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Título: Synthesis of novel sulfide-based cyclic peptidomimetic analogues to solonamides
Autor(es): Brango Vanegas, José
Martinho, Luan Alves
Bessa, Lucinda J.
Vasconcelos, Andreanne G.
Plácido, Alexandra
Pereira, Alex Leite
Leite, José Roberto de Souza de Almeida
Machado, Angelo Henrique de Lira
ORCID: https://orcid.org/0000-0003-4070-9770
https://orcid.org/0000-0001-6658-5847
https://orcid.org/0000-0001-8339-1964
https://orcid.org/0000-0003-2706-7777
https://orcid.org/0000-0002-0346-7146
https://orcid.org/0000-0002-1096-3236
https://orcid.org/0000-0003-4284-9929
Assunto: Agentes antivirais
Bactérias
Peptídeos
Data de publicação: Out-2019
Referência: BRANGO-VANEGAS, José et al. Synthesis of novel sulfide-based cyclic peptidomimetic analogues to solonamides. Beilstein Journal of Organic Chemistry, v. 15, 2544-2551, out. 2019. DOI: https://doi.org/10.3762%2Fbjoc.15.247. Disponível em: https://www.beilstein-journals.org/bjoc/articles/15/247. Acesso em: 30 jan. 2020.
Abstract: Eight new sulfide-based cyclic peptidomimetic analogues of solonamides A and B have been synthesized via solid-phase peptide synthesis and SN2’ reaction on a Morita–Baylis–Hillman (MBH) residue introduced at the N-terminal of a tetrapeptide. This last step takes advantage of the electrophilic feature of the MBH residue and represents a new cyclization strategy occurring. The analogues were prepared in moderate overall yields and did not show toxic effects on Staphylococcus aureus growth and were not toxic to human fibroblasts. Two of them inhibited the hemolytic activity of S. aureus, suggesting an interfering action in the bacterial quorum sensing similar to the one already reported for solonamides.
Unidade Acadêmica: Instituto de Química (IQ)
Licença: This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited.
DOI: https://doi.org/10.3762%2Fbjoc.15.247
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