BIOMAT Database Logo BIOMAT Database Logo

Synthesis and antibacterial activities of optically active ofloxacin. 1986

I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa

Two optically active (100% enantiomeric excess) isomers of ofloxacin [(+/-)-ofloxacin; DL-8280; (+/-)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7 H-pyrido[1,2,3-de] [1,4] benzoxazine-6-carboxylic acid] were prepared by use of their optically resolved synthetic intermediates. One of the isomers, (-)-ofloxacin, was 8 to 128 times more potent in inhibiting the multiplication of gram-positive and gram-negative bacteria than the other, (+)-ofloxacin, and approximately two times more active than the racemate, (+/-)-ofloxacin.

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
D010078 Oxazines Six-membered heterocycles containing an oxygen and a nitrogen.
D002627 Chemistry, Physical The study of CHEMICAL PHENOMENA and processes in terms of the underlying PHYSICAL PHENOMENA and processes. Physical Chemistry,Chemistries, Physical,Physical Chemistries
D006090 Gram-Negative Bacteria Bacteria which lose crystal violet stain but are stained pink when treated by Gram's method. Gram Negative Bacteria
D006094 Gram-Positive Bacteria Bacteria which retain the crystal violet stain when treated by Gram's method. Gram Positive Bacteria
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D015242 Ofloxacin A synthetic fluoroquinolone antibacterial agent that inhibits the supercoiling activity of bacterial DNA GYRASE, halting DNA REPLICATION. DL-8280,DR-3355,Hoe-280,ORF-28489,Ofloxacin Hydrochloride,Ofloxacine,Ru-43280,Tarivid,DL 8280,DL8280,DR 3355,DR3355,Hoe 280,Hoe280,ORF 28489,ORF28489,Ru 43280,Ru43280
D055598 Chemical Phenomena The composition, structure, conformation, and properties of atoms and molecules, and their reaction and interaction processes. Chemical Concepts,Chemical Processes,Physical Chemistry Concepts,Physical Chemistry Processes,Physicochemical Concepts,Physicochemical Phenomena,Physicochemical Processes,Chemical Phenomenon,Chemical Process,Physical Chemistry Phenomena,Physical Chemistry Process,Physicochemical Phenomenon,Physicochemical Process,Chemical Concept,Chemistry Process, Physical,Chemistry Processes, Physical,Concept, Chemical,Concept, Physical Chemistry,Concept, Physicochemical,Concepts, Chemical,Concepts, Physical Chemistry,Concepts, Physicochemical,Phenomena, Chemical,Phenomena, Physical Chemistry,Phenomena, Physicochemical,Phenomenon, Chemical,Phenomenon, Physicochemical,Physical Chemistry Concept,Physicochemical Concept,Process, Chemical,Process, Physical Chemistry,Process, Physicochemical,Processes, Chemical,Processes, Physical Chemistry,Processes, Physicochemical

Related Publications

I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
In vitro and in vivo antibacterial activities of levofloxacin (l-ofloxacin), an optically active ofloxacin.
April 1992, Antimicrobial agents and chemotherapy,
I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
Inhibition of DNA gyrase by optically active ofloxacin.
February 1987, Antimicrobial agents and chemotherapy,
I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
Synthesis and antimalarial activities of optically active labdane-type diterpenes.
January 2009, Natural product research,
I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
The postantibiotic suppressive effect of L-ofloxacin, an optically active isomer of ofloxacin.
January 1992, Diagnostic microbiology and infectious disease,
I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
Antibacterial activities of grepafloxacin, ciprofloxacin, ofloxacin and fleroxacin.
February 1997, Journal of chemotherapy (Florence, Italy),
I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
In vitro activity of DR-3355, an optically active ofloxacin.
September 1988, Antimicrobial agents and chemotherapy,
I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
[Synthesis, spectral analysis, antibacterial and antitumor activities of Co(II) and Ni(II) ofloxacin complexes].
October 2008, Guang pu xue yu guang pu fen xi = Guang pu,
I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
Synthesis and antibacterial activities of optically active substituted 1,2-dihydro-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acids.
October 1995, Chemical & pharmaceutical bulletin,
I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
[Synthesis of optically active proline].
October 1967, Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
I Hayakawa, and S Atarashi, and S Yokohama, and M Imamura, and K Sakano, and M Furukawa
Synthesis of optically active P-chiral and optically inactive oligophosphines.
September 2007, Chemistry, an Asian journal,
Copied contents to your clipboard!