Pulse Polarographic Determination of Disulfiram

Prue, D.G.; Warner, Charles R; Kho, B.T.

doi:10.1002/jps.2600610223

Cited by 11 publications

(1 citation statement)

References 9 publications

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“…Electrochemical protocols, including polarographic, voltammetric, and coulometric methods, have been applied to a number of thiol and disulfide compounds in the characterization of their redox properties (Prue et al 1972; Mairesse‐Ducarmois et al 1975, 1976a, Mairesse‐Ducarmois et al b). Polarographic experiments (Fig.…”

Section: Resultsmentioning

confidence: 99%

Experimental determination and calculations of redox potential descriptors of compounds directed against retroviral zinc fingers: Implications for rational drug design

et al. 2001

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A diverse set of electrophilic compounds that react with cysteine thiolates in retroviral nucleocapsid (NC) proteins and abolish virus infectivity has been identified. Although different in chemical composition, these compounds are all oxidizing agents that lead to the ejection of Zn(II) ions bound to conserved structural motifs (zinc fingers) present in retroviral NC proteins. The reactivity of a congeneric series of aromatic disulfides toward the NC protein of the human immunodeficiency virus type 1 (HIV-1), NCp7, has been characterized by HPLC separation of starting reagents from reaction products. We calculated the absolute redox potentials of these compounds in the gas phase and in aqueous solvent, using a density functional theory method and a continuum solvation model. Pulsed polarography experiments were performed and showed a direct correlation between calculated and experimentally determined redox propensities. A dependence between protein reactivity and redox potential for a specific compound was shown: Reaction with NCp7 did not take place below a threshold value of redox potential. This relationship permits the distinction between active and nonactive compounds targeted against NCp7, and provides a theoretical basis for a scale of reactivity with retroviral zinc fingers. Our results indicate that electrophilic agents with adequate thiophilicity to react with retroviral NC fingers can now be designed using known or calculated electrochemical properties. This may assist in the design of antiretroviral compounds with greater specificity for NC protein. Such electrophilic agents can be used in retrovirus inactivation with the intent of preparing a whole-killed virus vaccine formulation that exhibits unaffected surface antigenic properties.

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Section: Resultsmentioning

confidence: 99%