Synthesis of 3-alkyl enol mimics inhibitors of type II dehydroquinase: factors influencing their inhibition potency

Thumbnail Image

Files

2012_gonzalez_orgbiomolchem_synthesis_alkyl.pdf (1.33 MB)
Identifiers
URI: http://hdl.handle.net/10347/16924
ISSN: 1477-0520
E-ISSN: 1477-0539
DOI: 10.1039/C2OB07081B

Publication date

2012-03-05

Authors

Advisors

Tutors

Editors

Journal Title

Journal ISSN

Volume Title

Publisher

Royal Society of Chemistry
Metrics
Google Scholar
lacobus
Export

Research Projects

Organizational Units

Journal Issue

Abstract

Several 3-alkylaryl mimics of the enol intermediate in the reaction catalyzed by type II dehydroquinase were synthesized to investigate the effect on the inhibition potency of replacing the oxygen atom in the side chain by a carbon atom. The length and the rigidity of the spacer was also studied. The inhibitory properties of the reported compounds against type II dehydroquinase from Mycobacterium tuberculosis and Helicobacter pylori are also reported. The binding modes of these analogs in the active site of both enzymes were studied by molecular docking using GOLD 5.0 and dynamic simulations studies

Description

Keywords

Bibliographic citation

Blanco, B., Sedes, A., Peón, A., Lamb, H., Hawkins, A., Castedo, L., & González-Bello, C. (2012). Synthesis of 3-alkyl enol mimics inhibitors of type II dehydroquinase: factors influencing their inhibition potency. Organic & Biomolecular Chemistry, 10(18), 3662. doi: 10.1039/c2ob07081b

Relation

Has part

Has version

Is based on

Is part of

Is referenced by

Is version of

Requires

Sponsors

Financial support from the Xunta de Galicia (10PXIB2200122PR and GRC2010/12) and the Spanish Ministry of Science and Innovation (SAF2010-15076) is gratefully acknowledged. BB, AS and AP thank the Spanish Ministry of Science and Innovation for FPU fellowships

Rights

© The Royal Society of Chemistry 2012

Collections

Centro de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS)
Química Orgánica