Abstract
Abstract Chromatographic fractionation, monitored by brine shrimp bioassay, led to the isolation of the first protoilludane-type sesquiterpene glucoside, pteridanoside (5), from a bioactive hot-water extract of the neotropical bracken fern Pteridium aquilinum var. caudatum (Dennstaedtiaceae). The enzymatic hydrolysis of 5 yielded its aglycon, pteridanone (6), and D-glucose. The absolute stereostructure of 5 was confirmed by the CD spectroscopic analysis of 6. Pteridanoside (5) exhibited toxicity (LC50 of 250 μg/ml at 24 h and 62.5 μg/ml at 48 h) toward brine shrimp, while the aglycon 6 did not.
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