Preparation method and application of pazufloxacin iridium complex

A technology for pazufloxacin and iridium complexes, applied in the field of preparation of pazufloxacin iridium complexes, achieving good spectral properties and cationic properties, low cytotoxicity, and the effect of inhibiting infection

Pending Publication Date: 2022-04-12
GUANGDONG ZHANJIANG PROVINCIAL LAB OF SOUTHERN MARINE SCI & ENG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most drugs under clinical development for the treatment of bacterial infections are organic derivatives of currently used antibiotics, which often do not really address the problem of antibacterial bacterial resistance

Method used

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  • Preparation method and application of pazufloxacin iridium complex
  • Preparation method and application of pazufloxacin iridium complex
  • Preparation method and application of pazufloxacin iridium complex

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Experimental program
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Effect test

Embodiment 1

[0060] A preparation method of pazufloxacin iridium complex (Ir-PAZ), comprising the following steps:

[0061] The pazufloxacin iridium complex prepared in embodiment 1 is [Ir(ppy) 2 (mbpyPAZ)]PF 6 .

[0062] Preparation of 4'-methyl-2,2'-bipyridine-4-carbaldehyde:

[0063] 2mmol of 4,4'-dimethyl-2,2'-bipyridine (dmb) and 2.5mmol of selenium dioxide (SeO 2 ) was added into the mixture of 20mL dioxane, and then the solution was heated under reflux for 24 hours under argon. After the reaction was completed, the solution was cooled to room temperature, the insoluble matter was removed by suction filtration, and the dioxane was removed by rotary evaporation under reduced pressure. Add 80 mL of ethyl acetate to the solid in the flask, heat at reflux at 60°C for 2 hours, and then remove the insoluble solid by suction filtration while hot. After the filtrate is cooled to room temperature, wash the filtrate three times with 40mL of 0.1M sodium carbonate, then extract the product t...

Embodiment 2

[0078] A preparation method of pazufloxacin iridium complex (Ir-PAZ), comprising the following steps:

[0079] The pazufloxacin iridium complex prepared in embodiment 2 is [Ir(ppy) 2 (mbpyPAZ)]PF 6 .

[0080] Preparation of 4'-methyl-2,2'-bipyridine-4-carbaldehyde:

[0081] 3 mmol of 4,4'-dimethyl-2,2'-bipyridine (dmb) and 3 mmol of selenium dioxide (SeO 2 ) was added into the mixture of 35mL dioxane, and then the solution was heated under reflux for 24 hours under argon gas. After the reaction was completed, the solution was cooled to room temperature, the insoluble matter was removed by suction filtration, and the dioxane was removed by rotary evaporation under reduced pressure. Add 120 mL of ethyl acetate to the solid in the flask, heat at reflux at 60°C for 2 hours, and then remove the insoluble solid by suction filtration while it is hot. After the filtrate is cooled to room temperature, wash the filtrate three times with 40mL of 0.1M sodium carbonate, then extract th...

Embodiment 3

[0089] A preparation method of pazufloxacin iridium complex (Ir-PAZ), comprising the following steps:

[0090] The pazufloxacin iridium complex prepared in embodiment 3 is [Ir(bzq) 2 (mbpyPAZ)]PF 6 .

[0091] Preparation of 4'-methyl-2,2'-bipyridine-4-carbaldehyde:

[0092] 2mmol of 4,4'-dimethyl-2,2'-bipyridine (dmb) and 2.5mmol of selenium dioxide (SeO 2 ) was added into the mixture of 20mL dioxane, and then the solution was heated under reflux for 24 hours under argon. After the reaction was completed, the solution was cooled to room temperature, the insoluble matter was removed by suction filtration, and the dioxane was removed by rotary evaporation under reduced pressure. Add 80 mL of ethyl acetate to the solid in the flask, heat at reflux at 60°C for 2 hours, and then remove the insoluble solid by suction filtration while hot. After the filtrate is cooled to room temperature, wash the filtrate three times with 40mL of 0.1M sodium carbonate, then extract the product t...

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Abstract

The invention discloses a preparation method and application of a pazufloxacin iridium complex. The pazufloxacin iridium complex at least contains one of the following chemical formulas: [Ir (ppy) 2 (mbpyPAZ)] PF6, [Ir (bzq) 2 (mbpyPAZ)] PF6; [Ir (dfppy) 2 (mbpyPAZ)] PF6; [Ir (thpy) 2 (mbpyPAZ)] PF6; [Ir (pq) 2 (mbpyPAZ)] PF6. The pazufloxacin iridium complex has antibacterial and anti-tumor dual functions, has certain selectivity, and has extremely low cytotoxicity to normal cells L-02.

Description

technical field [0001] The invention belongs to the technical field of pazufloxacin, and in particular relates to a preparation method and application of a pazufloxacin iridium complex. Background technique [0002] Pazufloxacin is one of the third-generation members of synthetic fluoroquinolone antibacterial drugs and belongs to broad-spectrum antibiotics. It has high antibacterial activity against Gram-positive bacteria, Gram-negative bacteria and anaerobic bacteria. Compared with conventional quinolone antibacterial drugs, it is easy to penetrate the focus of infection, showing lower toxicity, less photosensitivity and broad spectrum. [0003] But due to the widespread use of antibiotics, antimicrobial resistance has become a major threat to public health. The phenomenon of multidrug resistance creates a sense of urgency for the development of new antibiotics. Most drugs under clinical development for the treatment of bacterial infections are organic derivatives of cur...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00A61K31/555A61P35/00A61P31/04
Inventor 陈锦灿陈兰美陈伟钢郭欣华黄鹤鸣罗辉
Owner GUANGDONG ZHANJIANG PROVINCIAL LAB OF SOUTHERN MARINE SCI & ENG
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