N1,N5,N10-(Z)-tri-p-coumaroylspermidine
N1,N5,N10-(Z)-tri-p-coumaroylspermidine shows weak inhibition effect on [3H]-5-HT reuptake in rat brain synaptosomes.
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Journal of Shanxi Medical University, 2015.
Isolation and purification of coumaroylspermidines from Carthamus tinctorius L. and their inhibition effects on [~3H]-5-HT reuptake.[Reference:
WebLink]
To isolate and purify coumaroylspermidines from Carthamus tinctorius L.,and to investigate their inhibition effects on [3H]-5-HT reuptake and the photoisomerization behavior of coumaroylspermidines.
METHODS AND RESULTS:
Coumaroyl spermidines were isolated and purified by medium pressure flash chromatography,Sephadex LH-20 column chromatographies and preparative HPLC. The chemical structures were identified by ESI-MS and1H-NMR. The inhibition effects of coumaroylspermidines on [3H]-5-HT reuptake in rat brain synaptosomes were studied by classical method. Photoisomerization behaviors of coumaroylspermidines were investigated by HPLC. Results Four coumaroylspermidines were isolated and identified as N1,N5,N10-(Z)-tri-p-coumaroylspermidine(1),
N1,N5-( Z)-N10-( E)-tri-p-coumaroylspermidine(2),N1( E)-N5-( Z)-N10-( E)-tri-p-coumaroylspermidine(3),N1,N5,N10-( E)-tri-pcoumaroylspermidine(4). Coumaroylspermidine 2 and 3 showed better inhibition effects on [3H]-5-HT reuptake in rat brain synaptosomes,while coumaroylspermidine 1 showed weaker inhibition effect. The photoisomerization behavior studies showed that the four coumaroylspermidines transformed into each other under sunlight and finally reached an equilibrium state.
CONCLUSIONS:
Coumaroylspermidines could have inhibition effects on 5-HT reuptake and the inhibition effects could be different for different isomers. Coumaroylspermidines are unstable and could show photoisomerization behavior under sunlight.
