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MD-038
QSAR AND MOLECULAR GRAPHICS AND MODELING STUDY ON SOME NOVEL ARTEMISININS AS POTENT  ANTIMALARIALS
José Ciríaco Pinheiro (PQ)*, Márcia M. C. Ferreira (PQ), Oscar A. R. Romero (PQ)*, Rudolf Kiralj (PQ),
Instituto de Química, Universidade Estadual de Campinas, Campinas 13083-970, SP, Brasil; *Departamento de Química, Universidade Federal do Pará, Belém 66075-110, PA, Brasil

Palavras Chave: artemisinins, antimalarial QSAR, artemisinin docking to heme
QSAR study on antimalarial artemisinins was performed by means of quantum chemical, chemometric and molecular graphics and modeling methods. Docking of some artemisinins to heme and hemoglobin was also carried out. The PLS model with four latent variables explaining 91.61% of logIC₅₀ variance (Q² = 0.95 and R² = 0.96) was obtained. Molecular descriptors were LUMO+1 energy, atomic charges in C9 and C10, the maximum number of hydrogen atoms that might make contact with heme, and a WHIM-3D index related to molecular symmetry. Two from ten proposed artemisinin derivatives were predicted with antimalarial activity higher than the compounds reported in literature. Docking results confirmed the PLS results and gave more insight into the nature of heme-artemisinin and heme-hemoglobin interactions.
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25a Reunião Anual da Sociedade Brasileira de Química - SBQ