D-4-AMINO-3-ISOXAZOLIDONE, A NEW ANTIBIOTIC<sup>*</sup>

Kuehl, Frederick A.; Wolf, Frank J.; Trenner, Nelson R.; Peck, Robert L.; Buhs, Rudolf P.; Howe, E. E.; Putter, Irvin; Hunnewell, Berl D.; Ormond, Robert E.; Downing, George; Lyons, John E.; Newstead, E.; Chaiet, Louis; Folkers, Karl

doi:10.1021/ja01613a105

Cited by 77 publications

(26 citation statements)

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“…The area of the electrode was calculated using 1.0 mM K 3 Fe(CN) 6 as a probe at different scan rates.…”

Section: Area Of the Electrodementioning

confidence: 99%

“…where i pa refers to the anodic peak current, n is the number of electrons transferred, A is the surface area of the electrode, D 0 is the diffusion coefficient, υ is the scan rate, and C 0 is the concentration of K 3 Fe(CN) 6 . For 1.0 mM K 3 [Fe(CN) 6 ] in 0.1 M KCl electrolyte, n = 1 and D 0 = 7.6 × 10 −6 cm 2 s −1 , so the surface area of the electrode was calculated to be 0.0956 cm 2 from the slope of the plot of i pa as a function of υ 1/2 .…”

Section: Area Of the Electrodementioning

confidence: 99%

“…It is also used as a therapy for urinary tract infections, anxiety disorders, depression, obsessive-compulsive disorder and schizophrenia. CYS is stable in aqueous solutions and is unstable in acidic and neutral solutions [5,6].…”

Section: Introductionmentioning

confidence: 99%

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Electrochemical studies for the determination of an antibiotic drug, d-cycloserine, in pharmaceutical and human biological samples

Pattar

Nandibewoor

2016

Journal of Taibah University for Science

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An antibiotic drug, d-cycloserine (CYS), in phosphate buffer at different pH values was electrochemically studied using a gold electrode. A well-resolved, irreversible, diffusion-controlled voltammetric peak was obtained at 0.873 V in a pH 9.2 phosphate buffer solution with an ionic strength of 0.2 M. The experimental conditions, such as the solution pH and scan rate, were optimized. The pH dependence suggested that equal numbers of protons and electrons were involved in the electrochemical oxidation of CYS. A plausible oxidation mechanism was proposed. Under the selected conditions, the dependence on the concentration of CYS revealed that the detection limit for CYS was 3.3 × 10 −8 M for differential pulse voltammetry and 4.91 × 10 −8 M for square wave voltammetry. The proposed method was successfully applied to the determination of CYS in drug capsules and urine samples. The electrode exhibits good reproducibility and stability. In addition, the influence of various foreign species was studied.

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“…The area of the electrode was calculated using 1.0 mM K 3 Fe(CN) 6 as a probe at different scan rates.…”

Section: Area Of the Electrodementioning

confidence: 99%

Section: Area Of the Electrodementioning

confidence: 99%

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Electrochemical studies for the determination of an antibiotic drug, d-cycloserine, in pharmaceutical and human biological samples

Pattar

Nandibewoor

2016

Journal of Taibah University for Science

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“…It is used as a broadspectrum antibiotic in a second line treatment of tuberculosis, 1 and due to its action on N-methyl-D-aspartate (NMDA) receptors, it is also employed in the clinical treatments of anxiety, 2-5 and obsessive-compulsive disorders. 8,9 Despite the fact that the activity toward the NMDA receptors is thought to be determined by its HOMO (Highest Occupied Molecular Orbital) and LUMO (Lowest Unoccupied Molecular Orbital), 10 the electronic structure of D-cycloserine, and its dependence on conformational effects are still essentially uncovered. 8,9 Despite the fact that the activity toward the NMDA receptors is thought to be determined by its HOMO (Highest Occupied Molecular Orbital) and LUMO (Lowest Unoccupied Molecular Orbital), 10 the electronic structure of D-cycloserine, and its dependence on conformational effects are still essentially uncovered.…”

Section: Introductionmentioning

confidence: 99%

Electronic structure and conformational flexibility of d-cycloserine

Filippi

Fraschetti

Grandinetti

et al. 2015

Phys. Chem. Chem. Phys.

