Structural identification of a new tri-p-coumaroylspermidine with serotonin transporter inhibition from safflower.
We previously reported that safflower (Carthamus tinctorius L.) ethyl acetate extract (HE) possessed an inhibitory action on serotonin (5HT) uptake in Chinese hamster ovary (CHO) cells expressing 5HT transporter (SERT) (S6 cells). Here, HE was adopted to go through an activity-guided isolation, and then an ingredient with potent SERT inhibitory action was obtained, which was elucidated as N(1),N(5)-(Z)-N(10)-(E)-tri-p-coumaroylspermidine (CX), a new coumaroylspermidine analog, by using spectroscopic methods including extensive 1D- and 2D-NMR analyses. Preliminary pharmacological study demonstrated that CX was a potent SERT inhibitor.
Zhao
Gang
G
Cell Star Bio-Technologies Co., Limited, Shanghai, China. lhguo@sibs.ac.cn
Qin
Guo-Wei
GW
Gai
Yue
Y
Guo
Li-He
LH
D000818:Animals; D016466:CHO Cells; D031187:Carthamus tinctorius / Q000737:chemistry*; D003373:Coumaric Acids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006224:Cricetinae; D003412:Cricetulus; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D050486:Serotonin Plasma Membrane Transport Proteins / Q000737:chemistry* / Q000378:metabolism; D017367:Selective Serotonin Reuptake Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013095:Spermidine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
D003373:Coumaric Acids; D050486:Serotonin Plasma Membrane Transport Proteins; D017367:Selective Serotonin Reuptake Inhibitors; D013095:Spermidine; C440200:N1,N5,N10-tris(4-coumaroyl)spermidine