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Compound with anti-candida albicans activity and its preparation method and application

A technology of Candida albicans and compounds, applied in the field of compounds with anti-Candida albicans activity and its preparation, can solve the problems of limited application, limited price and high price, and achieve the effect of wide development and application prospects

Active Publication Date: 2019-08-13
SHANGHAI LAIYI BIOMEDICAL RES & DEV CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, Candida albicans antibiotics and chemically synthesized drugs used for clinical treatment are extremely limited, and their toxic and side effects are relatively high, and they are expensive, so their clinical application is limited

Method used

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  • Compound with anti-candida albicans activity and its preparation method and application
  • Compound with anti-candida albicans activity and its preparation method and application
  • Compound with anti-candida albicans activity and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Example 1 , compound preparation

[0045] 1.1. Fermentation

[0046] Streptomyces lavenduligriseus CGMCC No. 10249 was inoculated into the seed medium, cultured on a shaker at 28°C and 220r / min for 2 days, and then the cultured seeds were inoculated with 8% of the inoculum. In the fermentation medium in a 5L fermentor, culture at 26-28°C for 5-7 days.

[0047] 1.2. Separation and purification

[0048] The fermentation product obtained in Example 1.1 was extracted with methanol, and the extract was obtained by distillation under reduced pressure. The obtained extract was extracted with n-butanol, and the extract was obtained by distillation under reduced pressure. The obtained extract is then separated by silica gel column chromatography with a 200-300 mesh silica gel column, and chloroform and methanol are used as elution solvents for gradient elution, wherein the percentage of methanol is 0%, 10%, 20%, 30%, 40%, 50% and 100% were concentrated under reduced pressu...

Embodiment 2

[0049] Example 2. Structure identification of compound 1

[0050] The compound 1 obtained in Example 1.2 was detected by positive ion electrospray mass spectrometry, and its spectrum was as follows figure 1 It shows that its quasi-molecular ion peak is: m / z 671.4010[M+H] + , the molecular formula is C35 H 58 O 12 , the hydrogen spectrum of the sample was measured by Bruker Avance II-400 superconducting NMR instrument figure 2 ), carbon spectrum ( image 3 ) and related two-dimensional spectra (HMQC spectrum, H-HCOSY spectrum, HMBC spectrum, Figure 4~6 ), and the NMR data are shown in Table 1.

[0051] Table 1. NMR data table of compound 1 (CD 3 OD , , 400MHz)

[0052] position δ H

δ C

HMBC 1 173.0 2 2.44,t(11.9) 59.6 2’,4 3 4.23,t(13.1) 72.7 2,4 4a 1.46-1.50,m 42.5 4b 1.37-1.40,m 5 4.06-4.10,m 72.3 6 1.61-1.68,m 44.7 7 4.06-4.10,m 73.0 8 1.46-1.50,m 45.1 9 4.06-4.10,m...

Embodiment 3

[0057] Example 3. Structure identification of compound 2

[0058] The compound 2 obtained in Example 1.2 was detected by positive ion electrospray mass spectrometry, and its spectrum was as follows Figure 7 It shows that its quasi-molecular ion peak is: m / z 751.4241[M+Na] + , the molecular formula is C 38 H 64 O 13 , the hydrogen spectrum of the sample was measured by Bruker Avance II-400 superconducting NMR instrument Figure 8 ), carbon spectrum ( Figure 9 ) and related two-dimensional spectra (HMQC spectrum, H-HCOSY spectrum, HMBC spectrum, Figure 10-12 ), and the NMR data are shown in Table 2.

[0059] Table 2. NMR data table of compound 2 (CD 3 OD , , 400MHz)

[0060] position δ H

δ C

HMBC 1 173.0 2 2.73 60.4 2’,4 3 4.36 73.2 2,4 4 1.68 41.3 5 4.18 73.9 6a 1.73 45.3 6b 1.80 7 4.18 73.8 8 1.64 45.3 9 4.18 74.1

[0061] 10a 1.46 45.2 10b ...

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Abstract

The invention discloses a compound with anti-Candida albicans activity, a preparation method and application thereof. The compound has a structural formula shown as formula (I) or (II) in the specification. The invention not only provides a new compound, and also the compound can be used for preparation of anti-Candida albicans infection drugs, therefore the development and application prospects are broad.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and in particular relates to a compound with anti-Candida albicans activity and a preparation method and application thereof. Background technique [0002] Candida albicans is a common opportunistic pathogenic fungus of deep infection. In recent years, with the wide application of radiotherapy, chemotherapy, immunosuppressants and broad-spectrum antibiotics, it is easy to cause disturbance of the internal environment balance and dysbiosis in the body of the immunocompromised, which makes the Candida albicans infection on the rise and has become a major cause of infection. One of the fungal infections. At present, Candida albicans antibiotics and chemically synthesized drugs for clinical treatment are extremely limited, and their side effects are large and expensive, and their clinical application is limited. Microorganisms are one of the important sources of many important drugs, and they a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/04C07D313/00C12P17/18C12P17/08C12N1/20A61K31/365A61P31/10C12R1/465
Inventor 杨甲月杨志钧罗敏玉殷瑜杨天戈梅
Owner SHANGHAI LAIYI BIOMEDICAL RES & DEV CENT