Unlock instant, AI-driven research and patent intelligence for your innovation.

Antibacterial guanidine oligomer with resistance to drug resistance, and preparation method and application thereof

A preparation method and antibacterial guanidine technology are applied in the field of antibacterial guanidine oligomers and their preparation, and can solve the problems of reduced drug resistance, low rate of bacterial drug resistance and the like

Active Publication Date: 2021-09-03
HUNAN UNIV
View PDF8 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

2) It can effectively kill drug-resistant bacteria during use, and the rate of bacteria developing resistance to it is low
Therefore, if a drug can target multiple targets, or if its target involves a complex biological process, the probability of developing drug resistance will be greatly reduced

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Antibacterial guanidine oligomer with resistance to drug resistance, and preparation method and application thereof
  • Antibacterial guanidine oligomer with resistance to drug resistance, and preparation method and application thereof
  • Antibacterial guanidine oligomer with resistance to drug resistance, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] After testing, the present invention develops 55 kinds of antibacterial guanidine oligomers with broad-spectrum antibacterial properties, and its chemical formula is as follows:

[0040]

[0041] where 5≤n≤8;

[0042] Wherein the molecular formula of R includes any one of formula (I), formula (II), formula (III), formula (IV) and formula (V); the molecular formula of R1 includes formula (I), formula (II), formula Any one of (III), formula (IV), formula (V), (VI), formula (VII), formula (VIII), (IX), (X) and (XI).

[0043]

[0044]For the convenience of recording, the molecular formula of R is formula (I), formula (II), formula (III), formula (IV) and formula (V) respectively numbered as D, A, B, C and E; the molecular formula of R1 is Formula (I), formula (II), formula (III), formula (IV), formula (V) (VI), formula (VII), formula (VIII), (IX), (X) and (XI) respectively They are numbered 9, 1, 2, 3, 5, 6, 4, 10, 8, 7, 11 in sequence. Numbering example: when R is...

Embodiment 2

[0054] like figure 1 As shown, the present invention also discloses a method for synthesizing anti-drug resistance antibacterial guanidine oligomers, comprising the steps of:

[0055] S1: preparing a dimethylmercapto imidium iodide monomer having the following molecular formula;

[0056]

[0057] S2: the dimethyl mercapto imidium iodide monomer and H 2 N-R 1 -NH 2 , reacting anhydrous N,N-dimethylformamide DMF and N,N-diisopropylethylamine DIPEA to obtain the guanidine oligomer;

[0058] Wherein the molecular formula of R in the dimethylmercapto imidium iodide monomer includes any one of formula (I), formula (II), formula (III), formula (IV) and formula (V); the molecular formula of R1 Including formula (I), formula (II), formula (III), formula (IV), formula (V) (VI), formula (VII), formula (VIII), (IX), (X) and (XI) any of the.

[0059]

[0060]

[0061] In the above step S1, the following steps are included:

[0062] S11: Weigh H 2 N-R-NH 2 and benzoyl isot...

experiment example 1

[0069] This experimental example takes the C3 compound as an example to describe in detail.

[0070] Materials and methods: All reagents were provided by Acros, TCI (USA), Sigma-Aldrich, McLean, Adamas and other organic reagent companies and Beyontian Biotechnology Co., Ltd., and were used directly without further purification (unless otherwise specified outside). The ultrapure water used in the experiment came from a Milli-Q purification instrument. The inert gas is nitrogen or argon.

[0071] The synthetic steps of C3 are as follows: figure 1 shown. Carry out the synthesis of dimethyl mercapto imidium iodide monomer first. Weigh 1,4-butanediamine (0.84g, 9.5mmol) and benzoyl isothiocyanate (3.25g, 20.0mmol), then add 100mL of dichloromethane and mix well, stir at room temperature for 24-48h to get The mixture was filtered and washed to obtain the dibenzamide dithiourea compound for the next reaction. Weigh the dibenzamide dithiourea compound (3.1g, 7.5mmol) obtained in...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses an antibacterial guanidine oligomer with resistance to drug resistance, a preparation method of the antibacterial guanidine oligomer, and application of the antibacterial guanidine oligomer in the field of materials. The antibacterial types of the guanidine oligomer comprise bacillus subtilis, escherichia coli, enterococcus faecalis, staphylococcus aureus, klebsiella pneumoniae, acinetobacter baumannii, pseudomonas aeruginosa and enterobacter cloacae. The structure disclosed by the invention has double antibacterial mechanisms of destroying cell membranes and combining chromosome DNA, has the characteristics of rapid sterilization and drug resistance, and shows antibacterial broad spectrum. In addition, the structure has low toxicity to blood cells, and has high safety in blood. Meanwhile, the structure can be applied to a material, the surface of the material is modified with the guanidine oligomer, the modified material can have the antibacterial function, the modified material is further made into a device in a certain shape, and the device also has the antibacterial function and can rapidly and efficiently kill various pathogenic bacteria.

Description

technical field [0001] The invention relates to the field of pharmaceutical and chemical materials, and more specifically relates to an antibacterial guanidine oligomer with drug resistance and its preparation method and application. Background technique [0002] In the field of materials, surface microbial contamination of medical materials, food materials and other materials has become a common and serious problem. It has become an urgent need for the industry to develop and invent highly effective antibacterial agents to endow materials with antibacterial capabilities. Recently, we have established anti-drug resistance The concept of non-toxic antibacterial agent aims to solve the problem of microbial contamination of materials by introducing antibacterial agents into materials. [0003] The anti-drug resistance antimicrobial agent introduced into the material should have the following characteristics: 1) It has a good killing effect on pathogens with multidrug resistance...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C279/04C07C279/12C07C279/16C07C279/08C07C277/08C07C335/26C07C335/08C07C335/32C07C335/14C07C335/12A01N47/44A01P1/00C08J7/12C08L67/04
CPCC07C279/04C07C279/12C07C279/16C07C279/08C07C277/08C07C335/26C07C335/08C07C335/32C07C335/14C07C335/12A01N47/44C08J7/12C07C2601/14C08J2367/04Y02A50/30
Inventor 冯欣欣白玉罡陈智勇陈亚杰周彩玲徐扬帆
Owner HUNAN UNIV