- Synthesis of 13C-dilabeled 4-coumaroylspermidines
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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.
- Geneste, Herve,Hesse, Manfred
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p. 15199 - 15214
(2007/10/03)
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- TRICOUMAROYLSPERMIDINE IN FLOWERS OF ROSACEAE
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A hydroxycinnamic acid-spermidine amide has been isolated from flowers of 'Crataegi flos' (drug material from Crataegus subsp.) and identified by chemical and spectroscopic methods as N1, N5,N10-tri-4-(E)-coumaroylspermidine.The occurrence of this new amide in flowers of various members of the Rosaceae has been investigated.
- Strack, Dieter,Eilert, Udo,Wray, Victor,Wolff, Juergen,Jaggy, Hermann
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p. 2893 - 2896
(2007/10/02)
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