Four types of ligands (Q1-Q4) and their complexes (1-36) with transition metal ions have been synthesized, in which two new complexes (15 and 20) have been prepared and tested. In vitro antimicrobial activities of the ligands and their complexes were investigated against a representative panel of strains including two Gram positive bacteria (Sarcina ureae, Staphylococcus aureus), two Gram negative bacteria (Escherichia coli, Pseudomonas aeruginosa) and three fungi (Aspergillus niger, Saccharomyces cerevisiae, Fusarium oxysporum f. sp. cubense). The relationship between the structure and the antibacterial activities was discussed. Our study results indicated that some compounds have preferred antibacterial activities that may have potential pharmaceutical applications.