Synthesis and antibacterial activities of optically active ofloxacin
Author(s) -
I Hayakawa,
S. ATARASHI,
S. YOKOHAMA,
Masako Imamura,
Katsu-ichi Sakano,
Mutsumi Furukawa
Publication year - 1986
Publication title -
antimicrobial agents and chemotherapy
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.07
H-Index - 259
eISSN - 1070-6283
pISSN - 0066-4804
DOI - 10.1128/aac.29.1.163
Subject(s) - ofloxacin , enantiomer , optically active , chemistry , antibacterial agent , stereochemistry , organic chemistry , antibiotics , biochemistry , ciprofloxacin
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.
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