Cytotoxicity of capsaicin and its analogs in vitro.

Santos, V A M; Bressiani, P A; Zanotto, A W; Almeida, I V; Berti, A P; Lunkes, A M; Vicentini, V E P; Düsman, E

Santos, V A M; Bressiani, P A; Zanotto, A W; Almeida, I V; Berti, A P; Lunkes, A M; Vicentini, V E P; Düsman, E.

Afiliação

Santos VAM; Universidade Tecnológica Federal do Paraná - UTFPR, Francisco Beltrão, PR, Brasil.
Bressiani PA; Universidade Tecnológica Federal do Paraná - UTFPR, Francisco Beltrão, PR, Brasil.
Zanotto AW; Universidade Tecnológica Federal do Paraná - UTFPR, Francisco Beltrão, PR, Brasil.
Almeida IV; Universidade Federal Rural da Amazônia - UFRA, Capitão Poço, PA, Brasil.
Berti AP; Universidade Estadual de Mato Grosso do Sul - UEMS, Dourados, MS, Brasil.
Lunkes AM; Universidade Tecnológica Federal do Paraná - UTFPR, Francisco Beltrão, PR, Brasil.
Vicentini VEP; Universidade Estadual de Maringá - UEM, Maringá, PR, Brasil.
Düsman E; Universidade Tecnológica Federal do Paraná - UTFPR, Francisco Beltrão, PR, Brasil.

Braz J Biol ; 83: e268941, 2023.

Article em En | MEDLINE | ID: mdl-37042854

RESUMO

Capsaicin (CAP) is the main compound responsible for the spicy flavor of Capsicum plants. However, its application can be inhibited due to its pungency and toxicity. This study aimed to evaluate and compare the cytotoxic effect of CAP and its analogs N-benzylbutanamide (AN1), N-(3-methoxybenzyl) butanamide (AN2), N-(4-hydroxy-3-methoxybenzyl) butanamide (AN3), N-(4-hydroxy-3-methoxybenzyl) hexanamide (AN4) and N-(4-hydroxy-3-methoxybenzyl) tetradecanamide (AN5) on the hepatoma cells of Rattus norvegicus using the MTT test. The results showed cytotoxicity of CAP at concentrations of 100, 150, 175, and 200 µM (24 hours), AN1 at 150 and 175 µM (48 hours), AN2 at 50 µM (24 hours) and 10, 25, 50, and 75 µM (48 hours), AN4 at 175 µM (24 hours), and AN5 at 50 µM (48 hours). Removing the hydroxyl radical from the vanillyl group of capsaicin, together with reducing the acyl chain to 3 carbons, which is the case of AN2, resulted in the best biological activity. Increasing the carbon chain in the acyl group of the capsaicin molecule, which is the case of AN5, also showed evident cytotoxic effects. The present study proves that the chemical modifications of capsaicin changed its biological activity.

Assuntos

Capsaicina; Capsicum; Animais; Ratos; Capsaicina/farmacologia; Capsaicina/química; Plantas

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Capsicum / Capsaicina Limite: Animals Idioma: En Revista: Braz J Biol Assunto da revista: BIOLOGIA Ano de publicação: 2023 Tipo de documento: Article País de afiliação: Brasil País de publicação: Brasil

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