Synthesis and antibacterial activities of optically active ofloxacin.

Abstract:

: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.

authors

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

doi

10.1128/aac.29.1.163

subject

Has Abstract

pub_date

1986-01-01 00:00:00

pages

163-4

issue

1

eissn

0066-4804

issn

1098-6596

journal_volume

29

pub_type

杂志文章
  • Chitosan augments photodynamic inactivation of gram-positive and gram-negative bacteria.

    abstract::Antimicrobial photodynamic inactivation (PDI) was shown to be a promising treatment modality for microbial infections. This study explores the effect of chitosan, a polycationic biopolymer, in increasing the PDI efficacy against Gram-positive bacteria, including Staphylococcus aureus, Staphylococcus epidermidis, Strep...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.00550-10

    authors: Tsai T,Chien HF,Wang TH,Huang CT,Ker YB,Chen CT

    更新日期:2011-05-01 00:00:00

  • Broad-spectrum synergistic antiviral activity of selenazofurin and ribavirin.

    abstract::The antiviral effects of selenazofurin (2-beta-D-ribofuranosylselenazole-4-carboxamide, selenazole), ribavirin (1-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamide), and 3-deazaguanosine (6-amino-1-beta-D-ribofuranosylimidazo-[4.5-C]pyridin-4(5H)-one) were investigated separately and in various combinations in an in v...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.26.4.466

    authors: Kirsi JJ,McKernan PA,Burns NJ 3rd,North JA,Murray BK,Robins RK

    更新日期:1984-10-01 00:00:00

  • SMB-1, a novel subclass B3 metallo-beta-lactamase, associated with ISCR1 and a class 1 integron, from a carbapenem-resistant Serratia marcescens clinical isolate.

    abstract::A carbapenem-resistant Serratia marcescens strain, 10mdr148, was identified in a Japanese hospital in 2010. The carbapenem resistance of this strain was attributed to the production of a novel metallo-β-lactamase (MBL), named SMB-1 (Serratia metallo-β-lactamase). SMB-1 possessed a zinc binding motif, H(Q)XHXDH (residu...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.05045-11

    authors: Wachino J,Yoshida H,Yamane K,Suzuki S,Matsui M,Yamagishi T,Tsutsui A,Konda T,Shibayama K,Arakawa Y

    更新日期:2011-11-01 00:00:00

  • Pharmacokinetics of the First-Line Antituberculosis Drugs in Ghanaian Children with Tuberculosis with or without HIV Coinfection.

    abstract::Although human immunodeficiency virus (HIV) coinfection is the most important risk factor for a poor antituberculosis (anti-TB) treatment response, its effect on the pharmacokinetics of the first-line drugs in children is understudied. This study examined the pharmacokinetics of the four first-line anti-TB drugs in ch...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 临床试验,杂志文章

    doi:10.1128/AAC.01701-16

    authors: Antwi S,Yang H,Enimil A,Sarfo AM,Gillani FS,Ansong D,Dompreh A,Orstin A,Opoku T,Bosomtwe D,Wiesner L,Norman J,Peloquin CA,Kwara A

    更新日期:2017-01-24 00:00:00

  • Clinical pharmacokinetics of cidofovir in human immunodeficiency virus-infected patients.

    abstract::The pharmacokinetics of cidofovir (HPMPC; (S)-1-[3-hydroxy-2-(phosphonylmethoxy)propyl]cytosine) were examined at five dose levels in three phase I/II studies in a total of 42 human immunodeficiency virus-infected patients (with or without asymptomatic cytomegalovirus infection). Levels of cidofovir in serum following...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.39.6.1247

    authors: Cundy KC,Petty BG,Flaherty J,Fisher PE,Polis MA,Wachsman M,Lietman PS,Lalezari JP,Hitchcock MJ,Jaffe HS

    更新日期:1995-06-01 00:00:00

  • Comparative activities of several nucleoside analogs against influenza A, B, and C viruses in vitro.

    abstract::A set of 20 nucleoside analogs were examined for their inhibitory effects on the cytopathogenicity and growth of influenza virus type A, B, and C strains in Madin-Darby canine kidney (MDCK) cells. Among the compounds evaluated, pyrazofurin, 3-deazaguanine, ribavirin, carbodine, and cyclopentenyl cytosine inhibited vir...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.32.6.906

    authors: Shigeta S,Konno K,Yokota T,Nakamura K,De Clercq E

    更新日期:1988-06-01 00:00:00

  • Activity of ceftizoxime combined with gentamicin against 100 clinical isolates of Pseudomonas aeruginosa.

