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H 2N
N
N
N
H2N N
R R
Figure-1 Effect of introduction of alkyl chains with different lengths (1-14 C-
atoms; at the N1-postion of compound A (Blue) and B (Red) on the IC50 (µM) for
inhibition of the biofilm formation of S. Typhimurium ATCC14028 at 25°C in TSB
1/20.
3.5.2 Further Modification in the most active core structure
The introduction of a n-octyl side chain at the N1-position of compounds (A) and (B)
does result in very active inhibitors of both the Salmonella and Pseudomonas biofilm
formation, we also decided to introduce an n-octyl chain at the N1-position of some
other 4(5)-phenyl-2-amino-1H-imidazoles and evaluate the biofilm inhibitory activity
of the substituted compounds (table 4). All the compounds (C8-1 to C8-10) are
active inhibitors of both the S. Typhimurium and P. aeruginosa biofilm formation at
25°C, except for compounds C8-7 and C8-10. These compounds have very bulky
C5-substituents, which could diminish the solubility of the compounds in the growth
medium, reduce the uptake into the cell or cause steric hindrance in the putative
Cl