Synthesis of 1,2,3‐Triazole Derivatives of N , N ‐Dimethyltryptamine Isolated From Mimosa tenuiflora Root Bark: Antiplasmodial Activity In Silico and In Vitro
Year: 2026
Type: article
Abstract: ABSTRACT Malaria is a severe parasitic disease, with Plasmodium falciparum as one of the main etiological agents. The growing resistance to antimalarial drugs underscores the urgent need for the development of new therapeutic agents. This study describes the semisynthesis of eight new 1,4‐disubstituted 1,2,3‐triazole derivatives ( 3–10 ) from N , N ‐dimethyltryptamine ( 1 ), isolated from Mimosa tenuiflora . The derivatives were obtained through copper(I)‐catalyzed alkyne–azide cycloaddition (CuAAC) reactions and characterized by NMR and mass spectrometry. Compound 1 showed low in vitro activity against the W2 strain of P. falciparum (IC 50 = 288.4 ± 28.53 µM), whereas compound 4 demonstrated promising activity (IC 50 = 4.8 ± 0.32 µM), with higher selectivity toward the TOV‐21G cell line. In in silico studies, all derivatives showed more favorable binding energy values compared to compound 1 , particularly compound 7 (−9.8 kcal/mol) relative to the crystallographic ligand (−6.9 kcal/mol). These results highlight the importance of structural modifications in the development of new antimalarial agents.
Source: Chemistry & Biodiversity
DOI: 10.1002/cbdv.71849
Authors: Renato Pinto de Sousa, William Cezar de Lima Silva, Caíque Lopes Duarte, Ana Claudia de Souza Pinto, Amanda Luisa da Fonseca, Fernanda Alice de Oliveira, Fernando de Pilla Varotti, Bruno Antônio Marinho Sanchez, Mahendra Rai, Maurício Pires de Moura do Amaral, Mariana Helena Chaves, João Sammy Nery de Souza, Warley de Souza Borges, Gerardo Magela Vieira Júnior
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $3,880
Funders: Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Conselho Nacional de Desenvolvimento Científico e Tecnológico, Fundação de Amparo à Pesquisa do Estado de Minas Gerais, Fundação de Amparo à Pesquisa do Estado do Piauí, Universidade Federal do Piauí, Fundação de Amparo à Pesquisa do Estado de Mato Grosso, Fundação de Amparo à Pesquisa e Inovação do Espírito Santo
Awards: G130964402, G1384181827, G1520689038, G1663000096, G1677423749, G1833502185, G2143234505, G301509109, G3975376761, G4157297479, G417358828, G4215681809, G5449121424, G5561194767, G5635413487, G578334461, G5868827857, G612467351, G6271804975, G6809589643, OTIMIZAÇÃO E AMPLIAÇÃO DO BANCO DE ALVOS ANTIMALÁRICOS BRAZILIAN MALARIA MOLECULAR TARGETS (BRAMMT), G7174353524, G7231041722, G7946038776, G8167950328
OpenAlex ID: W7223150523