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Título : | Synthesis of novel sulfide-based cyclic peptidomimetic analogues to solonamides |
Autor : | Brango Vanegas, José Martinho, Luan Alves Bessa, Lucinda J. Vasconcelos, Andreanne Gomes Plácido, Alexandra Pereira, Alex Leite Leite, José Roberto de Souza de Almeida Machado, Angelo Henrique de Lira |
metadata.dc.identifier.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 |
Fecha de publicación : | oct-2019 |
Citación : | 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. |
metadata.dc.description.unidade: | 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 |
Aparece en las colecciones: | Artigos publicados em periódicos e afins |
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