A trinorsesterterpene glycoside from the North American fern Woodwardia virginica (L.) Smith.
A new trinorsesterterpene glycoside was isolated from the ethanol extract of the American fern Woodwardia virginica having a 3-[6-(4,8-dimethyl-nona-1,3,7-trienyl)-4-hydroxy-2,6-dimethyl-cyclohex-1-enyl]-3-hydroxypropionic acid, as the aglycone and a saccharide moiety linked at C-4 to glucoses, xylose or arabinofuranose. The structure was elucidated using extensive spectroscopic analysis (1D and 2D NMR, MS, IR and UV) including determination of absolute stereochemistry by means of the MTPA and PGME derivatives and also by chemical methods.
Hanus
Lumír O
LO
Department of Medicinal Chemistry and Natural Products, School of Pharmacy, PO Box 12065, The Hebrew University of Jerusalem, 91120 Jerusalem, Israel. lumir@cc.huji.ac.il
Rezanka
Tomás
T
Dembitsky
Valery M
VM
D029624:Ferns / Q000737:chemistry*; D006027:Glycosides / Q000096:biosynthesis / Q000737:chemistry* / Q000302:isolation & purification; D008958:Models, Molecular; D008968:Molecular Conformation; D011437:Propylamines / Q000737:chemistry; D011409:Propylene Glycols / Q000737:chemistry; D013057:Spectrum Analysis / Q000379:methods; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification
D006027:Glycosides; D011437:Propylamines; D011409:Propylene Glycols; D013729:Terpenes; C005216:propylene glycol methyl ether