Portal de Periódicos da CAPES

Artigo Produção Nacional Revisado por pares

BIBTEX RIS

Synthesis and antioxidant activity of new lipophilic dihydropyridines

2018; Elsevier BV; Volume: 84; Linguagem: Inglês

10.1016/j.bioorg.2018.11.009

1090-2120

Diego da Costa Cabrera, Eduarda Santa-Helena, Heloisa P. Leal, Renata Rodrigues de Moura, Luiz Eduardo Maia Nery, Carla Amorim Neves Gonçalves, Dennis Russowsky, Marcelo G. Montes D’Oca,

Phenothiazines and Benzothiazines Synthesis and Activities

Dihydropyridines (DHPs) obtained from Hantzsch multicomponent reactions are an important pharmaceutical class of compounds marketed as antihypertensive (e.g., nifedipine, nitrendipine, and amlodipine) drugs. This study synthesized new symmetrical and unsymmetrical long-chain fatty DHPs using multicomponent reactions under metal-free conditions with sulfamic acid as a catalyst. The DHPs were tested for antioxidant activity using three different methods. The insertion of a long chain into the DHP core contributed to antioxidant potential, and compounds derived from nitro aldehydes have better antioxidant potential than the antihypertensive drug nifedipine. In addition, fatty analogs to nifedipine derived from palmitic and oleic chains showed similar antioxidant activity to the common standards butylated hydroxytoluene and vitamin E. These results showed that our new synthesized products may find novel applications as antioxidant additives or for tools for use in drug discovery.