    abstract::The effects of ceftizoxime and gentamicin alone and in combination were determined against 100 Pseudomonas aeruginosa strains. Concentrations of 32 micrograms of ceftizoxime and 8 micrograms of gentamicin per ml inhibited 22 and 43% of the strains, respectively. At concentrations of ceftizoxime and gentamicin that are...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.25.6.770

    authors: King JW,Penn RL

    更新日期:1984-06-01 00:00:00

  • Evaluation of susceptibility of gram-positive and -negative bacteria to human defensins by using radial diffusion assay.

    abstract::Defensins are small cationic bactericidal peptides present abundantly in the granules of polymorphonuclear neutrophils (PMNs). Human PMNs contain four defensins termed HNP-1 to HNP-4. We used a new assay system in agar plates, the radial diffusion assay, to evaluate the effects of human defensins against gram-positive...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.40.10.2280

    authors: Takemura H,Kaku M,Kohno S,Hirakata Y,Tanaka H,Yoshida R,Tomono K,Koga H,Wada A,Hirayama T,Kamihira S

    更新日期:1996-10-01 00:00:00

  • High β-lactamase levels change the pharmacodynamics of β-lactam antibiotics in Pseudomonas aeruginosa biofilms.

    abstract::Resistance to β-lactam antibiotics is a frequent problem in Pseudomonas aeruginosa lung infection of cystic fibrosis (CF) patients. This resistance is mainly due to the hyperproduction of chromosomally encoded β-lactamase and biofilm formation. The purpose of this study was to investigate the role of β-lactamase in th...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.01393-12

    authors: Hengzhuang W,Ciofu O,Yang L,Wu H,Song Z,Oliver A,Høiby N

    更新日期:2013-01-01 00:00:00

  • One-month transplacental pharmacokinetics of raltegravir in a premature newborn after short-course treatment of the HIV-1-infected mother.

    abstract::We describe the pharmacokinetics of raltegravir of a preterm newborn after short-course treatment of the mother tested HIV + the day of delivery. At age 1 month, the circulating concentration of raltegravir in the newborn was 29 ng/ml (the IC95 of RAL against HIV-1 is 15 ng/ml). Raltegravir should therefore be conside...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.01349-13

    authors: Clavel-Osorio C,Cazassus F,Stegmann S,Huc-Anaïs P,Lecam D,Peytavin G

    更新日期:2013-12-01 00:00:00

  • Differences in the growth of Aspergillus fumigatus on cycloheximide media at three temperatures.

    abstract::Cycloheximide (up to 0.4 g/liter) was significantly more inhibitory to the growth of three isolates of Aspergillus fumigatus at 23 C than at 37 or 45 C. Preincubation of the media for 7 days at 45 C did not alter the inhibitory effect of the cycloheximide at 23 C. Neither mutation nor adaptation in the fungus seems to...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.4.4.388

    authors: Berger CL,Merz WG,Silva-Hutner M

    更新日期:1973-10-01 00:00:00

  • In vitro activities of T-3262, NY-198, fleroxacin (AM-833; RO 23-6240), and other new quinolone agents against clinically isolated Chlamydia trachomatis strains.

    abstract::The in vitro activities of three newly developed quinolone drugs (T-3262, NY-198, and fleroxacin [AM-833; RO 23-6240]) against 10 strains of clinically isolated Chlamydia trachomatis were assessed and compared with those of other quinolones and minocycline. T-3262 (MIC for 90% of isolates tested, 0.1 microgram/ml) was...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.32.7.1080

    authors: Maeda H,Fujii A,Nakata K,Arakawa S,Kamidono S

    更新日期:1988-07-01 00:00:00

  • Susceptibility of Shigella species to erythromycin.

    abstract::Two of the most common causes of inflammatory enteritis are Campylobacter fetus subsp. jejuni and Shigella species. No single antimicrobial agent is recommended for treatment of both diseases. Erythromycin is used to treat C. fetus subsp. jejuni infections but has not been studied in shigellosis. For this reason, we d...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.21.2.347

    authors: Greenberg RN,Pearson RD,Innes DJ,Sauer KT,Halterman LD,Guerrant RL

    更新日期:1982-02-01 00:00:00

  • Efficacy of Doxycycline in the Treatment of Syphilis.

    abstract::Doxycycline is an alternative antibiotic drug for the treatment of syphilis, but data on its efficacy, especially data on its efficacy against late latent syphilis, are limited. A retrospective study was conducted to evaluate the effectiveness of doxycycline for the treatment of patients with different stages of syphi...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.01092-16

    authors: Dai T,Qu R,Liu J,Zhou P,Wang Q

    更新日期:2016-12-27 00:00:00

  • Maternal-fetal pharmacology of cefatrizine in the first 20 weeks of pregnancy.

