Ptaquiloside Z, a new toxic unstable sesquiterpene glucoside from the neotropical bracken fern Pteridium aquilinum var. caudatum.
Reversed-phase HPLC fractionation, monitored by brine shrimp bioassay, led to the isolation of a new illudane-type sesquiterpene glucoside, ptaquiloside Z (2), as well as the known bracken carcinogen ptaquiloside (1), from a bioactive aqueous extract of the neotropical bracken fern Pteridium aquilinum var. caudatum (Pteridaceae). The structure of ptaquiloside Z (2) was confirmed by spectroscopic analyses and chemical degradation. Both compounds exhibited similar toxicity (LC50 62.5 micrograms/ml at 24 h and LC50 7.8 micrograms/ml at 48 h) toward brine shrimp.
Castillo
U F
UF
Department of Molecular Biosciences, Graduate School of Bioagricultural Sciences, Nagoya University, Japan.
Ojika
M
M
Alonso-Amelot
M
M
Sakagami
Y
Y
D000818:Animals; D001156:Artemia; D002851:Chromatography, High Pressure Liquid; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D007189:Indans; D008958:Models, Molecular; D008968:Molecular Conformation; D010939:Plant Poisoning; D010946:Plants, Medicinal; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D013729:Terpenes / Q000737:chemistry*; D014329:Tropical Climate; D014687:Venezuela
D005960:Glucosides; D007189:Indans; D012717:Sesquiterpenes; D013729:Terpenes; C116780:ptaquiloside Z; C043680:ptaquiloside