Supramolecular assembly in the epiisopiloturine hydrochloride salt

Autor(es)

Mafud, Ana Carolina ; Reinheimer, Eric W. ; Dalmatti Alves Lima, Filipe Camargo ; Batista, Larissa Fernandes ; de Paula, Karina ; Costa Veras, Leiz Maria ; de Souza de Almeida Leite, Jose Roberto ; Venancio, Tiago ; Mascarenhas, Yvonne Primerano

• Tipo de documento: Artigo Científico
• Fonte: Journal of Molecular Structure; v. 1136, p. 204-213, MAY 15 2017.
• Citações Web of Science: 0

Resumo

Epiisopiloturine hydrochloride (Epi-HCl) salt was synthetized from epiisopiloturine, an in vivo anthelmintic compound against Schistosoma mansoni worms. Despite there being no acute toxicity in mammalian cells, the compound's water insolubility makes its administration difficult. In this communication, we report the characterization of Epi-HCl its features by spectroscopy, thermal analysis, and PXRD. The single crystals suitable to X-ray diffraction were grown by slow evaporation technique. To better understand the nature of Epi-HCl solid state, SS-NMR was also used. The salt's intramolecular structure was maintained via cation-pi intramolecular interactions, which in conjunction with hydrogen bonding, gives rise to an extended supramolecular assembly. The interatomic distances within the cations and environment around the chloride anion vary as function of temperature, suggesting a packing relaxation. (C) 2017 Published by Elsevier B.V. (AU)

• Processo FAPESP: 14/02282-6 - Estudo da relação estrutura-atividade de alcalóides derivados da Pilocarpus microphyllus (Rutaceae) com ação contra Schistosoma mansoni
• Beneficiário: Ana Carolina Mafud
• Linha de fomento: Bolsas no Brasil - Pós-Doutorado
• Processo FAPESP: 13/07600-3 - CIBFar - Centro de Inovação em Biodiversidade e Fármacos
• Beneficiário: Glaucius Oliva
• Linha de fomento: Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs