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New antibacterial compound

A technology of compounds, antibacterial drugs, applied in the field of new compounds with antibacterial effects

Inactive Publication Date: 2013-04-24
GUANGDONG ZHONGKE DRUG R&D
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these drugs have produced different degrees of drug resistance after a period of clinical use, so it is necessary to explore new antibiotics for drug-resistant bacteria

Method used

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0004] Embodiment 1: the preparation of formula 1 compound

[0005] (1) Preparation of 9-nitrooxytetracycline sulfate A certain amount of oxytetracycline hydrochloride (1 kg) was added into 96%-98% concentrated sulfuric acid (4 kg), and the temperature was kept below 10°C. After cooling the solution to below 7°C, concentrated nitric acid (concentration greater than 90%, 0.2kg) was added dropwise, and the reaction mixture was stirred while the temperature was less than 10°C. Pour the reaction mixture into a mixture of isopropanol (25L) and heptane (4L) at a temperature of 0-5°C, keep the temperature below 40°C and stir the suspension until the suspension is cooled to below 25°C , centrifuge 9-nitrometacycline sulfate and wash with a mixture of isopropanol and methanol. Product 1 was obtained by drying at 45°C.

[0006] (2) The obtained product 1 was dissolved in a mixture of methanol (7 L) and purified water (0.1 L). 10% palladium-carbon (0.03kg) catalyst is added into metha...

Embodiment 2

[0010] Embodiment 2: the antibacterial activity research of formula 1 compound

[0011] 2.1 Materials and methods

[0012] Antibacterial drug: compound of formula 1

[0013] Control drug: oxytetracycline hydrochloride purchased from Wuhan Yuancheng Chemical Co., Ltd.

[0014] Tested strains: 101 strains of MRSA and 105 strains of MSSA were donated by the School of Pharmacy, Sun Yat-sen University, and determined according to the NCCLS standard after identification.

[0015] Culture medium: purchased from BioMérieux, France, batch number: 811813401.

[0016] Method: The minimum inhibitory concentration (MIC) of the compound of formula 1 and oxytetracycline hydrochloride against all strains was determined by double agar dilution method. That is, first dilute the two antibiotics to 12 concentrations with sterile phosphate buffer solution of different concentrations and pH, and add 10ml of each concentration of the drug solution to the M-H agar that has been melted and cooled t...

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Abstract

The invention relates to a new compound with significant antibacterial activity, the structure is as follows: (formula I), and the new compound has great antibacterial effect for methicillin resistant Staphylococcus aureus (MRSA) and methicillin-sensitive Staphylococcus aureus (MSSA). (Formula I).

Description

Technical field: [0001] The present invention relates to a new compound for antibacterial effect, which has good antibacterial activity against MRSA and MSSA. Background technique: [0002] In recent years, with the widespread use of antibiotics (including humans and animals), the increase in the use of glucocorticoids and immunosuppressants, and the increase in elderly patients, the problem of pulmonary drug-resistant bacterial infections has become increasingly prominent. Penicillin-resistant Streptococcus pneumoniae, methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-resistant Enterococcus (VRE), extended-spectrum beta-lactamase (ESBL)-producing Gram-negative bacteria Wait. Methicillin-resistant Staphylococcus aureus is also a difficult issue. Since the first strain of MRSA was detected for more than 40 years, MRSA infection has been on the rise all over the world. According to the National Nosocomial Infection Surveillance (NNIS) report, 182 hospitals in 197...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C237/26C07C231/02A61K31/65A61P31/04
Inventor 苏春华王伟
Owner GUANGDONG ZHONGKE DRUG R&D
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