    abstract::To evaluate maternal-fetal pharmacology of cefatrizine (BL-S 640), a new oral cephalosporin, a single oral 1,000-mg dose was administered to 33 gravidas (8 to 20 weeks' gestation) at varying intervals within 46 h of an elective therapeutic abortion by hysterectomy or intra-amniotic prostaglandin F(2a) induction. Mean ...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.12.2.231

    authors: Bernard B,Thielen P,Garcia-Cázares J,Ballard CA

    更新日期:1977-08-01 00:00:00

  • Pharmacodynamics of ceftazidime plus the serine beta-lactamase inhibitor AM-112 against Escherichia coli containing TEM-1 and CTX-M-1 beta-lactamases.

    abstract::A strain of Escherichia coli containing TEM-1 and CTX-M-1 was tested in an in vitro pharmacokinetic model against ceftazidime with and without AM-112, a serine beta-lactamase inhibitor. Ceftazidime alone was less effective than ceftazidime plus AM-112, and a single dose was more effective than three fractionated doses...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.48.11.4482-4484.2004

    authors: Bowker KE,Noel AR,Walsh TR,Rogers CA,MacGowan AP

    更新日期:2004-11-01 00:00:00

  • Ceftriaxone levels in blood and tissue during cardiopulmonary bypass surgery.

    abstract::One gram of ceftriaxone was given intravenously to 15 patients approximately 2 h before cardiopulmonary bypass surgery. Ceftriaxone levels in plasma (mean +/- standard deviation) were 60.4 +/- 18.8 micrograms/ml (range, 17.0 to 96.0 micrograms/ml) at the beginning of bypass, 44.2 +/- 16.6 micrograms/ml (range, 9.4 to ...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.25.1.37

    authors: Bryan CS,Morgan SL,Jordan AB,Smith CW,Sutton JP,Gangemi JD

    更新日期:1984-01-01 00:00:00

  • Use of molecular beacons to detect an antifolate resistance-associated mutation in Plasmodium falciparum.

    abstract::A PCR-based technique using new fluorescent probes, called molecular beacons, was developed to detect the antifolate resistance-associated S108N point mutation in Plasmodium falciparum. One hundred African clinical isolates were tested by the new method in comparison with the PCR-restriction fragment length polymorphi...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.44.12.3461-3464.2000

    authors: Durand R,Eslahpazire J,Jafari S,Delabre JF,Marmorat-Khuong A,di Piazza JP,Le Bras J

    更新日期:2000-12-01 00:00:00

  • Population Pharmacokinetics of Praziquantel in Pregnant and Lactating Filipino Women Infected with Schistosoma japonicum.

    abstract::An estimated 40 million women of reproductive age are infected with one of three species of the waterborne parasite Schistosoma spp. Treatment with praziquantel (PZQ) via mass drug administration (MDA) campaigns is the mainstay of schistosomiasis control for populations living in areas of endemicity. The World Health ...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.00566-20

    authors: Bustinduy AL,Kolamunnage-Dona R,Mirochnick MH,Capparelli EV,Tallo V,Acosta LP,Olveda RM,Friedman JF,Hope WW

    更新日期:2020-08-20 00:00:00

  • Properties of penicillin-binding proteins in Neisseria gonorrhoeae.

    abstract::The properties of penicillin-binding proteins (PBPs) of Neisseria gonorrhoeae were studied by comparing PBPs of clinical isolates of different penicillin susceptibility and by putting various beta-lactam antibiotics in competition with radioactive penicillin for PBP binding. Apparent molecular weights of the three maj...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.19.2.316

    authors: Barbour AG

    更新日期:1981-02-01 00:00:00

  • Interaction of metronidazole with resistant and susceptible Bacteroides fragilis.

    abstract::The kinetics of the lethal action of metronidazole and the formation of acetamide have been studied in a strain of Bacteroides fragilis which is relatively resistant to metronidazole. As with a susceptible strain of B. fragilis, the data are consistent with a model in which a labile intermediate in metronidazole metab...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.21.1.131

    authors: McLafferty MA,Koch RL,Goldman P

    更新日期:1982-01-01 00:00:00

  • Antibiotic Resistance and Epigenetics: More to It than Meets the Eye.

    abstract::The discovery of antibiotics in the last century is considered one of the most important achievements in the history of medicine. Antibiotic usage has significantly reduced morbidity and mortality associated with bacterial infections. However, inappropriate use of antibiotics has led to emergence of antibiotic resista...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章,评审

    doi:10.1128/AAC.02225-19

    authors: Ghosh D,Veeraraghavan B,Elangovan R,Vivekanandan P

    更新日期:2020-01-27 00:00:00

  • Berberine sulfate blocks adherence of Streptococcus pyogenes to epithelial cells, fibronectin, and hexadecane.

    abstract::Berberine sulfate is an alkaloid extracted from the roots and bark of various plants and possesses antibacterial, antifungal, and antiprotozoal activities. Most studies have focused on the bacteriostatic or bactericidal activities of this compound. In this study, we report that berberine sulfate is bacteriostatic for ...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.32.9.1370

    authors: Sun D,Courtney HS,Beachey EH

    更新日期:1988-09-01 00:00:00

  • Activities of the modified polyene N-D-ornithyl amphotericin methyl ester and the azoles ICI 153066, Bay n 7133, and Bay l 9139 compared with those of amphotericin B and ketoconazole in the therapy of experimental blastomycosis.

