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Application of styrene phenol compounds to preparing insulin sensitizer

A technology of phenolic compounds and insulin sensitizers, applied in the field of microbial drugs, can solve problems that are difficult to become drugs

Inactive Publication Date: 2012-05-30
JINAN UNIVERSITY +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of them are limited to some peptides or peptide-like compounds. Although these peptide inhibitors have strong inhibitory activity and high selectivity, their own physical and chemical properties make it difficult to become drugs.

Method used

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  • Application of styrene phenol compounds to preparing insulin sensitizer
  • Application of styrene phenol compounds to preparing insulin sensitizer
  • Application of styrene phenol compounds to preparing insulin sensitizer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028]Streptomyces deep-sea strain 220225 was isolated from the deep-sea mud of the South China Sea (13°24.987′N, 110°9.202′E) using Gaul’s medium. No characteristic sugars. The optimum NaCl concentration for growth is 1% by mass, and the highest tolerable NaCl concentration is 25% by mass. The GenBank accession number of the 16SrRNA gene sequence of this bacterial strain is FJ429837, and its sequence is:

[0029] GCGTGGGCGT GCTTACCATG CAAGTCGAAC GATGAACCAC TTCGGTGGGG ATTAGTGGCG

[0030] AACGGGTGAG TAACACGTGG GCAATCTGCC CTGCACTCTG GGACAAGCCC TGGAAACGGG

[0031] GTCTAATACC GGATACTGAT CATCTTGGGC ATCCTTGGTG ATCGAAAGCT CCGGCGGTGC

[0032] AGGATGAGCC CGCGGCCTAT CAGCTTGTTG GTGAGGTAAT GGCTCACCAA GGCGACGACG

[0033] GGTAGCCGGC CTGAGAGGGC GACCGGCCAC ACTGGGACTG AGACACGGCC CAGACTCCTA

[0034] CGGGAGGCAG CAGTGGGGAA TATTGCACAA TGGGCGAAAG CCTGATGCAG CGACGCCGCG

[0035] TGAGGGATGA CGGCCTTCGG GTTGTAAACC TCTTTCAGCA GGGAAGAAGC GAAAGTGACG

[0036] GTACCTGCAG AAGAAGCGCC GGCTAACTAC GTGCCAGC...

Embodiment 2

[0054] Example 2: Large-scale fermentation of bacterial strain 220225 and its fermentation product sample pretreatment method

[0055] Streptomyces deep-sea 220225 was activated on a slope, inoculated in FM3 medium, 28°C, 220r min -1 Shake culture for 3 days, inoculate into 30L FM3 medium according to 5% inoculum size, 28°C, 220r min -1 Shaking culture was carried out for 7 days to obtain the fermented product. The fermented product was concentrated under reduced pressure at 60°C to an extract, added an appropriate amount of methanol (3 L) for extraction, filtered off the extract (repeated twice), and concentrated to dryness to obtain a crude extract. The FM3 medium is composed of the following components by weight to volume: soluble starch 20g / L, yeast powder 5g / L, soybean powder 15g / L, peptone 2g / L, calcium carbonate 4g / L, sea salt 18g / L, The pH was adjusted to 7.0 (Garcia, G.D.; Romero, M.F.; Perez, B.J.; Garcia, D.T. Thiodepsipeptide isolated from a marine actinomycete W...

Embodiment 3

[0056] Embodiment 3: the separation of compound

[0057] The crude extract obtained in Example 2 is suspended with methanol aqueous solution of 90% by volume (the mass volume ratio of the crude extract and methanol aqueous solution is 10g / L), and then with equal volumes of cyclohexane, chloroform and Extract with ethyl acetate to obtain cyclohexane extract layer (A), chloroform extract layer (B), ethyl acetate extract layer (C) and water layer (D). The chloroform extraction layer (B) was subjected to silica gel column chromatography, and cyclohexane-ethyl acetate gradient elution (100:0, 98:2, 9:1, 8:2, 7:3, 0:100, MeOH) , 7 subfractions of 220225B-A1, 220225B-A2, 220225B-A3, 220225B-A4, 220225B-A5, 220225B-A6 and 220225B-A7 were obtained. Fraction 220225B-A2 (656.5 mg) and 220225B-A3 (133.1 mg) were separated by Sephadex-LH 20 column chromatography and reverse phase C18 high performance liquid chromatography (HPLC) to obtain compound 1 (8.1 mg), 2 ( 8.5 mg), compound 3 (3.5...

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Abstract

The invention discloses application of styrene phenol compounds with the inhibition activity of protein tyrosine phosphatases 1B and the structure shown as the formula (I) to preparing an insulin sensitizer. The insulin sensitizer is applied to preparing medicaments for treating diabetes mellitus, obesity and complications thereof caused by the insulin resistance. The styrene phenol compounds can be obtained by fermenting and separating streptomyces sp.220225.

Description

technical field [0001] The invention belongs to the field of microbial medicines, and in particular relates to the use of a styrene phenol compound with protein tyrosine phosphatase 1B (PTP 1B) inhibitory activity as an insulin sensitizer, and also relates to a novel preparation of the compound Source and method of preparation. Background technique [0002] Diabetes Mellitus (DM) is a chronic disease and frequently-occurring disease characterized by chronic hyperglycemia. A series of metabolic disorders. With the continuous improvement of human living standards, the incidence of diabetes has increased year by year, and it has become the third chronic disease that seriously threatens human health after cancer and cardiovascular disease. WHO predicts that due to population aging, obesity, unhealthy diet and inactive lifestyle, the number of diabetic patients will increase from 135 million in 1995 to 300 million by 2025. Therefore, diabetes and its complications have become ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/05A61P3/10A61P3/04A61P5/50C12P7/22C12R1/465
Inventor 姚新生李佳洪葵唐金山高昊高立信林海鹏曾雪容盛丽庄令李媛媛
Owner JINAN UNIVERSITY
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