Definition of an electronic profile of compounds with inhibitory activity against hematin aggregation in malaria parasite

• Tipo: Artigo em Revista Científica Internacional
• Data: 2004

Autores

Portela, C (Autor) Outra; Afonso, CMM (Autor) FFUP; Pinta, MMM (Autor) FFUP; Ramos, MJ (Autor) FCUP

Revista

Título: Bioorganic and Medicinal Chemistry

Vol. 12

Páginas: 3313-3321

ISSN: 0968-0896

Editora: Elsevier

Indexação

ISI Web of Knowledge - 64 Citações

Scopus - 67 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-000-9Y7

DOI: 10.1016/j.bmc.2004.03.060

Abstract (EN): Malaria is one of the most important parasitic diseases, affecting almost half of the world and posing a threat to the other half. Xanthone derivatives can behave as antimalarial drugs in the same mechanistic way as chloroquine and other related quinolines. This action is due to the inhibition of the detoxification pathway of the parasite, responsible for the production of hemozoin. We report a study of the electronic properties of the xanthonic and quinolinic compounds based on DFT calculations, in order to determine a pattern that could be applied to the development of new potentially active antimalarial molecules. As a result, a new interpretation of structure-activity relationship of the quinoline antimalarial drugs, and of the active hydroxylated xanthones is proposed here. We conclude that electronic features rather than steric factors control primarily the inhibitory activity of the studied compounds against hematin aggregation, concurring to a potential antimalarial activity. 2004 Elsevier Ltd. All rights reserved.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 9