Synthesis, molecular docking studies, and in vitro screening of barbiturates/thiobarbiturates as antibacterial and cholinesterase inhibitors

Mumtaz, Saira, Hussain, Rashad, Rauf, Abdul, Fatmi, M.Q., Bokhari, H., Oelgemoeller, M., and Qureshi, A.M. (2014) Synthesis, molecular docking studies, and in vitro screening of barbiturates/thiobarbiturates as antibacterial and cholinesterase inhibitors. Medicinal Chemistry Research, 23 (6). pp. 2715-2726.

[img] PDF (Published Version) - Published Version
Restricted to Repository staff only

View at Publisher Website: http://dx.doi.org/10.1007/s00044-013-084...
 
2
4


Abstract

On the basis of observed biological activity of barbiturates/thiobarbiturates, a set of 13 hydrazinecarboxamide/hydrazinecarbothioamides derivatives were designed and synthesized in good to excellent yield with extensive structural characterization. These compounds were screened for antibacterial and cholinesterase inhibitory activities. Two of the compounds 1 and 2 showed moderate bactericidal activity. Compounds 10 and 4 were found to be the most active acetyl/butyryl cholinesterase inhibitor, respectively(AChEI; 10; IC₅₀ = 40.78 µM and BChEI; 4; IC₅₀ = 3.31 µM). In silico molecular docking studies were carried out to identify active interacting sites of drug and enzyme and to establish structure–activity relationships. When predicted cholinesterase binding energies were compared with the experimentally determined inhibitory concentrations (IC₅₀), most active compounds were also found to be the most favorable for binding. The binding scores of compounds 10 and 4 were -10.2 and -9.3 kcal/mol, respectively.

Item ID: 32574
Item Type: Article (Research - C1)
ISSN: 1554-8120
Funders: Higher Education Commission of Pakistan
Date Deposited: 26 May 2014 04:04
FoR Codes: 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
Downloads: Total: 4
More Statistics

Actions (Repository Staff Only)

Item Control Page Item Control Page