Nematostatic activity of isoprenylated guanidine alkaloids from Pterogyne nitens and their interaction with acetylcholinesterase

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Autor(es): dc.contributorUniversidade Estadual Paulista (UNESP)-
Autor(es): dc.contributorFederal University of Technology – Paraná (UTFPR)-
Autor(es): dc.contributorScience and Technology of São Paulo (IFSP)-
Autor(es): dc.contributorUniversidade Federal de Uberlândia (UFU)-
Autor(es): dc.contributorInstitute of Environmental Research-
Autor(es): dc.contributorUniversidade Federal de Lavras (UFLA)-
Autor(es): dc.creatorCoqueiro, Aline-
Autor(es): dc.creatorFernandes, Daniara Cristina-
Autor(es): dc.creatorDanuello, Amanda-
Autor(es): dc.creatorRegasini, Luis Octávio-
Autor(es): dc.creatorCardoso-Lopes, Elaine Monteiro-
Autor(es): dc.creatorYoung, Maria Cláudia Marx-
Autor(es): dc.creatorBrandão Torres, Luce Maria-
Autor(es): dc.creatorCampos, Vicente Paulo-
Autor(es): dc.creatorSilva, Dulce Helena Siqueira-
Autor(es): dc.creatorda Silva Bolzani, Vanderlan-
Autor(es): dc.creatorde Oliveira, Denilson Ferreira-
Data de aceite: dc.date.accessioned2025-08-21T16:28:59Z-
Data de disponibilização: dc.date.available2025-08-21T16:28:59Z-
Data de envio: dc.date.issued2023-07-29-
Data de envio: dc.date.issued2023-07-29-
Data de envio: dc.date.issued2023-07-01-
Fonte completa do material: dc.identifierhttp://dx.doi.org/10.1016/j.exppara.2023.108542-
Fonte completa do material: dc.identifierhttp://hdl.handle.net/11449/248858-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/11449/248858-
Descrição: dc.descriptionAlthough new nematicides have appeared, the demand for new products less toxic and more efficient for the control of plant-parasitic nematodes are still high. Consequently, studies on natural secondary metabolites from plants, to develop new nematicides, have increased. In this work, nineteen extracts from eleven Brazilian plant species were screened for activity against Meloidogyne incognita. Among them, the extracts of Piterogyne nitens showed a potent nematostatic activity. The alkaloid fraction obtained from the ethanol extract of leaves of P. nitens was more active than the coming extract. Due to the promising activity from the alkaloid fraction, three isoprenylated guanidine alkaloids isolated from this fraction, galegine (1), pterogynidine (2), and pterogynine (3) were tested, showing similar activity to the alkaloid fraction, which was comparable to that of the positive control Temik at 250 μg/mL. At lower concentrations (125−50 μg/mL), compound 2 showed to be the most active one. As several nematicides act through inhibition of acetylcholinesterase (AChE), the guanidine alkaloids were also employed in two in vitro AChE assays. In both cases, compound 2 was more active than compounds 1 and 3. Its activity was considered moderated compared to the control (physostigmine). Compound 2 was selected for an in silico study with the electric eel (Electrophorus electricus) AChE, showing to bind mostly to the same site of physostigmine in the AChEs, pointing out that this could be the mechanism of action for this compound. These results suggested that the guanidine alkaloids 1, 2 and 3 from P. nitens are promising for the development of new products to control M. incognita, especially guanidine 2, and encourage new investigations to confirm the mechanism of action, as well as to determine the structure-activity relationship of the guanidine alkaloids.-
Descrição: dc.descriptionCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)-
Descrição: dc.descriptionFundação de Amparo à Pesquisa do Estado de Minas Gerais (FAPEMIG)-
Descrição: dc.descriptionNuclei of Bioassays Biosynthesis and Ecophysiology of Natural Products (NuBBE) Department of Organic Chemistry Institute of Chemistry São Paulo State University (UNESP), SP-
Descrição: dc.descriptionDepartment of Chemistry Federal University of Technology – Paraná (UTFPR), PR-
Descrição: dc.descriptionFederal Institute of Education Science and Technology of São Paulo (IFSP), SP-
Descrição: dc.descriptionInstitute of Chemistry Federal University of Uberlândia (UFU), MG-
Descrição: dc.descriptionDepartme nt of Chemistry and Environmental Sciences Institute of Biosciences Humanities and Exact Sciences São Paulo State University (UNESP), SP-
Descrição: dc.descriptionInstitute of Environmental Research, SP-
Descrição: dc.descriptionDepartment of Phytopathology Federal University of Lavras (UFLA), MG-
Descrição: dc.descriptionDepartment of Chemistry Federal University of Lavras (UFLA), MG-
Descrição: dc.descriptionNuclei of Bioassays Biosynthesis and Ecophysiology of Natural Products (NuBBE) Department of Organic Chemistry Institute of Chemistry São Paulo State University (UNESP), SP-
Descrição: dc.descriptionDepartme nt of Chemistry and Environmental Sciences Institute of Biosciences Humanities and Exact Sciences São Paulo State University (UNESP), SP-
Idioma: dc.languageen-
Relação: dc.relationExperimental Parasitology-
???dc.source???: dc.sourceScopus-
Palavras-chave: dc.subjectBiodiversity-
Palavras-chave: dc.subjectGalegine-
Palavras-chave: dc.subjectMeloidogyne incognita-
Palavras-chave: dc.subjectNematodes-
Palavras-chave: dc.subjectPterogynidine-
Palavras-chave: dc.subjectPterogynine-
Título: dc.titleNematostatic activity of isoprenylated guanidine alkaloids from Pterogyne nitens and their interaction with acetylcholinesterase-
Tipo de arquivo: dc.typelivro digital-
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