Antimalarial activity of piperidine alkaloids from Senna spectabilis and semisynthetic derivatives

Journal of the Brazilian Chemical Society

Marcos Pivatto²  Luciene R. Baccini¹  Abhinay Sharma¹  Myna Nakabashi¹  Amanda Danuello¹  Claudio Viegas Júnior¹  Celia R. S. Garcia¹  Vanderlan S. Bolzani¹ 

[1] ,Universidade Federal de Uberlândia Instituto de Química Uberlândia MG ,Brazil

关键词: piperidine alkaloids;    Senna spectabilis;    semisynthetic derivatives;    antimalarial activity;    Plasmodium falciparum;   

DOI  :  10.5935/0103-5053.20140195

来源: SciELO

【 摘 要 】

In our continuing work looking for new anti-infective lead compounds from Brazilian biomes, the two known piperidine alkaloids ( - )-cassine and ( - )-spectaline were isolated from the flowers of Senna spectabilis (syn. Cassia spectabilis). Their structures were elucidated using a combination of spectroscopic and spectrometric data analysis. Further, these compounds were acetylated yielding the derivatives ( - )-3-O-acetylcassine and ( - )-3-O-acetylspectaline. All compounds were screened against P. falciparum-infected red blood cells (RBC) in culture, aiming to identify antimalarial prototypes. Among all compounds screened, the first two alkaloids (IC50 1.82 µM and IC50 2.76 µM) were more effective than the derivatives (IC50 24.47 µM and IC50 25.14 µM) in comparison to the standard compound chloroquine (IC50 0.30 µM). These data show that piperidine alkaloids constitute a class of natural products that feature a broad spectrum of biological activities, and are, therefore, important templates for drug design, including antimalarial.

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