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The first comprehensive investigation of the effect of conformational flexibility of gaseous D-cycloserine on the valence and core electronic structures is reported here. The seven most stable conformers among the twelve structures calculated at the MP2/6-311++G** level of theory were assumed to properly describe the properties of the investigated compound. Taking into account the contribution of these isomers, the valence photoelectron spectrum (UPS) was simulated by the Outer Valence Green' s Function (OVGF) method. A different sensitivity towards the conformational flexibility of the outermost photoelectron bands was exhibited in the simulated spectrum. The comparison of the theoretical UPS with the experimental one allowed a detailed assignment of the outermost valence spectral region. The composition and bonding properties of the relevant MOs of the most stable conformers were analyzed in terms of leading Natural Bond Orbital (NBO) contributions to the HF/6-311++G** canonical MOs. The C1s, N1s, and O1s photoelectron spectra (XPS) were theoretically simulated by calculating the vertical Ionization Energies (IEs) of the relevant conformers using the ΔSCF approach. The different IE chemical shift spread of the XPS components associated with various conformers, which is expected to affect the experimental spectra, could be evaluated by simulated XPS, thus providing a new insight into the core electronic structure. The comparison of the theoretical results with the experimental ones unraveled that the atomic XPS components are not mixed by conformational flexibility of D-cycloserine, and that the specific vibronic structure of different spectral components should play a crucial role in determining different relative intensities and band shapes observed in the experiment.

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“…[7][8][9][10] In addition, some of isoxazole derivatives show interesting pharmacological activity such as Gantricin, a sulfa drug from amino isoxazole, 11 Cycloserine and Oxamycin, simple derivative of 3-isoxazolidone as antibiotic. [12][13][14] More recently, others are synthesized as potent α v β 3 receptor…”

Section: Introductionmentioning

confidence: 99%

Fused quinoline heterocycles VII: synthesis of new isoxazolo[3',4':4,5]pyrrolo(or thieno)[2,3-c]quinoline ring systems

Hameed¹,

Sadek²,

Mekheimer³

2008

Arkivoc

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Abstract3-Amino-4-chlorothieno(or pyrrolo)[3,2-c]quinoline-2-carboxylates 3a,b react with alkylamines 4a-g to give the corresponding 4-alkylaminothieno(or pyrrolo)[3,2-c]quinoline-2-carboxylates 5a-g. Diazotization of 5a-g, followed by reaction with NaN 3 , leads to the formation of 3-azido-4-alkylaminothieno(or pyrrolo)[3,2-c]quinoline-2-carboxylates 6a-g, a new heterocyclic ring system. Thermolysis of azido compounds 6a-g in bromobenzene at reflux temperature afforded the novel tetracyclic ring system isoxazolo

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D-4-AMINO-3-ISOXAZOLIDONE, A NEW ANTIBIOTIC^*

Cited by 77 publications

References 0 publications

Electrochemical studies for the determination of an antibiotic drug, d-cycloserine, in pharmaceutical and human biological samples

Electrochemical studies for the determination of an antibiotic drug, d-cycloserine, in pharmaceutical and human biological samples

Electronic structure and conformational flexibility of d-cycloserine

Fused quinoline heterocycles VII: synthesis of new isoxazolo[3',4':4,5]pyrrolo(or thieno)[2,3-c]quinoline ring systems

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D-4-AMINO-3-ISOXAZOLIDONE, A NEW ANTIBIOTIC*

Cited by 77 publications

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Electrochemical studies for the determination of an antibiotic drug, d-cycloserine, in pharmaceutical and human biological samples

Electrochemical studies for the determination of an antibiotic drug, d-cycloserine, in pharmaceutical and human biological samples

Electronic structure and conformational flexibility of d-cycloserine

Fused quinoline heterocycles VII: synthesis of new isoxazolo[3',4':4,5]pyrrolo(or thieno)[2,3-c]quinoline ring systems

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Product

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D-4-AMINO-3-ISOXAZOLIDONE, A NEW ANTIBIOTIC^*