Antimalarial activity of piperidine alkaloids from Senna spectabilis and semisynthetic derivatives

Autor(es)

Pivatto, Marcos ^[1] ; Baccini, Luciene R. ^[2] ; Sharma, Abhinay ^[3] ; Nakabashi, Myna ^[3] ; Danuello, Amanda ^[4] ; Viegas Junior, Claudio ^[2] ; Garcia, Celia R. S. ^[3] ; Bolzani, Vanderlan S. ^[2]

Afiliação do(s) autor(es)

^[1] Univ Fed Uberlandia, Inst Quim, BR-38400902 Uberlandia, MG - Brazil

^[2] Univ Estadual Paulista, Inst Quim, Dept Quim Organ, Nucl Bioensaios Biossintese & Ecofisiol Prod Nat, BR-14801970 Araraquara, SP - Brazil

^[3] Univ Sao Paulo, Inst Biociencias, Dept Fisiol, BR-05508900 Sao Paulo - Brazil

^[4] Univ Fed Triangulo Mineiro, Inst Ciencias Exatas Nat & Educ, Dept Quim, BR-38064200 Uberlandia, MG - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of the Brazilian Chemical Society; v. 25, n. 10, p. 1900+, OCT 2014.
• Citações Web of Science: 7

Resumo

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. (AU)

• Processo FAPESP: 09/53640-1 - P. falciparum: marcadores moleculares de resistência
• Beneficiário: Célia Regina da Silva Garcia
• Modalidade de apoio: Auxílio à Pesquisa - Temático
• Processo FAPESP: 03/02176-7 - Conservação e uso sustentável da diversidade do Cerrado e da Mata Atlântica: diversidade química e prospecção de medicamentos potenciais - fase II
• Beneficiário: Vanderlan da Silva Bolzani
• Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Temático
• Processo FAPESP: 13/07600-3 - CIBFar - Centro de Inovação em Biodiversidade e Fármacos
• Beneficiário: Glaucius Oliva
• Modalidade de apoio: Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs