Abstract
In 1946, Brian, Curtis and Hemming isolated a substance from cultures of Penicillium janczewskii Zal which caused abnormal curling of fungal hyphae. This material was later shown to be identical to griseofulvin (Grove and McGowan, 1947; Brian et al., 1949). The latter compund was first isolated in 1939 by Oxford, Raistrick and Simonart. The structure of griseofulvin, as proposed by Grove et al. (1952) is shown in Fig. 1.
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References
Anderson, J. F.: Anomalous development of the cuticle of mosquitoes induced by griseofulvin. J. Econ. Entomol. 59, 1476 (1966).
Applegarth, D. A., and G. Bozoian: Presence of chitin in the cell wall of a griseofulvin-producing species of Penicillium. J. Bacteriol. 94, 1787 (1967).
Aytoun, R. S. C.: The effects of griseofulvin on certain phytopathogenic fungi. Ann. Botany (London) 20, 297 (1956).
Aytoun, R. S. C., A. H. Campbell, E. J. Napier, and D. A. L. Seiler: Mycological aspects of the action of griseofulvin against dermatophytes. Arch. Dermatol. 81, 650 (1960).
Barash, I., L. M. Conway, and D. H. Howard: Carbon catabolism and synthesis of macromolecules during spore germination of Microsporum gypseum. J. Bacteriol. 93, 656 (1967).
Barich, L. L., T. Nakai, J. Schwarz, and D. J. Barich: Tumour promoting effect of excessively large doses of oral griseofulvin on tumours induced in mice by methylcholanthrene. Nature 187, 335 (1960).
Bent, K.J., and R.H. Moore: Mode of action of griseofulvin. Symp. Soc. Gen. Microbiol. 16, 82 (1966).
Brian, P. W.: Studies on the biological activity of griseofulvin. Ann. Botany (London) 13, 59 (1949).
Brian, P. W., P. J. Curtis, and H. G. Hemming: A substance causing abnormal development of fungal hyphae produced by Penicillium janczewskii ZAL. I. Biological assay, production and isolation of “curling factor”. Trans. Brit. Myco. Soc. 29, 173 (1946).
Brian, P. W., P. J. Curtis, and H. G. Hemming: A substance causing abnormal development of fungal hyphae produced by Penicillium janczewskii ZAL. III. Identity of “curling factor” with griseofulvin. Trans. Brit Myco. Soc. 32, 20 (1949).
Brian, P. W., J. M. Wright, J. Stubbs, and A. M. Way: Uptake of antibiotic metabolites of soil microorganisms by plants. Nature 167, 347 (1951).
Burgoon, C. F., J. H. Graham, R. J. Keiper, F. Urbach, J. S. Burgoon, and E. B. Helwig: Histopathologic evaluation of griseofulvin in Microsporum audouini infections. Arch. Dermatol. 81, 724 (1960).
Dennis, D. J., M. J. Davis, and J. C. Campbell: The effects of griseofulvin on epithelial cells in tissue culture. J. Invest. Dermatol. 34, 99 (1960).
Deyson, G.: Antimitotic properties of griseofulvin. Ann. Pharm. Franc. 22, 17 (1964a)
Deyson, G.: The influence of griseofulvin on the antimitotic properties of colchicine. Ann. Pharm. Franc. 22, 89 (1964b).
El-Nakeeb, M. A., and J. O. Lampen: Formation of complexes of griseofulvin and nucleic acids of fungi and its relation to griseofulvin sensitivity. Biochem. J. 92, 59P (1964 a).
El-Nakeeb, M. A., and J. O. Lampen: Binding of tritiated-griseofulvin by ribosomes and RNA of Microsporum gypseum. Bacteriol. Proc. 1964, P60 (1964b).
El-Nakeeb, M. A., and J. O. Lampen: Uptake of griseofulvin by the sensitive dermatophyte, Microsporum gypseum. J. Bacteriol. 89, 564 (1965a).
El-Nakeeb, M. A., and J. O. Lampen: Distribution of griseofulvin taken up by Microsporum gypseum: Complexes of the antibiotic with cell constituents. J. Bacteriol. 89, 1075 (1965 b).
El-Nakeeb, M. A., and J. O. Lampen: Uptake of H3-griseofulvin by microorganisms and its correlation with sensitivity to griseofulvin J. Gen. Microbiol. 39, 285 (1965d).
El-Nakeeb, M. A., W. L. McLellan and J. O. Lampen: Antibiotic action of griseofulvin on dermatophytes. J. Bacteriol. 89, 557 (1965 c).
Eveligh, D. E., and S. G. Knight: The effect of griseofulvin on the cell wall composition of Trichophyton mentagrophytes. Bacteriol. Proc. 1965, G82, p. 27.
Grove, J. F., J. MacMillan, T. P. C. Mulholland, and M. A. T. Rogers: Griseofulvin. Part IV. Structure. J. Chem. Soc. 1952, 3977.
Grove, J. F., and J. C. McGowan: Identity of griseofulvin and “curling factor”. Nature 160, 574 (1947).
Huber, F. M.: Antibiotics, vol. I, p. 181. Berlin-Heidelberg-New York: Springer 1967.
Huber, F. M., and D. Gottlieb: The mechanism of action of griseofulvin. Can. J. Microbiol. 14, 111 (1968).
Isaac, I., and J. M. Milton: Response of Verticillium species to griseofulvin. J. Gen. Microbiol. 46, 273 (1967).
Knoth W., K. Irisawa, and R. C. Knoth-Born: Enzyme-histochemical investigations on human pathogenic fungi after exposure to specific antimycotics. Mykosen 10, 1 (1967).
Lampen, J. O., W. L. McLellan, and M. A. El-Nakeeb: Antibiotics and fungal physiology. Antimicrobial Agents Chemotherapy 1965, 1006.
