© 2004 The International Society of Dermatology International Journal of Dermatology 2004, 43 (Suppl.1), 3 – 8
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Blackwell Publishing, Ltd. Oxford, UK IJD International Journal of Dermatology 0011-9059 Blackwell Science, 2004 43 Suppl.: if known
Original article
Ciclopirox: antifungal, antibacterial and anti-inflammatory properties Ciclopirox: antifungal, antibacterial and anti-inflammatory properties
Ciclopirox: a broad-spectrum antifungal with antibacterial and
anti-inflammatory properties
Aditya K. Gupta, MD, PhD, FRCP(C)
1,2
, and Todd Plott, MD
3
1
Division of Dermatology, Department of
Medicine, Sunnybrook and Women’s College
Health Science Center (Sunnybrook site) and
the University of Toronto, Toronto, Canada;
2
Mediprobe Research Inc., London, Ontario,
Canada;
3
Medicis Pharmaceutical
Corporation, Scottsdale, Arizona
Correspondence
Aditya K. Gupta, MD, PhD, FRCP(C)
Suite 6, 490 Wonderland Road South
London
Ontario
Canada
E-mail: agupta@execulink.com
Introduction
Ciclopirox is a synthetic agent available worldwide in a variety
of formulations to treat superficial fungal and yeast infections,
vaginal candidiasis, seborrheic dermatitis, and onychomy-
cosis. In the USA, ciclopirox is available in five formulations
to treat a variety of superficial mycoses including tinea pedis,
tinea corporis/cruris, pityriasis (tinea) versicolor, and seborrheic
dermatitis (Table 1). Ciclopirox 0.77% gel has been reported
as a successful treatment for tinea pedis.
1,2
Ciclopirox 8% nail
lacquer is indicated in the USA for the treatment of onychomy-
cosis. The most recently approved formulation, ciclopirox
shampoo 1%, is indicated for the treatment of seborrheic
dermatitis of the scalp in adults, a condition in which Malas-
sezia species are believed to play a role in pathogenesis.
Ciclopirox is a hydroxypyridone derivative (Fig. 1), formed
from the ethanolamine salt of 6- cyclohexyl-1-hydroxy-4-
methyl-2(1H)-pyridone.
3
Ciclopirox olamine 1% is equivalent
to 0.77% of the free acid form (ciclopirox 0.77%), and the
olamine entity does not add to the antifungal effect.
3
The
mechanism of action of ciclopirox differs from that of the azole,
imidazole and allylamine antifungal agents. Furthermore, in
addition to a broad-spectrum antifungal activity, ciclopirox has
demonstrated broad-spectrum antibacterial activity and anti-
inflammatory properties. Thus, ciclopirox has proven useful
for a wide variety of superficial dermatoses, including those
that involve bacterial infection and inflammation.
Mechanism of action
Azole, imidazole and allylamine antifungal agents produce anti-
fungal actions by inhibiting enzymes involved in the production
of fungal ergosterol, a required component of the fungal cell
membranes. This inhibition may be fungistatic or fungicidal.
Ciclopirox was found to inhibit the growth of dermato-
phyte fungi, other nonpathogenic fungi, Candida albicans ,
Gram-positive and Gram-negative bacteria.
4–6
Studies in Can-
dida albicans indicated that ciclopirox did not inhibit synthe-
sis of the cell wall, but prevented incorporation of radioactive
precursors into proteins, RNA and DNA.
4
Concentrations
above 50 μ g/ml caused leakage of folin-positive substances
(amino acids and peptides) and potassium ions from the C.
albicans cells. High concentrations also appreciably inhibited
oxidative use of glucose and other exogenous substrates by C.
albicans , but did not affect endogenous respiration and there-
fore interference with electron transport was not suspected to
be the primary cause of antifungal activity. The drop in RNA,
DNA and protein synthesis was suspected to result from
blockage of transmembrane transport of precursors, rather
than blockage of the assembly process, and therefore ciclopirox
may alter cell permeability. Further study suggested that
chelation of metal ions by ciclopirox may lead to inhibition of
iron-dependent enzymes.
6,7
Using freeze-fracture technique and electron microscopy,
an in vitro analysis demonstrated that ciclopirox modified the