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Camphor nitroimine: a key building block in unusual transformations and its applications in the synthesis of bioactive compounds

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Abstract

The development of new drugs requires a lot of time and high financial investments. It involves a research network in which there is the participation of several researchers from different areas. For a new drug to reach the market, thousands of substances must be evaluated. There are several tools for this and the use of suitable building blocks can facilitate the process by allowing a lead compound to have suitable parameters. These compounds are key structures containing special functional groups that also permit adequate synthetic transformations, leading to several structures of interest in a short period of time. In this review, the use of camphor nitroimine as a potential key building block is explored. Derived from camphor, an abundant natural product present in various plant species, this nitroimine has proved to be quite versatile, allowing the access to substances with miscellaneous biological activities, ligands to asymmetric catalysis, asymmetric oxidants, O–N transfer agents and other applications. Its easy conversion to camphecene and other derivatives is described, as well as their applications in medicinal chemistry. Druglikeness analyses were performed on these studied agents as well as on their bioactive derivatives in order to assess their use in the development of potential drugs.

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Notes

  1. http://www.iphar.ru/en/investitsionnye-proekty/klinicheskij-etap/protivovirusni-preparat/protivovirusnyj-preparat-etapy-proekta/

  2. http://www.swissadme.ch/index.php

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Authors and Affiliations

  1. Laboratório de Síntese de Substâncias contra Doenças Tropicais—SSCDT, Departamento de Fármacos, Farmanguinhos—Fiocruz, Rio de Janeiro, Brazil

    Emerson Teixeira da Silva, Luciano da Silva Santos, Gabriel Fernandes de Andrade, Emerson Joaquim Rodrigues Rosa & Marcus Vinícius Nora de Souza

  2. Programa de Pós-Graduação Acadêmico Translacional Em Fármacos e Medicamentos, Farmanguinhos—Fiocruz, Rio de Janeiro, Brazil

    Luciano da Silva Santos & Marcus Vinícius Nora de Souza

Authors
  1. Emerson Teixeira da Silva
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  2. Luciano da Silva Santos
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  3. Gabriel Fernandes de Andrade
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  4. Emerson Joaquim Rodrigues Rosa
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  5. Marcus Vinícius Nora de Souza
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ETS had the idea for the article, performed the literature search and drafted the work; LS performed the literature search and data analysis and revised the work; GFA performed the literature search and data analysis and revised the work; EJRR performed the literature search and revised the work; and MVNS had the idea for the article, performed the data analysis, revised critically the work and gave final approval of the version to be published.

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Correspondence to Marcus Vinícius Nora de Souza.

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da Silva, E.T., da Silva Santos, L., de Andrade, G.F. et al. Camphor nitroimine: a key building block in unusual transformations and its applications in the synthesis of bioactive compounds. Mol Divers 26, 3463–3483 (2022). https://doi.org/10.1007/s11030-021-10341-0

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