uu.seUppsala University Publications
Change search
ReferencesLink to record
Permanent link

Direct link
Design, Synthesis, Biological Evaluation and Molecular modeling studies of Novel Quinoline Derivatives Against Mycobacterium tuberculosis
Show others and affiliations
2009 (English)In: Bioorganic & Medicinal Chemistry, ISSN 0968-0896, E-ISSN 1464-3391, Vol. 17, no 7, 2830-2841 p.Article in journal (Refereed) Published
Abstract [en]

We herein describe the synthesis and antimycobacterial activity of a series of 27 different derivatives of 3-benzyl-6-bromo-2-methoxy-quinolines and amides of 2-[(6-bromo-2-methoxy-quinolin-3-yl)-phenyl-methyl]- malonic acid monomethyl ester. The antimycobacterial activity of these compounds was evaluated in vitro against Mycobacterium tuberculosis H37Rv for nine consecutive days upon a fixed concentration (6.25 mu g/mL) at day one in Bactec assay and compared to untreated TB cell culture as well as one with isoniazide treated counterpart, under identical experimental conditions. The compounds 3, 8, 17 and 18 have shown 92-100% growth inhibition of mycobacterial activity, with minimum inhibitory concentration ( MIC) of 6.25 mu g/mL. Based on our molecular modelling and docking studies on well-known diarylquinoline antitubercular drug R207910, the presence of phenyl, naphthyl and halogen moieties seem critical. Comparison of docking studies on different stereoisomers of R207910 as well as compounds from our data set, suggests importance of electrostatic interactions. Further structural analysis of docking studies on our compounds suggests attractive starting point to find new lead compounds with potential improvements.

Place, publisher, year, edition, pages
2009. Vol. 17, no 7, 2830-2841 p.
Keyword [en]
ATP synthase, Diarylquinoline, Protein-ligand docking, Anti-tuberculosis drugs
National Category
Biological Sciences
URN: urn:nbn:se:uu:diva-106724DOI: 10.1016/j.bmc.2009.02.026ISI: 000264637300022OAI: oai:DiVA.org:uu-106724DiVA: diva2:225944
Available from: 2009-06-29 Created: 2009-06-29 Last updated: 2010-08-03Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full text
By organisation
Bioorganic Chemistry
In the same journal
Bioorganic & Medicinal Chemistry
Biological Sciences

Search outside of DiVA

GoogleGoogle Scholar
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

Altmetric score

Total: 136 hits
ReferencesLink to record
Permanent link

Direct link