Background: Oximes and nitrofuranyl derivatives are particularly important compounds
in medicinal chemistry. Thus, many researchers have been reported to possess antibacterial,
antiparasitic, insecticidal and fungicidal activities.
Methods: In this work, we report the synthesis and the biological activity against Mycobacterium
tuberculosis H37RV of a series of fifty aryl oximes, ArCH=N-OH, I, and eight nitrofuranyl compounds,
Results: Among the oximes, I: Ar = 2-OH-4-OH, 42, and I: Ar = 5-nitrofuranyl, 46, possessed the
best activity at 3.74 and 32.0 μM, respectively. Also, 46, the nitrofuran compounds, II; X = MeO,
55, and II: X = NHCH2Ph, 58, (14.6 and 12.6 μM, respectively), exhibited excellent biological activities
and were non-cytotoxic.
Conclusion: The compound 55 showed a selectivity index of 9.85. Further antibacterial tests were
performed with compound 55 which was inactive against Enterococcus faecalis, Klebisiella
pneumonae, Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhymurium and Shigella
flexneri. This study adds important information to the rational design of new lead anti-TB drugs.
Structure-Activity Relationship (SAR) is reported.