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1.
J Agric Food Chem ; 64(46): 8821-8827, 2016 Nov 23.
Article in English | MEDLINE | ID: mdl-27934289

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 µM 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 µM 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 µM after 24 h). Worms incubated with compound 7 (25 µM 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.


Subject(s)
Anacardium/chemistry , Phenols/pharmacology , Plant Extracts/pharmacology , Schistosoma mansoni/drug effects , Schistosomicides/pharmacology , Animals , Female , Male , Nuts/chemistry , Phenols/chemistry , Plant Extracts/chemistry , Schistosoma mansoni/growth & development , Schistosomicides/chemistry
2.
Nat Prod Res ; 27(23): 2240-3, 2013.
Article in English | MEDLINE | ID: mdl-23805902

ABSTRACT

Fractionation of extracts from the fermentation broth of the endophytic fungus Arthrinium state of Apiospora montagnei resulted in the isolation of the major secondary metabolites, R-(-)-mellein (1) and cis-(3R,4R)-4-hydroxymellein (2). The chemical structures of compounds were determined by spectroscopic analyses. The isolated compounds were tested in vitro to determine their activity against Schistosoma mansoni adult worms. Compounds 1 and 2 caused death of 100% of parasites at 200 and 50 µg mL(-1), respectively. Ultrastructural analysis suggested that the tegument can be a target of compound 1.


Subject(s)
Ascomycota/metabolism , Isocoumarins/pharmacology , Schistosoma mansoni/drug effects , Animals , Culture Media , Drug Evaluation, Preclinical , Female , Fermentation , Isocoumarins/chemistry , Isocoumarins/metabolism , Male
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