Synthesis and potent ionophoric activity of a squaramide-linked bis(choloyl) conjugate.
A squaramide-linked bis(choloyl) conjugate was synthesized and fully characterized on the basis of NMR ((1)H and (13)C) and ESI MS (LR and HR) data. Fluorescence and chloride ion selective electrode assays indicate that this compound exhibits potent ionophoric activity across egg-yolk L-α-phosphatidylcholine-based liposomal membranes, presumably via an anion-modulating anion-cation co-transport/symport process. A Hill analysis reveals that three molecules of this compound are assembled into the transport-active species.
School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, PR China.
Li-Qun
LQ
Deng
School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, PR China.
Yong-Ming
YM
Lu
School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, PR China.
Chun-Qiong
CQ
Zhou
School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, PR China.
Jin-Xiang
JX
Chen
School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, PR China.
Bo
B
Wang
School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, PR China. Electronic address: whchen@smu.edu.cn.
Wen-Hua
WH
Chen
D000577:Amides / Q000737:chemistry*; D000818:Animals; D002645:Chickens; D002793:Cholic Acids / Q000737:chemistry*; D004530:Egg Yolk / Q000737:chemistry; D007476:Ionophores / Q000138:chemical synthesis / Q000737:chemistry*; D008081:Liposomes / Q000737:chemistry*; D015394:Molecular Structure
D000577:Amides; D002793:Cholic Acids; D007476:Ionophores; D008081:Liposomes
Cholic acid; Ion selectivity; Ionophore; Ionophoric activity; Squaramide