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Synthesis of novel 7-aryl and 7-spiropyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine derivatives and their study as AChE inhibitors

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Abstract

An efficient route for the synthesis of novel 7-aryl and 7-spiropyrazolo[4\(^{\prime }\),3\(^{\prime }\):5,6]pyrido[2,3-d]pyrimidine derivatives is described. These compounds were obtained by a cyclocondensation reaction between pyrazolopyridinediamines 4 and aldehydes 5 or cyclic ketones 6 in the presence of acetic acid as catalyst. This procedure provides the desired compounds in good yields under a simple two-step methodology. The obtained compounds were evaluated as AChE inhibitors and showed weak AChe inhibition with \(\hbox {IC}_{50} = 115{-}470 \, \upmu \hbox {M}\).

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Acknowledgements

Authors wish to thank the COLCIENCIAS and Universidad del Valle for financial support and to FONDECYT project number 1150712, PIEI QUIMBIO, project, Utalca, for financial support.

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Authors and Affiliations

  1. Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A.A. 25360, Cali, Colombia

    Paola Acosta, Braulio Insuasty, Rodrigo Abonia & Jairo Quiroga

  2. Organic Synthesis Laboratory and Biological Activity (LSO-Act-Bio), Institute of Chemistry of Natural Resources, Universidad de Talca, Casilla 747, Talca, Chile

    Margarita Gutierrez

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  1. Paola Acosta
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Correspondence to Jairo Quiroga.

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Acosta, P., Insuasty, B., Abonia, R. et al. Synthesis of novel 7-aryl and 7-spiropyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine derivatives and their study as AChE inhibitors. Mol Divers 21, 943–955 (2017). https://doi.org/10.1007/s11030-017-9774-3

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