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Conformational Analysis of Epiquinine and Epiquinidine

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Abstract

The conformational potential energy surfaces for the epiquinine and epiquinidine molecules were analyzed in gas phase and water solution using semiempirical and ab initio levels of theory. The results obtained showed that the main conformation of the nonactive threo epimers is distinct from those observed for the active parent compounds quinine and quinidine. This result might be used, on a qualitative way, to understand the loss of activity of the threo epimers and allow selecting important conformations to be considered in molecular modeling quantitative studies addressing the drug–receptor interactions.

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Authors and Affiliations

  1. Departamento de Produtos Farmacêuticos, Faculdade de Farmácia, Universidade Federal de Minas Gerais Belo Horizonte, MG, Brazil

    Thais H. A. Silva & Alaíde B. Oliveira

  2. Núcleo de Estudos em Química Computacional (NEQC), Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Campus Universitário, Martelos, 36036-330, Juiz de Fora, MG, Brazil

    Hélio F. Dos Santos

  3. Departamento de Química, ICEx, UFMG, Laboratório de Química Computacional e Modelagem Molecular (LQC-MM), Belo Horizonte, MG, 31.270-901, Brazil

    Wagner B. De Almeida

Authors
  1. Thais H. A. Silva
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  2. Alaíde B. Oliveira
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  3. Hélio F. Dos Santos
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  4. Wagner B. De Almeida
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Silva, T.H.A., Oliveira, A.B., Dos Santos, H.F. et al. Conformational Analysis of Epiquinine and Epiquinidine. Structural Chemistry 12, 431–437 (2001). https://doi.org/10.1023/A:1012220606675

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