Synthesis and antimicrobial evaluation of some new 1,2-bis-(2-(N-arylimino)-1,3-thiazolidin-3-yl)ethane derivatives.
N,N'-Diarylethylene-bis-thiourea derivatives 1 and 8 were synthesized and their reactions with hydrazonoyl chlorides yielded the corresponding bis-(2-(N-arylimino)-1,3-thiazolidine derivatives 5a-d and 11a-c. The reaction of compound 1 with several α-haloketones afforded the bis-(5-methyl-2-(N-phenylimino)-1,3-thiazolidine derivatives 15a-c and 19a, b. The newly synthesized compounds were tested for their antimicrobial activity against four fungi, two Gram-positive and two Gram-negative bacteria and showed high antibacterial and antifungal activities against all the test microorganisms except Pseudomonas aeruginosa and Candida albicans. Compounds 5b, 15b and 19a exhibited the highest activities against the test microorganisms. The MIC evaluation showed that compound 15b has higher activity than Amphotericin B and Ampicillin against all tested fungi and Gram-positive bacteria (Staphylococcus pneumonia) and showed similar activity like Ampicillin against Gram-negative bacteria (Escherichia coli).
Department of Chemistry, Faculty of Science, University of Cairo.
Kamal Mohamed
KM
Dawood
Hussein Khalaf-Allah
HK
Abu-Deif
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005658:Fungi / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D013844:Thiazoles