1991
DOI: 10.1159/000138852
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Studies for the Elucidation of the Mode of Action of the Antimycotic Hydroxypyridone Compound, Rilopirox

Abstract: Rilopirox is a synthetic, fungicidal antimycotic agent with hydrophobic characteristics. Its chemical name is 6-[4-(4-chlorophenoxy)-phenoxymethyl]-1-hydroxy-4-methyl-2-pyridone and it has a molecular weight of 357.79. Rilopirox is very soluble in dimethyl sulfoxide (DMSO) and dimethylformamide (DMF) but poorly soluble in water. The amount of antimycotic agent remaining in the solution is dependent on the final concentration of the solvent and the amount of rilopirox used. Complexometric studies show that rilo… Show more

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Cited by 12 publications
(6 citation statements)
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References 10 publications
(13 reference statements)
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“…Mimosine has been extensively studied in Australian sheep as a defleecing agent [62]. Ciclopirox, which as predicted [8] inhibits deoxyhypusyl hydroxylation, is widely employed clinically as an excellent topical fungicide [63], its analog piroctone is a cosmetically applied anti-dandruff agent [64], and the analog rilopirox under investigation as an antimycotic [65,66]. AbeAdo, studied for its potential as an antiparasitic and antineoplastic compound, was proposed to exert its antiproliferative effect by depletion of elF-5A [67,68].…”
Section: Resultsmentioning
confidence: 99%
“…Mimosine has been extensively studied in Australian sheep as a defleecing agent [62]. Ciclopirox, which as predicted [8] inhibits deoxyhypusyl hydroxylation, is widely employed clinically as an excellent topical fungicide [63], its analog piroctone is a cosmetically applied anti-dandruff agent [64], and the analog rilopirox under investigation as an antimycotic [65,66]. AbeAdo, studied for its potential as an antiparasitic and antineoplastic compound, was proposed to exert its antiproliferative effect by depletion of elF-5A [67,68].…”
Section: Resultsmentioning
confidence: 99%
“…For rilopirox, a high affinity for iron ions has been shown in complexometric studies (37). Furthermore, rilopirox inhibited the activity of a catalase from Aspergillus niger and the respiratory chain in mitochondria and submitochondrial particles in Saccharomyces cerevisiae (37). Since both catalases and enzymes of the respiratory chain are iron-dependent proteins, this further supported the view that iron binding may play a major role in the mode of action of hydroxypyridone antimycotics.…”
mentioning
confidence: 80%
“…Therefore, it was hypothesized that the chelation of metal ions and the inhibition of iron-dependent enzymes play a primary role in the action of ciclopirox olamine (1). For rilopirox, a high affinity for iron ions has been shown in complexometric studies (37). Furthermore, rilopirox inhibited the activity of a catalase from Aspergillus niger and the respiratory chain in mitochondria and submitochondrial particles in Saccharomyces cerevisiae (37).…”
mentioning
confidence: 99%
“…The present findings are in agreement with previous data obtained with C. albicans [22] and now extend our knowledge to C. tropicalis and C. glabrata, and compare it with nystatin and fluconazole. The proposed mechanism of action for rilopi rox (hydroxypyridone) is that this compound forms complexes with iron cations which are essential for fungal cells [24], and already after the 1st h of contact with 1 MIC rilopirox the surface of Candida cells had become rough and folds and flat cells had appeared [25]. Nystatin (polyene) acts by binding to ergosterol and other sterol groups thus al tering membrane functions [26], and this in teraction leads also to a decrease in hydrophobicity of the fungi with a parallel reduction in adherence [27], Fluconazole (triazole) acts on ergosterol synthesis, and inhibition of the syn thesis of ergosterol has a number of effects that influence the activity of membranebound enzymes and interfere with cell archi tecture [28].…”
Section: R Esu Ltsmentioning
confidence: 99%