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Streptothricin methanesulfinic acid sodium salt and preparation method and application thereof

A technology of streptothricin and sodium methanesulfonate, applied in peptide preparation methods, chemical instruments and methods, pharmaceutical formulations, etc., can solve the problems of high toxicity and poor prospect of finished medicine, and achieve low toxicity, complete reaction, and conditional mild effect

Active Publication Date: 2015-11-25
SHANGHAI INST OF PHARMA IND CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Streptomycin also has a strong inhibitory effect on tumor cells. For example, Chinese patent application CN201310140325.5 discloses the anti-tumor use of streptothricin B, which has a significant inhibitory effect on human gastric cancer cell BGC823. However, it was found in the study that Its toxicity is too high, and the prospect of becoming a drug is poor

Method used

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  • Streptothricin methanesulfinic acid sodium salt and preparation method and application thereof
  • Streptothricin methanesulfinic acid sodium salt and preparation method and application thereof
  • Streptothricin methanesulfinic acid sodium salt and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1 streptothricin B sodium methanesulfonate preparation method and purification

[0032] Weigh 160mg streptothricin B (about 0.158×10 -3 mol), the HPLC method determined the purity to be over 98%, dissolved in water and adjusted to 3mL, and then added 192μL of formaldehyde solution (about 2.366×10 -3 mol), stirred and adjusted the pH to 6.5 with 1mol / L NaOH solution, maintained the reaction for 90min, added 616μL (2.367×10 -3 mol) 40% sodium bisulfite solution, and then adjust the pH to 6.5 with 1mol / L NaOH solution, and stop the reaction after reacting for 12h under stirring. Take this reaction solution, and use superdexpeptide10 / 300GL to purify on the AKTA chromatography system, and the mobile phase is water. During the whole operation, the temperature is controlled at 15-30°C. The target components with conductance <700 μs / cm were combined, and the samples were dried by low-temperature freeze-drying method. The obtained streptothricin B sodium methanesu...

Embodiment 2

[0034] The volume of 40% sodium bisulfite solution in Example 1 was increased to 823 μL (the molar weight was about 3.16×10 -3 mol), other operations are the same as in Example 1, and 235 mg of streptothricin B sodium methanesulfonate sample is obtained, and the yield is 87.1%, and the modification rate is 100%.

Embodiment 3

[0036] In Example 1, the reaction time after adding formaldehyde was increased to 120min. Other operations were the same as in Example 1 to obtain 198 mg of streptothricin B sodium methanesulfonate sample with a yield of 73.4% and a modification rate of 100%.

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Abstract

The invention relates to a streptothricin methanesulfinic acid sodium salt, and concretely relates to a streptothricin B methanesulfinic acid sodium salt. The invention also relates to a preparation method and a pharmaceutical composition of the streptothricin B methanesulfinic acid sodium salt, and an application thereof in a medicine field. The streptothricin methanesulfinic acid sodium salt (such as streptothricin B methanesulfinic acid sodium salt) provided by the invention has a substantial antineoplastic activity, and especially has a substantial inhibition effect for intestinal cancer, and compared with streptothricin, the product has low toxicity and wide prospects for proprietary medicine.

Description

technical field [0001] The present invention relates to streptothricin sodium methanesulfonate compound, specifically, the present invention relates to streptothricin B sodium methanesulfonate. The present invention also relates to a preparation method of streptothricin B mesylate sodium, a pharmaceutical composition and its application in the field of medicine. Background technique [0002] Streptothticin (Streptothticin) is a class of N-glycoside antibiotics, one of the earliest antibiotics discovered, wherein Streptothticin F was obtained from the culture medium of Streptomyces lavendulae by Waksman and Woodruff in 1942 First discovered (Proc. Soc. Exptl. Biol. Med. 49:207-210, 1942). [0003] Streptomycin contains a total of 7 compounds (as shown in formula I), each of which has a similar structure and is a homologue of β-lysine, all of which contain a molecule of D-gulosamine (D-gulosamine) , a molecule of Streptolidinelactam (Streptolidinelactam) and varying amounts ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K7/06C07K1/16A61K38/08A61P35/00
Inventor 冯军张喜全吴娜顾鸽青吴勇徐宏江付辉施伟
Owner SHANGHAI INST OF PHARMA IND CO LTD
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