Effect of sulphonylureas (tolazamide, tolbutamide and chlorpropamide) on the metabolism of diphenylhydantoin in the rat

Wesseling, H; Thurkow, Ineke; Mulder, Gerard J.

doi:10.1016/0006-2952(73)90190-1

Cited by 4 publications

(1 citation statement)

References 12 publications

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“…In this respect, tolbutamide is more effective than the second-generation agent glipizide. [1][2][3][4][5][6][7][8][9][10][11] Sulfonylureas and their derivatives are still effectively and widely used in chemotherapy against a broad range of microorganisms. Examples of first generation sulfonylureas are carbutamides.…”

Section: Introductionmentioning

confidence: 99%

Structural optimization and vibrational analysis of an antidiabetic drug: tolbutamide

Sert

Karakaya

Çırak

et al. 2015

Journal of Sulfur Chemistry

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The purpose of this study is to investigate the vibrational spectrum of tolbutamide by ab initio techniques in combination with experimental studies. The Fourier transform infrared spectra (400-4000 cm −1 ) and Laser-Raman spectra (100-4000 cm −1 ) of tolbutamide have been obtained in the solid phase. Assignments have been found by the combination of the vibrational frequencies and the contribution of the potential energy distributions. Assignments have been compared with the theoretical and experimental results of similar structures as reported in the literature. Structural parameters such as bond lengths and angles, frequencies and infrared intensities and Raman activities of tolbutamide have been computed by density functional theory and Hartree-Fock methods using 6-311G++(d,p) and 6-31G(d) basis sets. The computed vibrational frequencies and optimized structural parameters are consistent with the corresponding experimental results. In addition, the images of tolbutamide frontier molecular orbitals (highest occupied and lowest unoccupied) and its energy gaps have been interpreted with the assistance of quantum chemical calculations. Highlights• Fourier transform infrared and Laser-Raman spectra of tolbutamide were recorded in solid phase.• Optimized geometry and vibrational frequencies of tolbutamide were calculated in combination with potential energy distribution analysis for the first time.• Frontier molecular orbital energies, structural stability and related molecular properties of tolbutamide were evaluated.

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Section: Introductionmentioning

confidence: 99%

Structural optimization and vibrational analysis of an antidiabetic drug: tolbutamide

Sert

Karakaya

Çırak

et al. 2015

Journal of Sulfur Chemistry

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Interaction of diphenylhydantoin (DPH) and tolbutamide in man

Wesseling

Mols-Thürkow

1975

Eur J Clin Pharmacol

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The influence of tolbutamide administration on the plasma concentrations of diphenylhydantoin (DPH) was investigated in seventeen long-stay patients with epilepsy. Tolbutamide, 0.5 g 2-3x daily, considerably increased the proportion of non-protein-bound DPH in plasma (mean: 44.6% of control values). The increase was transient, unlike the decrease found in total plasma DPH-concentration (approx. 10% of control values). In vitro experiments confirmed that the interaction between DPH and tolbutamide was due to displacement of DPH from plasma proteins. Some factors that limit the capacity to metabolise DPH in the liver are discussed; they may increase the risk of DPH-intoxication in patients who take sulphonyl-ureas.

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Localization and characterization of somatostatin binding sites in the mouse retina

et al. 1989

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We studied the binding of [125I]Tyr11-somatostatin-14 and [125I]Leu8,D-Trp22,Tyr25-somatostatin-28 to frozen, unfixed sections of C57BL/6J mouse eyes with autoradiography. Specific binding of both ligands occurred in 3 maxima, a broad band extending from the retinal ganglion cell to the inner nuclear layers, a narrow and inconstant band over the outer plexiform layer, and a band over the retinal pigment epithelium and choroid. We quantified the label over the inner plexiform layer and found evidence for a single, saturable binding site after Scatchard analysis of saturation binding data. With [125I]Tyr11-somatostatin-14 the dissociation constant (Kd) was 1.48 nM and the total number of binding sites (Bmax) was 68 fmol/mg protein; in competition experiments the inhibitory binding constant (Ki) was 900 pM for somatostatin-14 and 350 pM for somatostatin-28. With [125I]Leu8,D-Trp22,Tyr25-somatostatin-28, Kd was 625 pM and Bmax was 69 fmol/mg protein; in competition experiments Ki was 4.58 nM for somatostatin-14 and 710 pM for somatostatin-28. These results demonstrate the existence of somatostatin receptors in the inner plexiform layer of the retina that appear to have greater specificity for somatostatin-28 than for somatostatin-14.

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Effect of sulphonylureas (tolazamide, tolbutamide and chlorpropamide) on the metabolism of diphenylhydantoin in the rat

Cited by 4 publications

References 12 publications

Structural optimization and vibrational analysis of an antidiabetic drug: tolbutamide

Structural optimization and vibrational analysis of an antidiabetic drug: tolbutamide

Interaction of diphenylhydantoin (DPH) and tolbutamide in man

Localization and characterization of somatostatin binding sites in the mouse retina

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