Metal–azasterol complexes: Synthesis, characterization, interaction studies with DNA and TrxR and Biological Evaluation

Authors

  • Gonzalo Visbal 1. Instituto Nacional de Metrologia, Qualidade e Tecnologia (INMETRO) 2. Fundação Oswaldo Cruz – Fiocruz
  • Angel Rubén Higuera-Padilla Instituto Venezolano de Investigaciones Científicas (IVIC)
  • Luana Pereira Borba-Santos Universidade Federal do Rio de Janeiro
  • Wanderley de Souza Universidade Federal do Rio de Janeiro
  • Sonia Rozental Universidade Federal do Rio de Janeiro
  • Maribel Navarro 1. Instituto Nacional de Metrologia, Qualidade e Tecnologia (INMETRO), Rio de Janeiro, Brazil 2. Universidade Federal de Juiz de Fora (UFJF)

DOI:

https://doi.org/10.29356/jmcs.v61i2.262

Keywords:

Azasterol, gold, copper, DNA, thiorredoxin reductase, Sporothrix spp.

Abstract

A new azasterol 22-hydrazine-imidazolin-2-yl-chol-5-ene-3β-ol (AH3) and their derivatives [Au(AH3)Cl] (1) and [Cu(AH3)2(H2O)2](NO3)2 (2) were synthesized and characterized by a combination of elemental analyses, 1H and 13C -NMR, UV-vis and infrared spectroscopies. The interactions with two targets DNA and TrxR were investigated. The results from these studies suggested that these metal-azasterol complexes interact with DNA most probably by covalent binding. Complex 1 showed also the ability to strongly inhibit TrxR. Additionally, their activities against yeast cells of Sporothrix spp. were evaluated; finding that complex 1 was the most active, even better than itraconazole.

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Author Biographies

Gonzalo Visbal, 1. Instituto Nacional de Metrologia, Qualidade e Tecnologia (INMETRO) 2. Fundação Oswaldo Cruz – Fiocruz

  1. Diretoria de Metrologia Aplicada às Ciências da Vida
  2. Centro de Desenvolvimento em Saúde (CDTS). 

Angel Rubén Higuera-Padilla, Instituto Venezolano de Investigaciones Científicas (IVIC)

Laboratório de Química Bioinorgánica.

Luana Pereira Borba-Santos, Universidade Federal do Rio de Janeiro

Laboratório de Biologia Celular de Fungos, Instituto de Biofísica Carlos Chagas Filho

Wanderley de Souza, Universidade Federal do Rio de Janeiro

Laboratório de Ultraestrutura Celular Hertha Meyer, Instituto de Biofísica Carlos Chagas Filho

Sonia Rozental, Universidade Federal do Rio de Janeiro

Laboratório de Biologia Celular de Fungos, Instituto de Biofísica Carlos Chagas Filho

Maribel Navarro, 1. Instituto Nacional de Metrologia, Qualidade e Tecnologia (INMETRO), Rio de Janeiro, Brazil 2. Universidade Federal de Juiz de Fora (UFJF)

  1. Diretoria de Metrologia Aplicada às Ciências da Vida
  2. Departamento de Química - Instituto de Ciências Exatas

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Published

2017-10-12

Issue

Vol. 61 No. 2 (2017): Special Issue dedicated to Prof. Roberto Sánchez-Delgado

Section

Regular Articles

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