ALIPHATIC ETHERS OF 1-(2,4-DICHLOROPHENYL)-2-(1-H-IMIDAZOLYL)ETHANOL - INFLUENCE OF RAMIFICATION AND OR UNSATURATION ON LIPOPHILICITY AND ANTIFUNGAL ACTIVITY/
C. Tournairearellano et al., ALIPHATIC ETHERS OF 1-(2,4-DICHLOROPHENYL)-2-(1-H-IMIDAZOLYL)ETHANOL - INFLUENCE OF RAMIFICATION AND OR UNSATURATION ON LIPOPHILICITY AND ANTIFUNGAL ACTIVITY/, European journal of medicinal chemistry, 32(12), 1997, pp. 1001-1007
Ethers of 1-(2,4-dichlorophenyl)-2-(1-H-imidazolyl bearing ramified an
d/or unsaturated chains have been synthesized in order to specify the
role of lipophilicity or steric contributions on antifungal activity a
gainst yeast for miconazole-like structures. The presence of ramificat
ions on aliphatic chains (between 4 and 7 carbons) or unsaturation at
the end, increases antifungal activity. For these compounds, lipophili
city seems to be counterbalanced by steric contributions.