Evaluation of bactericidal and fungicidal activity of ferrocenyl or phenyl derivatives...
Ferrocene compounds
Ferrocene compounds
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1042<br />
Fe<br />
THF/diethyl ether<br />
Fe<br />
1<br />
26<br />
OH<br />
O(CH 2) 3NMe 2<br />
HO<br />
HOOC<br />
OH<br />
85%<br />
COOH<br />
COOH<br />
HO<br />
OOC<br />
O(CH 2) 3NMe 2H<br />
COOH<br />
COOH<br />
Fe<br />
Fe<br />
THF/diethyl ether<br />
Scheme 5. Synthesis <strong>of</strong> citric salts 26 <strong>and</strong> 27.<br />
27<br />
10<br />
HO<br />
HOOC<br />
84%<br />
O(CH 2) 3NMe 2<br />
O(CH 2) 3NMe 2<br />
COOH<br />
COOH<br />
O(CH 2)3NMe2H<br />
O(CH 2)3NMe2H<br />
OOC<br />
OOC<br />
OH<br />
COOH<br />
Table 1<br />
Minimum inhibit<strong>or</strong>y concentration (MIC) <strong>and</strong> minimum <strong>bactericidal</strong> concentration (MBC) <strong>or</strong> minimum <strong>fungicidal</strong> concentration (MFC), IC50 <strong>and</strong> log Po/w values.<br />
Cpd. Num.<br />
25<br />
R 3<br />
OH O OH O<br />
OH<br />
O<br />
R 2<br />
R 1<br />
O<br />
OH<br />
H<br />
CH3 H<br />
OH N<br />
H3C CH3 Doxycycline<br />
5 R 1 ¼ R 2 ¼ H<br />
R 3 ¼ Fc<br />
17 R 1 ¼ H; R 2 ¼ OH<br />
R 3 ¼ Ph<br />
6 R 1 ¼ H; R 2 ¼ OH<br />
R 3 ¼ Fc<br />
18 R 1 ¼ OH; R 2 ¼ OH<br />
R 3 ¼ Ph<br />
O(CH 2 ) 3 NMe 2<br />
O(CH 2 ) 3 NMe 2<br />
NH 2<br />
M. El Arbi et al. / Journal <strong>of</strong> Organometallic Chemistry 696 (2011) 1038e1048<br />
Pseudomonas<br />
aeruginosa<br />
(mg/mL (mM))<br />
Staphylococcus<br />
aureus (mg/mL (mM))<br />
C<strong>and</strong>ida albicans<br />
(mg/mL (mM))<br />
MIC