BIOMAT Database Logo BIOMAT Database Logo

Synthesis and biological evaluation of pyridinium-functionalized carbazole derivatives as promising antibacterial agents. 2017

Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, China.

Various pyridinium-functionalized carbazole derivatives were constructed by coupling the key fragments of carbazole skeleton and pyridinium nucleus in a single molecular architecture. Antibacterial bioassays revealed that some of the title compounds displayed impressive bioactivities against plant pathogens such as Xanthomonas oryzae pv. oryzae, Ralstonia solanacearum, and Xanthomonas axonopodis pv. citri with minimal EC50 values of up to 0.4, 0.3, and 0.3mg/L, respectively. These bioactivities were achieved by systematically tuning and optimizing bridging linker, alkyl length of the tailor, and substituents on the carbazole scaffold. Compared with the bioactivity of the lead compound (AP-10), antibacterial efficacy dramatically increased by approximately 13-, 104- and 21-fold. This finding suggested that these compounds can serve as new lead compounds in research on antibacterial chemotherapy.

UI MeSH Term Description Entries
D008826 Microbial Sensitivity Tests Any tests that demonstrate the relative efficacy of different chemotherapeutic agents against specific microorganisms (i.e., bacteria, fungi, viruses). Bacterial Sensitivity Tests,Drug Sensitivity Assay, Microbial,Minimum Inhibitory Concentration,Antibacterial Susceptibility Breakpoint Determination,Antibiogram,Antimicrobial Susceptibility Breakpoint Determination,Bacterial Sensitivity Test,Breakpoint Determination, Antibacterial Susceptibility,Breakpoint Determination, Antimicrobial Susceptibility,Fungal Drug Sensitivity Tests,Fungus Drug Sensitivity Tests,Sensitivity Test, Bacterial,Sensitivity Tests, Bacterial,Test, Bacterial Sensitivity,Tests, Bacterial Sensitivity,Viral Drug Sensitivity Tests,Virus Drug Sensitivity Tests,Antibiograms,Concentration, Minimum Inhibitory,Concentrations, Minimum Inhibitory,Inhibitory Concentration, Minimum,Inhibitory Concentrations, Minimum,Microbial Sensitivity Test,Minimum Inhibitory Concentrations,Sensitivity Test, Microbial,Sensitivity Tests, Microbial,Test, Microbial Sensitivity,Tests, Microbial Sensitivity
D011726 Pyridinium Compounds Derivatives of PYRIDINE containing a cation C5H5NH or radical C5H6N. Compounds, Pyridinium
D002227 Carbazoles Benzo-indoles similar to CARBOLINES which are pyrido-indoles. In plants, carbazoles are derived from indole and form some of the INDOLE ALKALOIDS.
D004305 Dose-Response Relationship, Drug The relationship between the dose of an administered drug and the response of the organism to the drug. Dose Response Relationship, Drug,Dose-Response Relationships, Drug,Drug Dose-Response Relationship,Drug Dose-Response Relationships,Relationship, Drug Dose-Response,Relationships, Drug Dose-Response
D000900 Anti-Bacterial Agents Substances that inhibit the growth or reproduction of BACTERIA. Anti-Bacterial Agent,Anti-Bacterial Compound,Anti-Mycobacterial Agent,Antibacterial Agent,Antibiotics,Antimycobacterial Agent,Bacteriocidal Agent,Bacteriocide,Anti-Bacterial Compounds,Anti-Mycobacterial Agents,Antibacterial Agents,Antibiotic,Antimycobacterial Agents,Bacteriocidal Agents,Bacteriocides,Agent, Anti-Bacterial,Agent, Anti-Mycobacterial,Agent, Antibacterial,Agent, Antimycobacterial,Agent, Bacteriocidal,Agents, Anti-Bacterial,Agents, Anti-Mycobacterial,Agents, Antibacterial,Agents, Antimycobacterial,Agents, Bacteriocidal,Anti Bacterial Agent,Anti Bacterial Agents,Anti Bacterial Compound,Anti Bacterial Compounds,Anti Mycobacterial Agent,Anti Mycobacterial Agents,Compound, Anti-Bacterial,Compounds, Anti-Bacterial
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D014974 Xanthomonas A genus in the family XANTHOMONADACEAE whose cells produce a yellow pigment (Gr. xanthos - yellow). It is pathogenic to plants. Xanthomonas albilineans
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D043368 Ralstonia solanacearum A species of Ralstonia previously classed in the genera PSEUDOMONAS and BURKHOLDERIA. It is an important plant pathogen. Burkholderia solanacearum,Pseudomonas solanacearum

Related Publications

Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Synthesis and Biological Evaluation of Novel Carbazole Hybrids as Promising Antimicrobial Agents.
May 2020, Chemistry & biodiversity,
Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Synthesis and Biological Evaluation of Fingolimod Derivatives as Antibacterial Agents.
July 2021, ACS omega,
Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Synthesis and biological evaluation of new pleuromutilin derivatives as antibacterial agents.
November 2014, Molecules (Basel, Switzerland),
Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Synthesis and biological evaluation of novel luteolin derivatives as antibacterial agents.
February 2009, European journal of medicinal chemistry,
Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Design, synthesis and biological evaluation of novel pleuromutilin derivatives possessing 4-aminothiophenol linker as promising antibacterial agents.
September 2022, Bioorganic chemistry,
Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Synthesis and biological evaluation of apigenin derivatives as antibacterial and antiproliferative agents.
September 2013, Molecules (Basel, Switzerland),
Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Synthesis and biological evaluation of 8-aminomethyltetracycline derivatives as novel antibacterial agents.
October 2013, Journal of medicinal chemistry,
Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Design, synthesis and biological evaluation of spiropyrimidinetriones oxazolidinone derivatives as antibacterial agents.
April 2018, Bioorganic & medicinal chemistry letters,
Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Synthesis, biological evaluation, and metabolic stability of phenazine derivatives as antibacterial agents.
January 2018, European journal of medicinal chemistry,
Pei-Yi Wang, and He-Shu Fang, and Wu-Bin Shao, and Jian Zhou, and Zhuo Chen, and Bao-An Song, and Song Yang
Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents.
January 2019, Beilstein journal of organic chemistry,
Copied contents to your clipboard!