Design, synthesis and in vitro antibacterial/antifungal evaluation of novel 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)quinoline-3-carboxylic acid derivatives. 2009

Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
West China School of Pharmacy, Sichuan University, Chengdu 610064, PR China.

A series of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)quinoline-3-carboxylic acid (norfloxacin) derivatives were prepared according to the principle of combinating bioactive substructures and tested for their activities against five plant pathogenic bacteria and three fungi in vitro. The preliminary bioassays indicated that almost all synthesized target compounds retained the antibacterial activities of norfloxacin and had some antifungal activities as carboxylic acid amide compounds. The activities of compounds 1 and 22 against Xanthomonas oryzae were better than norfloxacin and all tested compounds had better antibacterial activities as compared to the agricultural streptomycin sulfate (a commercial bactericide) against X. oryzae, Xanthomonas axonopodis and Erwinia aroideae. Additionally, compounds 2 and 20 displayed good antifungal activities against Rhizoctonia solani and their inhibition of growth reached 83% and 94% respectively at the concentration of 200mg/L.

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
D009643 Norfloxacin A synthetic fluoroquinolone (FLUOROQUINOLONES) with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin inhibits bacterial DNA GYRASE. AM-0715,AM-715,MK-0366,MK-366,MK0366,MK366,Noroxin,AM 0715,AM 715,AM0715,MK 0366,MK 366
D011804 Quinolines
D002264 Carboxylic Acids Organic compounds containing the carboxy group (-COOH). This group of compounds includes amino acids and fatty acids. Carboxylic acids can be saturated, unsaturated, or aromatic. Carboxylic Acid,Acid, Carboxylic,Acids, Carboxylic
D005658 Fungi A kingdom of eukaryotic, heterotrophic organisms that live parasitically as saprobes, including MUSHROOMS; YEASTS; smuts, molds, etc. They reproduce either sexually or asexually, and have life cycles that range from simple to complex. Filamentous fungi, commonly known as molds, refer to those that grow as multicellular colonies. Fungi, Filamentous,Molds,Filamentous Fungi,Filamentous Fungus,Fungus,Fungus, Filamentous,Mold
D000890 Anti-Infective Agents Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. Anti-Infective Agent,Anti-Microbial Agent,Antimicrobial Agent,Microbicide,Microbicides,Anti-Microbial Agents,Antiinfective Agents,Antimicrobial Agents,Agent, Anti-Infective,Agent, Anti-Microbial,Agent, Antimicrobial,Agents, Anti-Infective,Agents, Anti-Microbial,Agents, Antiinfective,Agents, Antimicrobial,Anti Infective Agent,Anti Infective Agents,Anti Microbial Agent,Anti Microbial Agents
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
D000935 Antifungal Agents Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. Anti-Fungal Agents,Antifungal Agent,Fungicides, Therapeutic,Antibiotics, Antifungal,Therapeutic Fungicides,Agent, Antifungal,Anti Fungal Agents,Antifungal Antibiotics
D001419 Bacteria One of the three domains of life (the others being Eukarya and ARCHAEA), also called Eubacteria. They are unicellular prokaryotic microorganisms which generally possess rigid cell walls, multiply by cell division, and exhibit three principal forms: round or coccal, rodlike or bacillary, and spiral or spirochetal. Bacteria can be classified by their response to OXYGEN: aerobic, anaerobic, or facultatively anaerobic; by the mode by which they obtain their energy: chemotrophy (via chemical reaction) or PHOTOTROPHY (via light reaction); for chemotrophs by their source of chemical energy: CHEMOLITHOTROPHY (from inorganic compounds) or chemoorganotrophy (from organic compounds); and by their source for CARBON; NITROGEN; etc.; HETEROTROPHY (from organic sources) or AUTOTROPHY (from CARBON DIOXIDE). They can also be classified by whether or not they stain (based on the structure of their CELL WALLS) with CRYSTAL VIOLET dye: gram-negative or gram-positive. Eubacteria
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

Related Publications

Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
January 1986, Proceedings of the Western Pharmacology Society,
Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
January 1991, Yao xue xue bao = Acta pharmaceutica Sinica,
Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
January 1993, Yao xue xue bao = Acta pharmaceutica Sinica,
Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
November 1984, Il Farmaco; edizione scientifica,
Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
January 2003, European journal of medicinal chemistry,
Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
January 1987, Proceedings of the Western Pharmacology Society,
Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
January 1993, Yao xue xue bao = Acta pharmaceutica Sinica,
Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
July 2009, Acta crystallographica. Section E, Structure reports online,
Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
January 2014, European journal of medicinal chemistry,
Zhiyi Yu, and Guanying Shi, and Qiu Sun, and Hong Jin, and Yun Teng, and Ke Tao, and Guoping Zhou, and Wei Liu, and Fang Wen, and Taiping Hou
May 1987, Yao xue xue bao = Acta pharmaceutica Sinica,
Copied contents to your clipboard!