extract

[0029] The above-mentioned fermentation broth was extracted 3 times with an equal volume of ethyl acetate, and the extract was concentrated under reduced pressure to remove ethyl acetate to obtain 17 grams of cru...

Embodiment 3

[0037] In vitro anti-Candida albicans activity test (96-well plate antibacterial method)

[0038] (1) Experimental sample

[0039] Preparation of the tested sample solution: The test sample is the pure compound I isolated and purified in the above Example 1, an appropriate amount of the sample is accurately weighed, and DMSO is used to prepare a solution of the required concentration for testing the activity.

[0040] (2) Experimental method

[0041] 96-well plate anti-Candida albicans test method: serially dilute the compounds to be tested in 20% DMSO / saline, and transfer 10 µL to a 96-well flat-bottom microplate. C. albicans strains were grown on Sabouraud agar (SDA) at 30°C for 16-20 hours under aerobic conditions. A series of different concentrations of compounds were added to RPMI1640 medium and inoculated with Candida albicans strains and incubated at 35°C for 46 hours. 8 μg / ml fluconazole was used as a positive control, and DMSO solution was used as a negative contro...

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Abstract

The invention discloses a seven-membered lactone-fused furan derivative, and preparation and application thereof. The technical scheme is characterized in that the structural formula of the seven-membered lactone-fused furan derivative is shown as a formula I; and the preparation method of the seven-membered lactone-fused furan derivative comprises the steps of performing culture fermentation on Trichoderma sp. with a preservation number of CGMCC No:12969 to obtain a fermentation solution containing a new seven-membered lactone-fused furan derivative, then performing extraction on the fermentation solution by using ethyl acetate to obtain a crude extractum, performing reduced-pressure silica gel column chromatography on the crude extract and performing separation purification through reversed-phase semi-preparative high efficiency liquid chromatography, so as to obtain the target product. The seven-membered lactone-fused furan derivative has candida albicans resistant effect and has the advantage that the derivative can be used as a new medicine component or lead compound of a candida albicans inhibitor.

Description

technical field [0001] The invention relates to a hepta-lactone-furan derivative, in particular to a method for preparing a hepta-lactone-furan derivative from Trichoderma marine and the application of the compound in the preparation of a Candida albicans inhibitor. Background technique [0002] Candida albicans ( Candida albicans ) is a normal flora inhabiting the mucosa of normal human digestive tract, respiratory tract and female genital tract, and it is also the most common opportunistic pathogen in Candida. In recent years, due to the extensive application of immunosuppressive agents, the development of tumor radiotherapy, chemotherapy, invasive therapy, organ transplantation, and the widespread application of a large number of broad-spectrum antibiotics, the normal flora has been imbalanced, which has made the infection rate and morbidity rate of Candida albicans relatively high. There has been a marked increase in the past. Because the existing antifungal drugs are ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/04A61P31/10C12P17/16C12R1/885
CPCC07D493/04C12P17/162
Inventor 丁立建何山严小军刘勇斯拉瓦·爱泼斯坦张为艳
Owner NINGBO UNIV
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