    abstract::We studied the efficacy of new experimental antifungal drugs, which represent molecular modifications of present active agents, in a murine model of blastomycosis. Ketoconazole, previously the best azole drug studied and which is protective when administered orally, was superior to a new oral imidazole, Bay l 9139, an...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.27.3.363

    authors: Lefler E,Brummer E,Perlman AM,Stevens DA

    更新日期:1985-03-01 00:00:00

  • Population Pharmacokinetic Model and Limited Sampling Strategies for Personalized Dosing of Levofloxacin in Tuberculosis Patients.

    abstract::Levofloxacin is an antituberculosis drug with substantial interindividual pharmacokinetic variability; therapeutic drug monitoring (TDM) could therefore be helpful to improve treatment results. TDM would be more feasible with limited sampling strategies (LSSs), a method to estimate the area under the concentration cur...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 临床试验,杂志文章

    doi:10.1128/AAC.01092-18

    authors: van den Elsen SHJ,Sturkenboom MGG,Van't Boveneind-Vrubleuskaya N,Skrahina A,van der Werf TS,Heysell SK,Mpagama S,Migliori GB,Peloquin CA,Touw DJ,Alffenaar JC

    更新日期:2018-11-26 00:00:00

  • Systematic review and meta-analysis of antimicrobial treatment effect estimation in complicated urinary tract infection.

    abstract::Noninferiority trial design and analyses are commonly used to establish the effectiveness of a new antimicrobial drug for treatment of serious infections such as complicated urinary tract infection (cUTI). A systematic review and meta-analysis were conducted to estimate the treatment effects of three potential active ...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章,meta分析,评审

    doi:10.1128/AAC.01257-13

    authors: Singh KP,Li G,Mitrani-Gold FS,Kurtinecz M,Wetherington J,Tomayko JF,Mundy LM

    更新日期:2013-11-01 00:00:00

  • Clinical resistance to erythromycin and clindamycin in cutaneous propionibacteria isolated from acne patients is associated with mutations in 23S rRNA.

    abstract::The genetic basis of erythromycin resistance in cutaneous propionibacteria was determined by comparing the nucleotide sequences of the peptidyl transferase region in the 23S rRNAs from 9 susceptible and 26 resistant clinical isolates as well as 4 laboratory-selected erythromycin-resistant mutants of a susceptible stra...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.41.5.1162

    authors: Ross JI,Eady EA,Cove JH,Jones CE,Ratyal AH,Miller YW,Vyakrnam S,Cunliffe WJ

    更新日期:1997-05-01 00:00:00

  • In vitro activities of gemifloxacin (SB 265805, LB20304) against recent clinical isolates of Chlamydia pneumoniae.

    abstract::We compared the in vitro activity of gemifloxacin, a new quinolone antibiotic, to the activities of levofloxacin, moxifloxacin, trovafloxacin, erythromycin, and doxycycline against 20 isolates of Chlamydia pneumoniae. Gemifloxacin was the most active quinolone tested, with a MIC at which 90% of the isolates are inhibi...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/AAC.43.11.2806

    authors: Roblin PM,Reznik T,Kutlin A,Hammerschlag MR

    更新日期:1999-11-01 00:00:00

  • Plasmid-mediated resistance to trimethoprim-sulfamethoxazole in Salmonella krefeld strains isolated in the United States.

    abstract::Two types of transmissible plasmids which encode resistance to trimethoprim-sulfamethoxazole were found among five animal isolates of Salmonella krefeld. This is the first report of plasmid-mediated resistance to trimethoprim-sulfamethoxazole in Salmonella strains isolated in the United States. ...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.23.3.495

    authors: Mathewson JJ,Murray BE

    更新日期:1983-03-01 00:00:00

  • Comparison of topically applied 5-ethyl-2'-deoxyuridine and acyclovir in the treatment of cutaneous herpes simplex virus infection in guinea pigs.

    abstract::Three percent 5-ethyl-2'-deoxyuridine (EdU) in an aqueous cream base was compared with 5% acyclovir (ACV) in polyethylene glycol ointment and 3% EdU in 95% dimethyl sulfoxide (DMSO) for efficacy in the topical treatment of an experimental dorsal cutaneous herpes simplex virus type 1 infection in guinea pigs. Topical A...

    journal_title:Antimicrobial agents and chemotherapy

    pub_type: 杂志文章

    doi:10.1128/aac.28.1.103

    authors: Spruance SL,Freeman DJ,Sheth NV

    更新日期:1985-07-01 00:00:00