Larpent, J. P.: Comparative action of griseofulvin and colchicine on growth and branching of the young thallus of Saprolegnia monoica. Compt. Rend. 157, 2219 (Chem. Abstr. 61, 2407f) (1963).
Larsen, W. G., and D. J. Demis: Metabolic studies of the effect of griseofulvin and candicidin on fungi. J. Invest. Dermatol. 41, 335 (1963).
Lenhart, K.: Spontaneous mutants of Microsporum gypseum resistant to griseofulvin. Mycopathol. Mycol. Appl. 36, 150 (1968).
Lenhart, K.: Griseofulvin-resistant mutants in dermatophytes. I. Frequency of spontaneous and ultraviolet-induced mutants. Mykosen 12, 655 (1969).
Lenhart, K.: Mutagenic effect of griseofulvin. Mykosen 12, 687 (1969).
MacMillan, J.: Griseofulvin. Part 9. Isolation of the bromoanalogue from Penicillium griseofulvum and Penicillium nigricans. J. Chem. Soc. 1954, 2585.
MacMillan, J.: Dechlorogriseofulvin--a metabolic product of Penicillium griseofulvum DIECK and Penicillium janczewskii ZAL. Chem. & Ind. (London) 1951, 179.
Malawista, S. E., H. Sato, and K. G. Bensch: Vinblastine and griseofulvin reversibly disrupt the living mitotic spindle. Science 160, 770 (1968).
Male, O., and K. Holubar: Enzyme histochemical studies on the mode of action of some antimycotic drugs. Int. Congr. Chemother. Proc. 5th, 2, 73 (1967 a)
Male, O., and K. Holubar: Enzyme histochemistry of dermatophytes. II. Alteration of enzymatic reactions due to griseofulvin. Arh. Klin. Exptl. Dermatol. 227, 973 (1967 b).
Margulis, L., J. A. Neviackas, and S. Banerjee: Cilia regeneration in Stentor: Inhibition, delay and abnormalities induced by griseofulvin. J. Protozool. 16, 660 (1969).
McNall, E. G.: Biochemical studies on the metabolism of griseofulvin. Arch. Dermatol. 81, 657 (1960a).
McNall, E. G.: Metabolic studies on griseofulvin and its mechanism of action. Antibiotics Ann. 1959/60, 674 (1960b).
Muntoni, S.: Analogous effects of griseofulvin and colchicine on the mitosis. Boll. Soc. Ital. Biol. Sper. 41, 813 (1965).
Muntoni, S., and B. Loddo: Griseofulvin-induced budding in cell cultures. Arch. Intern. Pharmacodyn. 151, 365 (Chem. Abstr. 62, 5755g) (1964).
Napier, E. J., D. I. Turner, and A. Rhodes: The in vitro action of griseofulvin against pathogenic fungi of plants. Ann Botany (London) 20, 461 (1956).
Nona, D. A., M. I. Blake, H. L. Crespi, and J. J. Katz: Effect of deuterium oxide on the culturing of Penicillium janczewskii. III. Antifungal activity of fully deuterated griseofulvin. J. Pharm. Sci. 57, 1993 (1968).
Osment, L. S.: The many effects of griseofulvin. Alabama J. Med. Sci. 6, 392 (1969).
Oxford, A. E., H. Raistrick, and P. Simonart: Studies on the biochemistry of microorganisms. 60. Griseofulvin, C17H17O6Cl, a metabolic product of Penicillium griseofulvum DIECK. Biochem. J. 33, 240(1939).
Paget, G. E., and S. J. Alcock: Griseofulvin and colchicine: lack of carcinogenic action. Nature 188, 867 (1960).
Paget, G. E., and A. L. Walpole: Some cytological effects of griseofulvin. Nature 182, 1320 (1958).
Paget, G. E., and A. L. Walpole: The experimental toxicology of griseofulvin. Arch. Dermatol. 81, 750 (1960).
Roth, F. J.: Griseofulvin: Ann. N. Y. Acad. Sci. 89, 81, 750 (1960).
Roth, F. J., B. Sallman, and H. Blank: In vitro studies of the antifungal antibiotic griseofulvin. J. Invest. Dermatol. 33, 403 (1959b).
Schwarz, J., and J. K. Loutzenhiser: Laboratory experiences with griseofulvin. J. Invest. Dermatol. 34, 295 (1960).
Shockman, G. D., and J. O. Lampen: Inhibition by antibiotics of the growth of bacterial and yeast protoplasts. J. Bacteriol. 84, 508 (1962).
Srivastava, O. P., and V. C. Vora: Effect of griseofulvin on dermatophytes including locally isolated strains of Trichophyton rubrum and on Microsporum canis grown in keratin. J. Sci. Ind. Res. (India) 20C, 163 (1961).
Thyagarajan, T. R., O. P. Srivastava, and V. C. Vora: Some cytological observations on the effect of griseofulvin on dermatophytes. Naturwissenschaften 50, 524 (1963).
Vidmar-Cvjetanovic, B. P. Gaudin, H. Lozeron, and W. Jadassohn: Induced griseofulvin resistance of Achorion (Trichophyton) quinckeanum in vitro and in vivo. Experientia 22, 737 (1966).
Wright, J. M.: Phytotoxic effects of some antibiotics. Ann. Botany (London) 15, 493 (1951).
Ziegler, H.: Effect of griseofulvin on Microsporum canis. IV. Z. Allgem. Mikrobiol. 3, 211 (1963).
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Huber, F.M. (1975). Griseofulvin. In: Corcoran, J.W., Hahn, F.E., Snell, J.F., Arora, K.L. (eds) Mechanism of Action of Antimicrobial and Antitumor Agents. Antibiotics, vol 3. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-46304-4_41
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