ECO-FRIENDLY SYNTHESIS AND ANTIFUNGAL PROPERTIES OF N-SALICYLHYDRAZONES DERIVATIVES

Marcelo da Costa Filho; Barbara Tiemy Shiga; Vitoria Mayumi  Shiga; Juliana Feijó de Souza  Daniel; Elizabeth Mie  Hashimoto; Fabio Vandresen

doi:10.31413/nat.v14i2.20347

Autores

Marcelo da Costa Filho marcelocostafilho@alunos.utfpr.edu.br
Department of Chemistry, Federal Technological University of Paraná, Londrina, PR, Brazil. https://orcid.org/0009-0001-7531-9257
Barbara Tiemy Shiga bshiga@alunos.utfpr.edu.br
Department of Chemistry, Federal Technological University of Paraná, Londrina, PR, Brazil. https://orcid.org/0009-0007-1522-8971
Vitoria Mayumi Shiga vitoriashiga@alunos.utfpr.edu.br
Department of Chemistry, Federal Technological University of Paraná, Londrina, PR, Brazil. https://orcid.org/0009-0004-5902-3298
Juliana Feijó de Souza Daniel julianasouza@utfpr.edu.br
Department of Chemistry, Federal Technological University of Paraná, Londrina, PR, Brazil. https://orcid.org/0000-0002-1331-6755
Elizabeth Mie Hashimoto elisabete@utfpr.edu.br
Department of Mathematics, Federal Technological University of Paraná, Londrina, PR, Brazil. https://orcid.org/0000-0003-0949-2358
Fabio Vandresen fabiovandresen@utfpr.edu.br
Department of Chemistry, Federal Technological University of Paraná, Londrina, PR, Brazil. https://orcid.org/0000-0002-6851-1734

DOI:

https://doi.org/10.31413/nat.v14i2.20347

Palavras-chave:

salicilhidrazonas , Fusarium sp., Corynespora casiicola, síntese verde

Resumo

Síntese verde e propriedades antifúngicas de derivados N-salicilhidrazônicos

RESUMO: A crescente demanda por processos químicos mais limpos e sustentáveis posiciona a Síntese Orgânica Verde como um pilar importante da Síntese Orgânica moderna. Nesse contexto, derivados N-salicilhidrazônicos, compostos com amplo potencial farmacológico, foram sintetizados por meio de quatro metodologias verdes distintas: agitação magnética à temperatura ambiente, reações assistidas por micro-ondas, irradiação por ultrassom e mecanoquímica. As rotas sintéticas evitaram o uso de solventes tóxicos, minimizaram as etapas de purificação e proporcionaram rendimentos de alto a excelente (56,64–94,07%). Os compostos tiveram suas estruturas químicas elucidadas por meio de análises de FT-IR e de RMN. A atividade antifúngica dos derivados foi avaliada contra Fusarium sp. e Corynespora cassiicola, dois fitopatógenos de grande relevância agrícola. Nove compostos exibiram efeitos inibitórios, com o derivado 3-nitro-substituído (composto 2) apresentando a maior % de inibição de crescimento (33,67% para Fusarium sp. e 30,77% para C. cassiicola). Os resultados demonstram o potencial das N-salicilhidrazonas como estruturas químicas promissoras para o desenvolvimento de agentes antifúngicos alternativos. De modo geral, este estudo destaca a relevância das metodologias sintéticas limpas para o avanço da química sustentável e para a descoberta de moléculas bioativas com aplicações promissoras na proteção de culturas agrícolas.

Palavras-chave: salicilhidrazonas; Fusarium sp.; Corynespora cassiicola; síntese verde.

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