EVALUATION OF ANTIOXIDANT ACTIVITY OF DI HETEROARYLAMINES AND ANTITUMORAL ACTIVITY OF POLTCYCLIC HETEROAROMATIC COMPOUNDS, INCLUDING MOLECULAR MODELLING STUDIES

Funder

Organizational Unit

Publications

Synthesis and antioxidant activity of new methoxylated di(hetero)arylamines derivatives of thieno[3,2-b]pyridines,

Publication . Queiroz, Maria João R.P.; Calhelha, Ricardo C.; Abreu, Rui M.V.; Ferreira, Isabel C.F.R.

Due to their isosterism with pyrrolopyridines or quinolines, thieno[3,2-b]pyridines have attracted much attention because of their potential biological activity [1]. We have prepared the 6-bromothieno[3,2-b]pyridine 1, following a known method used by us for benzo[b]thiophene compounds [2], as component for palladium-catalyzed Buchwald-Hartwig coupling with methoxylated ani lines. The corresponding di(hetero)arylamines 2a-2d were obtained in good yields and were fully characterized (Scheme 1).

2008Conference object

Open access

Nova metodologia computacional de “Docking” proteína-ligando utilizando o AutoDock4

Publication . Abreu, Rui M.V.; Froufe, Hugo J.C.; Queiroz, Maria João R.P.; Ferreira, Isabel C.F.R.

O principal objectivo do "docking" proteína-ligando é tentar prever como moléculas, tais como substratos ou potenciais fármacos, podem interagir com uma proteína alvo de estrutura 3D conhecida. O "docking" proteína-ligando pode ser utilizada para levar a cabo a análise de muitos ligandos potenciais e é uma ferramenta cada vez mais importante na descoberta de novos fármacos, uma vez que pode reduzir significativamente o número de compostos que numa fase posterior serão experimentalmente investigados. Contudo, esta metodologia requer uma grande capacidade de processamento computacional e muitas vezes são utilizados "clusters" de computador com Alto Desempenho Computacional (HPC- High Througoutput computing). Neste trabalho descrevemos um método para a construção de um "cluster" que pode ser utilizado para analisar um grande número de compostos utilizando o programa Autodock 4.0 [1] e uma plataforma HPC baseada no sistema operativo ParallelK.noppix (Linux) [2].

2009Conference object

Open access

New methoxylated di(hetero)arylamines derivatives of a thienopyridine: synthesis and antioxidant activity using different methods

Publication . Queiroz, Maria João R.P.; Calhelha, Ricardo C.; Abreu, Rui M.V.; Ferreira, Isabel C.F.R.

2008Conference object

Open access

A convenient high performance computing (HPC) methodology for virtual screening using Autodock 4

Publication . Abreu, Rui M.V.; Froufe, Hugo J.C.; Ferreira, Isabel C.F.R.; Queiroz, Maria João R.P.

2008Conference object

Open access

QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes

Publication . Abreu, Rui M.V.; Ferreira, Isabel C.F.R.; Queiroz, Maria João R.P.

A QSAR study was developed in order to model the antioxidant activity, specifically the radical scavenger activity (RSA), of 26 di(hetero)arylamines’ derivatives of benzo[b]thiophenes. The QSAR model was constructed, using the partial least squares projection of latent structures (PLS) method, and its robustness and predictability were verified by internal and external cross-validation methods. A total of 4 molecular descriptors, belonging to RDF (Radial Distribution Function) descriptors (RDF020e and RDF045e) and 2D-autocorrelation descriptors (GATS8p and MATS5e) were selected to build the QSAR model. RDF descriptors seem to relate the presence of electronegative atoms at the inner atmosphere of the compounds to increase RSA. 2D-Autocorrelation descriptors associate the presence of polarizable and electronegative pairs of atoms, at specific topological distance, with the RSA of the compounds. Finally this QSAR model proved to be a useful tool in the prediction of radical scavenger activity of congeneric compounds and will be used to guide the synthesis of new diarylamines in our laboratory.

2009Journal article

Restricted access