Synthesis and antibacterial activity of tert-butyl [1-benzyl-2[(4-aryl-2-thiazolyl)hydrazono]ethyl]carbamate derivatives.
The increasing clinical importance of drug-resistant fungal and bacterial pathogens has lent additional urgency to microbiological research and new antibacterial compound development. For this purpose, new tert-butyl[1-benzyl-2[(4-aryl-2-thiazolyl)hydrazono]ethyl]carbamate derivatives were synthesized and evaluated for antibacterial activity. The reaction of Boc-L-phenylalaninal with thiosemicarbazide gave the thiosemicarbazone which furnished the title compounds by reaction with phenacyl bromides. The newly synthesized compounds were screened for antibacterial activity and toxicity. While microdilution broth susceptibility assay was used for the antibacterial activity evaluation of the compounds against the strains E. coli (NRRL B-3704), M. luteus (NRRL B-4375), B. cereus (NRRL B-3711), P. aeruginosa (NRRL B-23), and S. fecalis (NRRL B-14617), the Artemia salina 96-well assay was used to determine cytotoxicities of the compounds. Observations obtained from the bioassays showed that some of the compounds are highly active against E. coli, M. luteus, and B. cereus when compared with the control agent and showed low toxicity.
Turan-Zitouni
Gülhan
G
Anadolu University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Eskisehir, Turkey. gturan@anadolu.edu.tr
Fehrentz
Jean-Alain
JA
Chevallet
Pierre
P
Martinez
Jean
J
Kaplancikli
Zafer Asim
ZA
Ozdemir
Ahmet
A
Arslanyolu
Muhittin
M
Yildiz
Mehmet Taha
MT
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D001156:Artemia / Q000187:drug effects; D001409:Bacillus cereus / Q000187:drug effects; D002219:Carbamates / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D013293:Enterococcus faecalis / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D006835:Hydrazones / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D007928:Lethal Dose 50; D008826:Microbial Sensitivity Tests / Q000379:methods; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*
D000900:Anti-Bacterial Agents; D002219:Carbamates; D006835:Hydrazones; D013844:Thiazoles