A new bianthron glycoside as inhibitor of Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase activity

Journal of the Brazilian Chemical Society

Edângelo M. S. De Macedo²  Helton J. Wiggers¹  Maria G. V. Silva²  Raimundo Braz-filho¹  Adriano D. Andricopulo¹  Carlos A. Montanari¹ 

[1] ,Universidade Federal do Ceará Departamento de Química Orgânica e Inorgânica Departamento de Química Analítica e Físico-QuímicaFortaleza CE ,Brazil

关键词: Senna martiana;    Leguminoseae;    bianthrone;    anthraquinone;    Trypanosoma cruzi;    isothermal titration calorimetry;   

DOI  :  10.1590/S0103-50532009000500021

来源: SciELO

【 摘 要 】

A phytochemical investigation of the ethanolic extract of stalks of Senna martiana Benth. (Leguminoseae), native specie of northeast Brazil, resulted in the isolation and spectroscopic characterization of a new bianthrone glycoside, martianine 1 (10,10'-il-chrysophanol-10-oxi10,10'-bi-glucosyl). Its identification was established by HRMS, IR and 2D NMR experiments. The evaluation of martianine trypanocidal activity was carried out against gliceraldehyde 3-phosphate dehydrogenase enzyme from Trypanosoma cruzi. Its inhibitory constant (Ki) is in the low micromolar concentration and it was determined by isothermal titration calorimetry to be 27.3 ± 2.47 µmol L-1. The non-competitive mechanism is asserted to be putative of the mode of action martianine displays against T. cruzi GAPDH. Results show that martianine has a great potential to become new lead molecule by inhibiting this key enzyme and for the development of new drugs against Chagas disease.

【 授权许可】

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