European Journal of Medicinal Chemistry p. 449 - 454 (1990)
Update date:2022-08-10
Topics:
Savignac, A. de
Roques, C.
Hinedi, M.
Michel, G.
Lattes, A.
A homologous series of 1-alkylimidazoles (pentyl to octadecyl) has been obtained with a good yield (75-95percent) by the phase transfer catalyzed reaction of imidazole with the appropriate alkyl halides.The antifungal and antibacterial activities of these compounds were tested.A poor activity was observed towards the Gram-negative (Gram-) microorganisms, whereas the aerobic and anaerobic Gram-positive (Gram+) microorganisms and some yeasts (Pityrosporum ovale) were inhibited.We found that the inhibitory potency of such compounds increased with increasing chain length,passing through a maximum with chain length C10-C13 and decreased for the higher homologs.An explanation is suggested in relation to the ability of these compounds to bind with the active sites of the microorganisms and to adopt a conformation able to promote the migration through the biological membranes.
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