114916-05-1Relevant articles and documents
Bis(p-coumaroyl)spermidine, the penultimate precursor of the alkaloid lunarine
Sagner, Silvia,Shen, Zheng-Wu,Zenk, Meinhart H.
, p. 2443 - 2446 (1997)
The alkaloid lunarine occurring in Lunaria annua seeds was shown to be synthesized by stereoselective phenoloxidative coupling from synthetic bis(p-coumaroyl)spermidine.
Antifungal Polyamides of Hydroxycinnamic Acids from Sunflower Bee Pollen
Kyselka, Jan,Bleha, Roman,Dragoun, Miroslav,Bialasová, Kristyna,Horá?ková, ?árka,Sch?tz, Martin,Sluková, Marcela,Filip, Vladimír,Synytsya, Andriy
, p. 11018 - 11026 (2018/10/24)
The aim of the bioassay-guided fractionation was the selection of the most potent group of compounds responsible for the protection of sunflower bee pollen grains. Synthesis of prospective antifungal polyamides of hydroxycinnamic acids was based on previo
Synthesis of 13C-dilabeled 4-coumaroylspermidines
Geneste, Herve,Hesse, Manfred
, p. 15199 - 15214 (2007/10/03)
Five 13C-dilabeled constitution isomers of 4-coumaroylspermidines were prepared in nine to eleven steps: N1,4-di[(E)-4-coumaroyl]-(5,8- 13C2)spermidine (13b), N1-[(E)-4-coumaroyl]-(5,8-13C2)spermidine (17b), N1,8-di[(E)-4-coumaroyl]-(1,4-13C2)spermidine (20b), N4-[(E)-4- coumaroyl]-(1,4-13C2)spermidine (24b) and N1,4,8-tri[(E)-4-coumaroyl]- (5,8-13C2)spermidine (26). The two 13C-atoms were subsequently introduced using labeled potassium cyanide. The synthesis proceeds through stepwise construction of the polyamine backbone including protection and deprotection steps of the amino functions. Based on 1H-1H NOE interactions, the preliminary study of their binding reveals that 20b binds to tRNA in the same way as spermidine does, whereas 24b and 26 do not show any NOE effects with the tRNA protons.