The article presents some bis-Schiff bases - halogenated derivatives of ortho-hydroxy-ketones - with great potential for antimicrobial and antiinflammatory activity. The antimicrobial activities of the Schiff bases were tested in comparison with Chloramphenicol, Nystatin, and Ampicillin upon the following strains: Staphylococcus aureus (ATCC 25923), Sarcina lutea (ATCC 9341), Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853), Candida albicans (ATCC 1023), Candida glabrata, two Staphylococcus aureus strains, and several clinical isolates (Proteus mirabilis, Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumoniae). Those compounds were found to be active against Gram-positive or Gram-negative bacteria, and had an anti-inflammatory effect comparable to that of Indomethacin.