Electrochemistry of potential bioreductive alkylating quinones
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چکیده
منابع مشابه
Natural quinones as quinonemethide precursors--ideas in rational drug design.
The concept of the mode of biological action of quinones as bioreductive alkylating agents is presented. The focus of this discussion is primarily upon the structural features which would facilitate quinonemethide formation (alkylating agent) from the reduced quinone (hydroquinone). A survey of the naturally occurring quinone field was carried out and those members which can be catalogued as po...
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Small, highly strained heterocycles are archetypical alkylating agents (oxiranes, beta-lactones, aziridinium, and thiirinium ions). Oxetanes, which are tetragonal ethers, are higher homologues of oxiranes and reduced counterparts of beta-lactones, and would therefore be expected to be active alkylating agents. Oxetanes are widely used in the manufacture of polymers, especially in organic light-...
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A kinetic study of the alkylating potential of potassium sorbate (S)-a food preservative used worldwide-in 7:3 water/dioxane medium was performed. The following conclusions were drawn: (i) Potassium sorbate shows alkylating activity on the nucleophile 4-(p-nitrobenzyl)pyridine (NBP), a trap for alkylating agents with nucleophilic characteristics similar to those of DNA bases, (ii) The NBP alkyl...
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The bioreductive alkylating agent, 2,3-bis(chloromethyl)-1,4-napthoquinone (CMNQ), has been shown to inhibit the growth of Sarcoma 180 ascites cells in vivo. Evidence for the reductive activation of this agent via the mitochondrial respiratory chain was provided by CMNQ-induced oxidation of reduced nicotinamide adenine dinucleotide; the interaction was shown to be on the substrate side of the s...
متن کاملAlkylating potential of α,β-unsaturated compounds.
Alkylation reactions of the nucleoside guanosine (Guo) by the α,β-unsaturated compounds (α,β-UC) acrylonitrile (AN), acrylamide (AM), acrylic acid (AA) and acrolein (AC), which can act as alkylating agents of DNA, were investigated kinetically. The following conclusions were drawn: i) The Guo alkylation mechanism by AC is different from those brought about the other α,β-UC; ii) for the first th...
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ژورنال
عنوان ژورنال: Analytica Chimica Acta
سال: 1990
ISSN: 0003-2670
DOI: 10.1016/s0003-2670(00)83570-9