A scientific open access journal in the field of synthetic organic chemistry and polymers
Organic CommunicationsA scientific open access journal in the field of synthetic organic chemistry and polymers
Evaluation of new 2-hydroxy-N-(4-oxo-2-substituted phenyl-1,3-thiazolidin-3-yl)-2-phenylacetamide derivatives as potential antimycobacterial agents
A small collection of 2-hydroxy-N-(5-methyl/nonsubstituted 4-oxo-2-substituted phenyl-1,3-thiazolidin-3-yl)-2-phenylacetamides (3-16) was synthesized from the cyclocondensation of 2-hydroxy-2-phenyl-N'-[(substitutedphenyl)methylene]acetohydrazides (2) and mercaptoethanoic acid or 2-mercaptopropanoic acid, characterized with spectral and elemental analysis. In order to explore their antimycobacterial potential, newly synthesized fourteen compounds were screened for their inhibitory activity against Mycobacterium tuberculosis strain H37Rv at 6.25 μg/mL with in-vitro primary tests. Compound 7 was found to provide the highest inhibition (98%) M. tuberculosis strain H37Rv, while most of the new derivatives showed different inhibition ratios. For the search of the putative targets which are considered as related to the antimycobacterial activity of these molecules, docking studies were performed. With molecular dynamic simulations, further possible interactions between ligands and the active site of the selected enzymes were investigated. Eventually, molecular modelling studies indicated that at least part of the mechanism of action of these compounds may be mediated by inhibition of MtInhA.DOI http://doi.org/10.25135/acg.oc.78.20.05.1655 (DOI number will be activated after the manuscript has been available in an issue.) Keywords Mycobacterium tuberculosis 2-hydroxy-2-phenylacetohydrazide mercaptoethanoic acid 2-mercaptopropanoic acid 4-oxo-1,3-thiazolidines molecular modelling Available online: May 29, 2020 DETAILS DOWNLOAD PDF © ACG Publications. All rights reserved.
N-Substituted aziridine 2-phosphonic acids and their antibacterial activities
N-substituted aziridine diethyl phosphonates were synthesized easily in two steps starting from vinyl phosphonate or acetyl phosphonate. The controlled mono hydrolysis without opening the aziridine ring under mild reaction conditions was achieved by alkaline solution of LiOH. The corresponding phosphonic acid lithium salt was desalted by the use of Amberlite IRC-50H+ acting as an efficient and recyclable weakly acidic cation exchange promoter. Antimicrobial activity of the synthesized compounds was tested against E. coli ATCC 25922, Staphylococcus aureus (MRSA), Klebsiella pneumoniae NRLL B-4420, Acetobacter baumanii (wild type), Pseudomonas aeroginosa (ATCC 27853) and Enterobacter aerogenes NRLL B-3567. In general, all the compounds showed moderate antibacterial activity.DOI http://doi.org/10.25135/acg.oc.77.20.03.1594 (DOI number will be activated after the manuscript has been available in an issue.) Keywords Aziridine-2-phosphonic acids atibacterial activity hydrolytic cleavage ion-exchange Available online: May 17, 2020 DETAILS DOWNLOAD PDF © ACG Publications. All rights reserved.