Antimalarial activity of piperidine alkaloids from Senna spectabilis and semisynthetic derivatives

Journal of the Brazilian Chemical Society

Sharma, Abhinay¹  Nakabashi, Myna¹  Universidade Federal do Triângulo Mineiro, Uberaba, Brazil¹  Danuello, Amanda¹  Pivatto, Marcos¹  Baccini, Luciene R.¹  Garcia, Celia R. S.¹  Universidade de São Paulo, São Paulo, Brazil¹  Viegas Júnior, Claudio¹  Bolzani, Vanderlan S.¹  Universidade Estadual Paulista, Araraquara, Brazil¹  Universidade Federal de Uberlândia, Uberlândia, Brazil¹ 

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

DOI  :  10.5935/0103-5053.20140195

学科分类：化学（综合）

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.

【 授权许可】

Unknown