Planta Med 2013; 79(05): 330-333
DOI: 10.1055/s-0032-1328258
Biological and Pharmacological Activity
Letters
Georg Thieme Verlag KG Stuttgart · New York

Antileishmanial Activity of 5-Methyl-2,2′ : 5′,2″-terthiophene Isolated from Porophyllum ruderale is Related to Mitochondrial Dysfunction in Leishmania amazonensis

Helena Teru Takahashi
1  Programa de Pós-graduação em Ciências Farmacêuticas, Universidade Estadual de Maringá, Maringá, PR, Brazil
,
Elizandra Aparecida Britta
1  Programa de Pós-graduação em Ciências Farmacêuticas, Universidade Estadual de Maringá, Maringá, PR, Brazil
,
Renata Longhini
1  Programa de Pós-graduação em Ciências Farmacêuticas, Universidade Estadual de Maringá, Maringá, PR, Brazil
,
Tânia Ueda-Nakamura
1  Programa de Pós-graduação em Ciências Farmacêuticas, Universidade Estadual de Maringá, Maringá, PR, Brazil
2  Departamento de Ciências Básicas da Saúde, Universidade Estadual de Maringá, Maringá, PR, Brazil
,
João Carlos Palazzo de Mello
1  Programa de Pós-graduação em Ciências Farmacêuticas, Universidade Estadual de Maringá, Maringá, PR, Brazil
3  Departamento de Farmácia, Universidade Estadual de Maringá, Maringá, PR, Brazil
,
Celso Vataru Nakamura
1  Programa de Pós-graduação em Ciências Farmacêuticas, Universidade Estadual de Maringá, Maringá, PR, Brazil
2  Departamento de Ciências Básicas da Saúde, Universidade Estadual de Maringá, Maringá, PR, Brazil
› Author Affiliations
Further Information

Publication History

received 11 September 2012
revised 19 January 2013

accepted 22 January 2013

Publication Date:
01 March 2013 (online)

Abstract

Recently, our group isolated and reported the antiproliferative activity in promastigotes and axenic amastigote forms of Leishmania amazonensis treated with 5-methyl-2,2′:5′,2″-terthiophene (compound A) and 5′-methyl–[5–(4–acetoxy-1–butynyl)]–2,2′-bi-thiophene (compound B) isolated from the aerial parts of Porophyllum ruderale. Here, we demonstrated that both compounds exhibited activity against intracellular amastigotes showing IC50 values of 37 and 51 µg/mL for compounds A and B, respectively. Both compounds showed low levels of toxicity for human cells, even at the highest concentrations (hemolytic index < 10 % at 500 µg/mL). Promastigotes treated with compound A showed an alteration in the mitochondrial membrane when observed by flow cytometry through labeling with rhodamine 123 and this was confirmed by transmission electron microscopy. Alterations on morphology (rounded cells) were observed by scanning electron microscopy in parasites treated with the compounds. Further studies should be performed employing compounds A and B for the development of new drugs for chemotherapy of leishmaniasis.

Supporting Information