Improved production of palitantin by design of experiments and semi-synthesis of palitantin derivatives for bioactivity assessment

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MetadadosDescriçãoIdioma
Autor(es): dc.contributorUniversidade de São Paulo (USP)-
Autor(es): dc.contributorUniversidade Federal de São Carlos (UFSCar)-
Autor(es): dc.contributorUniversidade Estadual Paulista (UNESP)-
Autor(es): dc.contributorUniversidade Estadual de Campinas (UNICAMP)-
Autor(es): dc.creatorSantucci, Pedro M.-
Autor(es): dc.creatorde Oliveira, Caroline R.-
Autor(es): dc.creatorMonteiro, Afif F.-
Autor(es): dc.creatorMendes, Giovana R.-
Autor(es): dc.creatorde Amorim, Marcelo R.-
Autor(es): dc.creatorRosa, Gabriel H.S.-
Autor(es): dc.creatorSette, Lara D.-
Autor(es): dc.creatorMarchi, Rafael C.-
Autor(es): dc.creatorDeflon, Victor M.-
Autor(es): dc.creatordos Santos, Pedro H.T.-
Autor(es): dc.creatorCarvalho, Gabriela G.-
Autor(es): dc.creatorBrocchi, Marcelo-
Autor(es): dc.creatorGuido, Rafael V.C.-
Autor(es): dc.creatorFerreira, Antonio G.-
Autor(es): dc.creatorde Oliveira, Kleber T.-
Autor(es): dc.creatorBerlinck, Roberto G.S.-
Data de aceite: dc.date.accessioned2025-08-21T16:41:33Z-
Data de disponibilização: dc.date.available2025-08-21T16:41:33Z-
Data de envio: dc.date.issued2025-04-29-
Data de envio: dc.date.issued2024-12-31-
Fonte completa do material: dc.identifierhttp://dx.doi.org/10.1016/j.fitote.2024.106310-
Fonte completa do material: dc.identifierhttps://hdl.handle.net/11449/305107-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/11449/305107-
Descrição: dc.descriptionA new method for the production and isolation of (+)-palitantin (1) is herein reported, from cultures of the fungal strain Penicillium sp. AMF1a. (+)-Palitantin was isolated in 160 mg/L yield, as an alternative procedure to obtain 1 at a larger scale. The complete spectroscopic characterization, including conformational analysis, is presented for (+)-palitantin (1) and for its derivatives 3-α-palitantol (2), 3-β-palitantol (3), (Z)-palinitrorin (4), (Z)-paliphenin (5), (Z)-palifluorin (6) and (E)-palifluorin (7). The absolute configuration of the palitantin portion was confirmed by X-ray analysis of compound 4. The (4-(trifluoromethyl)benzyl)-hydrazone derivatives (6 and 7) displayed moderate biological activities. (Z)-Palifluorin (6) exhibited moderate antiplasmodial activity, while (E)-palifluorin (7) displayed weak antibacterial activity against E. faecalis and S. aureus, while palitantin itself was inactive in the same bioassays, indicating that the semi-synthesis of nitrogenated derivatives of 1 may be of potential interest to generate bioactive palitantin derivatives.-
Descrição: dc.descriptionSão Carlos Institute of Chemistry University of São Paulo, CP 780, CEP 13560-970 São Carlos, SP-
Descrição: dc.descriptionChemistry Department Federal University of São Carlos, Rodovia Washington Luís, km 235 – SP-310, SP-
Descrição: dc.descriptionSão Carlos Institute of Physics University of São Paulo, Av. João Dagnone, 1100, SP-
Descrição: dc.descriptionDepartment of General and Applied Biology Institute of Biosciences São Paulo State University, Av. 24-A, 1515, SP-
Descrição: dc.descriptionInstitute of Biology University of Campinas, R. Monteiro Lobato, 255 – Cidade Universitária, SP-
Descrição: dc.descriptionDepartment of General and Applied Biology Institute of Biosciences São Paulo State University, Av. 24-A, 1515, SP-
Idioma: dc.languageen-
Relação: dc.relationFitoterapia-
???dc.source???: dc.sourceScopus-
Palavras-chave: dc.subjectAntibacterial-
Palavras-chave: dc.subjectAntiplasmodial-
Palavras-chave: dc.subjectDerivatization-
Palavras-chave: dc.subjectFungal metabolites-
Palavras-chave: dc.subjectPalitantin-
Palavras-chave: dc.subjectPenicillium-
Título: dc.titleImproved production of palitantin by design of experiments and semi-synthesis of palitantin derivatives for bioactivity assessment-
Tipo de arquivo: dc.typelivro digital-
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