TY - JOUR ID - 1894 TI - Flavonols and an indole alkaloid skeleton bearing identical acylated glycosidic groups from yellow petals of Papaver nudicaule JO - Phytochemistry PY - 2006 SP - 191-201 AU - Schliemann, W. AU - Schneider, B. AU - Wray, V. AU - Schmidt, J. AU - Nimtz, M. AU - Porzel, A. AU - Böhm, H. AU - VL - 67 UR - DO - 10.1016/j.phytochem.2005.11.002 AB - From yellow petals of Iceland poppy, besides the known flavonoid gossypitrin, seven kaempferol derivatives were isolated. In addition to kaempferol 3-O-β-sophoroside and kaempferol 3-O-β-sophoroside-7-O-β-glucoside, known from other plants, the mono- and dimalonyl conjugates of the latter were identified by MS and NMR spectroscopy. Structure analyses of a set of co-occurring pigments, the nudicaulins, revealed that they have the identical acylated glycoside moieties attached to a pentacyclic indole alkaloid skeleton for which the structure of 19-(4-hydroxyphenyl)-10H-1,10-ethenochromeno[2,3-b]indole-6,8,18-triol was deduced from MS and NMR as well as chemical and chiroptical methods. A2 - C1 - Bioorganic Chemistry; Cell and Metabolic Biology ER -