Synthesis and antimicrobial activity of some new 1,3,4-thiadiazole and 1,2,4-triazole compounds having a D,L-methionine moiety

Otilia Pintilie; Lenuta Profire; Valeriu Sunel; Marcel Popa; Aurel Pui

doi:10.3390/12010103

Synthesis and antimicrobial activity of some new 1,3,4-thiadiazole and 1,2,4-triazole compounds having a D,L-methionine moiety

Molecules. 2007 Jan 29;12(1):103-13. doi: 10.3390/12010103.

Authors

Otilia Pintilie¹, Lenuta Profire, Valeriu Sunel, Marcel Popa, Aurel Pui

Affiliation

¹ Department of Organic Chemistry and Biochemistry, Faculty of Chemistry, Al. I. Cuza University, Bd. Carol I, no. 11, Iasi, Romania. povpintilie@yahoo.com

Abstract

New 1,3,4-thiadiazole, 5a-e, and 1,2,4-triazolecompounds 6a-c, containing a D,L-methionine moiety were synthesized by intramolecular cyclization of 1,4-disubstituted thiosemicarbazides 4a-e in acid and alkaline media, respectively. The potential antimicrobial effects of the synthesized compounds were investigated using the Staphylococcus aureus ATCC 25923, Bacillus antracis ATCC 8705, Bacillus cereus ATCC 10987, Sarcina lutea ATCC 9341 and Escherichia coli ATCC 25922 strains. The newly synthesized compounds exhibited promising activities against Bacillus antracis and Bacillus cereus.

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology
Bacillus anthracis / drug effects
Bacillus cereus / drug effects
Methionine / chemistry*
Microbial Sensitivity Tests
Sarcina / drug effects
Spectrophotometry, Infrared
Staphylococcus aureus / drug effects
Structure-Activity Relationship
Thiadiazoles / chemical synthesis*
Thiadiazoles / chemistry
Thiadiazoles / pharmacology
Triazoles / chemical synthesis*
Triazoles / chemistry
Triazoles / pharmacology

Substances

Anti-Bacterial Agents
Thiadiazoles
Triazoles
1,3,4-thiadiazole
1,2,4-triazole
Methionine