Synthesis and biological evaluation of dihydroquinoline carboxamide derivatives as anti-tubercular agents

Sodium trifluoromethanesulfonate, and glacial acetic acid selectively catalyzed the synthesis of dihydroquinoline via Friedländer annulation. The synthesized dihydroquinoline analogues coupled with different amines by the use of coupling reagent gave dihydroquinoline carboxamide derivatives in moder...

Full description

Saved in:
Bibliographic Details
Published in:European journal of medicinal chemistry 2018-09, Vol.157, p.1-13
Main Authors: Kumar, Gautam, Sathe, Asawari, Krishna, Vagolu Siva, Sriram, Dharmarajan, Jachak, Sanjay M.
Format: Article
Language:English
Subjects:
ADME
Anti-tubercular activity
Dihydroquinoline
Friedländer synthesis
Sodium trifluoromethanesulfonate
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Sodium trifluoromethanesulfonate, and glacial acetic acid selectively catalyzed the synthesis of dihydroquinoline via Friedländer annulation. The synthesized dihydroquinoline analogues coupled with different amines by the use of coupling reagent gave dihydroquinoline carboxamide derivatives in moderate to good yields. All the synthesized novel compounds were evaluated for the anti-tubercular activity and cytotoxic activities in vitro. Among tested 30 compounds, two compounds, 8g and 8h showed MIC value of 0.39 and 0.78 μg/mL, respectively against Mycobacterium tuberculosis H37Rv and they were found to be non-toxic. Also these two compounds exhibited good pharmacological properties and oral absorption when studied using in-silico models. [Display omitted]
ISSN:0223-5234
1768-3254
DOI:10.1016/j.ejmech.2018.07.046