Schistosomicidal Activity of Alkyl-phenols from the Cashew Anacardium occidentale against Schistosoma mansoni Adult Worms

Author(s)

Alvarenga, Tavane A. ; de Oliveira, Pollyanna F. ; de Souza, Julia M. ; Tavares, Denise C. ; Andrade e Silva, Marcio L. ; Cunha, Wilson R. ; Groppo, Milton ; Januario, Ana H. ; Magalhaes, Lizandra G. ; Pauletti, Patricia M.

• Document type: Journal article
• Source: Journal of Agricultural and Food Chemistry; v. 64, n. 46, p. 8821-8827, NOV 23 2016.
• Web of Science Citations: 4

Abstract

Bioassay-guided study of the ethanol extract from the cashew Anacardium occidentale furnished cardol triene (1), cardol diene (2), anacardic acid triene (3), cardol monoene (4), anacardic acid diene (5), 2-methylcardol triene (6), and 2-methylcardol diene (7). 1D- and 2D-NMR experiments and HRMS analysis confirmed the structures of compounds 1-7. Compounds 2 and 7 were active against Schistosoma mansoni adult worms in vitro, with LC50 values of 32.2 and 14.5 mu M and selectivity indices of 6.1 and 21.2, respectively. Scanning electron microscopy of the tegument of male worms in the presence of compound 7 at 25 mu M after 24 h of incubation showed severe damage as well as peeling and reduction in the number of spine tubercles. Transmission electron microscopy analyses revealed swollen mitochondrial membrane, vacuoles, and altered tegument in worms incubated with compound 2 (25 mu M after 24 h). Worms incubated with compound 7 (25 mu M after 24 h) had lysed interstitial tissue, degenerated mitochondria, and drastically altered tegument. Together, the results indicated that compound 7 presents promising in vitro schistosomicidal activity. (AU)

• FAPESP's process: 13/20280-8 - Development and validation of an analytical method, phytochemical study, schistosomicidal and cytotoxic activities evaluation of Anacardium occidentale L. (Anacardiaceae)
• Grantee: Tavane Aparecida Alvarenga
• Support Opportunities: Scholarships in Brazil - Master
• FAPESP's process: 13/09280-6 - Phytochemistry study and evaluation of the cytotoxicity and lipoxygenase inhibitory activity from Cerrado plants
• Grantee: Patricia Mendonça Pauletti
• Support Opportunities: Regular Research Grants