Fungitoxicity of fatty acids against dermatophytes

Summary. Ten saturated and three unsaturated fatty acids over a wide spectrum of their carbon chain length were tested for their fungitoxicity against five dermatophytes. The experiments showed that short chain saturated fatty acids (C 7:0‐C 11:0) are more toxic to dermatophytes than long chain ones (> C 12:0). The antifungal activity decreases with increasing carbon chain length in the even‐numbered carbon chain series. Odd‐numbered carbon fatty acids show irregularities in these respects. Undecanoic acid (C11:0) is outstandingly most toxic in the C7:0‐C18:0 series. Polyunsaturated fatty acids are more toxic than their corresponding saturated acids. The per cent growth inhibition decreased from day 4 to day 12 at all concentrations suggesting the degradation and/or utilization of fatty acids by the fungi during the observation period. The results are discussed on the background of the biochemistry of fatty acids.

[1]  R. Summerbell,et al.  The dermatophytes , 1995, Clinical microbiology reviews.

[2]  J. Scheffer,et al.  Antimicrobial Activity of Essential Oils: A 1976-1986 Literature Review. Aspects of the Test Methods , 1987, Planta medica.

[3]  K. Shinozuka,et al.  Antifungal Activity of Fatty Acids against Pyricularia oryzae Related to Antifungal Constituents of Miscanthus sinensis , 1987 .

[4]  H. Schulz,et al.  Beta-oxidation of unsaturated fatty acids: a revised pathway , 1987 .

[5]  V. Moleyar,et al.  Antifungal activity of some essential oil components , 1986 .

[6]  W. D. Nunn A molecular view of fatty acid catabolism in Escherichia coli. , 1986, Microbiological reviews.

[7]  G. Pugh,et al.  Inhibition of growth of keratinophilic fungi by oils and fatty acids , 1985 .

[8]  G. Pugh,et al.  An improved technique to incorporate oils and fats into culture media , 1984 .

[9]  S. Kohlwein,et al.  Uptake of fatty acids by the yeasts, Saccharomyces uvarum and Saccharomycopsis lipolytica. , 1984, Biochimica et biophysica acta.

[10]  W. Kunau,et al.  beta-Oxidation in Candida tropicalis. Partial purification and biological function of an inducible 2,4-dienoyl coenzyme A reductase. , 1983, The Journal of biological chemistry.

[11]  S. Das,et al.  Effect of undecanoic acid on phospholipid metabolism in Trichophyton rubrum. , 1982, Sabouraudia.

[12]  G. Khuller,et al.  Phospholipid and fatty acid composition of Microsporum cookei: effect of exogenous unsaturated fatty acids. , 1981, Sabouraudia.

[13]  J. Ulrich,et al.  Fatty acids of dermatophytes. , 1980, Sabouraudia.

[14]  H. Gershon,et al.  Antifungal properties of n-alkoxyacetic acids and their methyl esters. , 1979, Journal of pharmaceutical sciences.

[15]  M. Aggag,et al.  Evaluation of the Antifungal Activity of Some Components of Volatile Oils Against Dermatophytes , 1978, Mykosen.

[16]  P. Brennan,et al.  Physiology of fungal lipids: selected topics. , 1978, Advances in microbial physiology.

[17]  J. Vincent Dermatophyte lipids. , 1978, Progress in the chemistry of fats and other lipids.

[18]  S. Das,et al.  Lipolytic enzymes of Trichophyton rubrum. , 1977, Sabouraudia.

[19]  R. McElhaney,et al.  Membrane Lipid Biosynthesis in Acholeplasma laidlawii B: Incorporation of Exogenous Fatty Acids into Membrane Glyco- and Phospholipids by Growing Cells , 1977, Journal of bacteriology.

[20]  J. Silvius,et al.  Membrane lipid biosynthesis in Acholeplasma laidlawii B. Investigations into the in vivo regulation of the quantity and hydrocarbon chain lengths of de novo biosynthesized fatty aicds in response to exogenously supplied fatty acids. , 1977, Archives of biochemistry and biophysics.

[21]  W. Finnerty,et al.  Microbial lipid metabolism. , 1975, CRC critical reviews in microbiology.

[22]  K. Kandhari,et al.  The effects of some hair oils and unsaturated fatty acids on experimentally induced dermatophytosis. , 1975, Dermatologica.

[23]  P. Overath,et al.  Fatty acid degradation in Escherichia coli. An inducible system for the uptake of fatty acids and further characterization of old mutants. , 1971, European journal of biochemistry.

[24]  K. Kandhari,et al.  Effect of hair oils and fatty acids on the growth of dermatophytes and their in vitro penetration of human scalp hair. , 1970, Sabouraudia.

[25]  T. A. Pedersen Effect of Fatty Acids and Methyl Octanoate on Resting Mycelium of Boletus variegatus , 1970 .

[26]  H. Gershon,et al.  Antifungal properties of methyl esters of fatty acids and 2-fluoro fatty acids. , 1970 .

[27]  M. Baxter,et al.  The effect of fatty materials extracted from keratins on the growth of fungi, with particular reference to the free fatty acid content. , 1969, Sabouraudia.

[28]  T. Kosuge,et al.  [An antifungal constituents of rice bran tar]. , 1968, Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan.

[29]  A. Fulco Chain elongation, 20hydroxylation, and decarboxylation of long chain fatty acids by yeast. , 1967, The Journal of biological chemistry.

[30]  I. Barash,et al.  Carbon Catabolism and Synthesis of Macromolecules During Spore Germination of Microsporum gypseum , 1967, Journal of bacteriology.

[31]  R. Thornton Anti-fungal activity of fatty acids to Pithomyces chartarum (Berk. & Curt.) M. B. Ellis and other fungi , 1963 .

[32]  W. Taylor,et al.  Anti-fungal activity of fatty acids to Pithomyces chartarum (Berk. & Curt) M. B. Ellis in field trials. , 1963 .

[33]  R. Nathanson The fungistatic action of oleic, linoleic, and linolenic acids on Trichophyton rubrum in vitro. , 1960, The Journal of investigative dermatology.

[34]  Z. Fencl,et al.  Mechanism of Inhibition by Acetic Acid of the Germination of Spores of Aspergillus niger , 1957, Nature.

[35]  D. L. Harris,et al.  Effects of acetate and other short-chain fatty acids on yeast metabolism. , 1955, Archives of biochemistry and biophysics.

[36]  G. Rolinson THE EFFECT OF SATURATED FATTY ACIDS ON OXYGEN UPTAKE BY PENICILLIUM CHRYSOGENUM , 1954 .

[37]  W. Heseltine,et al.  SODIUM PROPIONATE AND ITS DERIVATIVES AS BACTERIOSTATICS AND FUNGISTATICS , 1952, The Journal of pharmacy and pharmacology.

[38]  A. Smiljanić,et al.  Fungistatic Action of Hair Fat on Microsporon audouini ∗ , 1945, Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine.

[39]  O. Wyss,et al.  The fungistatic and fungicidal action of fatty acids and related compounds. , 1945 .

[40]  L. Ajello,et al.  Propionate and undecylenate ointments in the treatment of tinea pedis and an in vitro comparison of their fungistatic and antibacterial effects with other ointments. , 1944 .

[41]  E. L. Keeney,et al.  The fungistatic and fungicidal effect of sodium propionate on common pathogens. , 1943 .

[42]  G. Greathouse,et al.  THE CHEMISTRY OF RESISTANCE OF PLANTS TO PHYMATOTRICHUM ROOT ROT. VI. FUNGICIDAL PROPERTIES OF FATTY ACIDS , 1940 .

[43]  W. Bierman,et al.  ROLE OF SWEAT AS A FUNGICIDE: WITH SPECIAL REFERENCE TO THE USE OF CONSTITUENTS OF SWEAT IN THE THERAPY OF FUNGOUS INFECTIONS , 1939 .

[44]  S. Peck,et al.  The Effects of Hydrogen Ion Concentration, Fatty Acids and Vitamin C on the Growth of Fungi12 , 1938 .

[45]  P. Tate On the Enzymes of certain Dermatophytes, or Ringworm Fungi , 1929, Parasitology.

[46]  J. F. Clark On the Toxic Effect of Deleterious Agents on the Germination and Development of Certain Filamentous Fungi , 1899, Botanical Gazette.

[47]  J. F. Clark,et al.  On the Toxic Effect of Deleterious Agents on the Germination and Development of Certain Filamentous Fungi , 1899, Botanical Gazette.