Separation and preparation of isovaleryl-spiramycin II and application thereof
A technology of isovalerylspiramycin and compounds, applied in the single-component field of isovalerylspiramycin, which can solve problems such as the rarity of multi-component antibiotic injections, the difficulty of increasing quality control standards for final products, and changes in material bases , to achieve rapid results, simplified production process, easy to accept the effect
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Embodiment 1
[0049] , the separation and preparation of isovalerylspiramycin II
[0050] The raw material of carrimycin is prepared according to the patent of "A Method for Manufacturing Shengjimycin Using Genetic Engineering Technology" (patent number: ZL97104440.6). The corimycin sample was separated by preparative high-performance liquid chromatography to obtain the pure compound of isovalerylspiramycin II. Specifically, it includes rough separation of samples, high-efficiency purification, sample post-processing and other steps.
[0051] 1) Rough separation: first, the isovalerylspiramycin II component is roughly separated from the carrimycin sample, using silica gel column chromatography, using ethyl acetate and methanol as eluents, and three times respectively Column volume ethyl acetate: methanol (3:1) and three to five column volumes ethyl acetate: methanol (1:1) for elution, collect ethyl acetate: methanol (1:1) fraction, and concentrate the collected solution To dryness, the fr...
Embodiment 2
[0056] identification of isovalerylspiramycin II
[0057] The molecular weight of the isolated compound was confirmed to be 968 by high resolution mass spectrometry (Bruker APEXII, HR-SI-MS). See ( figure 2 ), by NMR 1 H and 13 C spectrum [BrukerAM500, solvent CDCl 3 , internal standard TMS (tetramethylsilane)] and other analyzes confirmed that the structure of the isolated compound is isovalerylspiramycin II. Isovalerylspiramycin II NMR 1 H and 13 C spectrum see ( image 3 , 4), NMR 1 H and 13 The C spectrum data are shown in Table (1, 2).
[0058] Table 1 NMR of isovalerylspiramycin II 1 H spectrum data (500MHz, CDCl 3 )
[0059] Proton
δ ppm (M, J Hz )
1 H- 1 H COZY
2ax
2.73 (dd, J = 11.0, 13.2)
2eq, 3
2eq
2.26 (bd, J=13.2)
2ax, 3
3
5.13 (brd, J=11.0)
2eq, 2ax, 4
4
3.23 (brd, J=9.1)
5,3
5
3.87 (brd, J=9.1)
4
6
2.15(m)
7eq, 17b
7ax
...
Embodiment 3
[0064] Antibacterial activity assay of isovalerylspiramycin II
[0065] 1) Compound samples:
[0066] Compound 1 carrimycin: batch number: 0812512, potency: 92.8%, provided by Shenyang Tonglian Group Co., Ltd.;
[0067] Compound 2 Isovalerylspiramycin II: batch number: 0703113, potency: 93.7%, provided by Shenyang Tonglian Group Co., Ltd.
[0068] Erythromycin: batch number: 0706392, potency: 91.6%, China National Institute for the Control of Pharmaceutical and Biological Products;
[0069] Azithromycin: batch number: 0421-9603, potency: 99.3%, China National Institute for the Control of Pharmaceutical and Biological Products;
[0070] Clarithromycin: batch number: 0482-9901, potency: 90.4%, China Institute for the Control of Pharmaceutical and Biological Products.
[0071] 2) Test strains:
[0072] Standard strain: Streptococcus pneumoniae ATCC49619;
[0073] Gram-positive bacteria isolated clinically;
[0074] Erythromycin-resistant Streptococcus pneumoniae (7 strains...
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