Journal
MEDICINAL CHEMISTRY RESEARCH
Volume 26, Issue 9, Pages 2152-2160Publisher
SPRINGER BIRKHAUSER
DOI: 10.1007/s00044-017-1907-9
Keywords
5, 5-Diphenylpyrrolidine; Thiohydantoin; Antibacterial activity; Antimycobacterial activity; M. tuberculosis H37Rv
Categories
Funding
- Mersin University [BAP-SBE TEB (DE) 2014-4 YL]
- Scientific and Technological Research Council of Turkey (TUBITAK) [214Z289]
Ask authors/readers for more resources
In this paper, five novel 5,5-diphenylpyrrolidine N-aroylthiourea derivatives were synthesized by stereoselective cycloaddition of N-diphenylmethylene-protected glycine methyl ester and methyl acrylate, and subsequent coupling with aroylisothiocyanates. The cis-stereochemistry of one of the heterocyclic thiourea derivatives was characterized by single crystal X-ray diffraction studies. The compounds showed antibacterial activity against Staphylococcus aureus, Bacillus subtilis, Aeromonas hydrophila, Escherichia. coli and Acinetobacter baumannii with minimum inhibitory concentration values in the range of 62.5-1000 mu g/mL against these bacterial strains. Antimycobacterial activity of the compounds was investigated against the M. tuberculosis H37Rv strain and all compounds exhibited antimycobacterial activity with a minimum inhibitory concentration value of 80 mu g/mL. Additionally, methyl 5,5-diphenylhexahydro-1-oxo-3thioxo- H-1-pyrrolo[1,2-c] imidazole-6-carboxylate was synthesized by cyclization reaction of the 5,5-diphenylpyrrolidine N-aroylthiourea derivatives in the presence of hydrazine monohydrate and exhibited antibacterial activity with a minimum inhibitory concentration value of 62.5 mu g/mL against the same bacterial strains and exhibited antimycobacterial activity with a minimum inhibitory concentration value of 80 mu g/mL against the M. tuberculosis H37Rv strain.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available