Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 5: 2'-Substituted 6-nitroquipazines.
Five C2'-substituted 6-nitroquipazine (6-NQ) derivatives were prepared and evaluated in terms of their biological abilities (K(i)) to displace [(3)H]citalopram binding to serotonin transporter. The relationship between their structure and biological activities revealed that shorter alkyl groups tend to possess higher binding affinity. Both compounds 12a and 12c were found to have the equally highest binding affinity (K(i)=0.43+/-0.02 nM).
Lee
Jae Hak
JH
Department of Chemistry, Inha University, 253 Yonghyundong, Namgu, Inchon 402-751, Republic of Korea.
Choi
Yong Hyun
YH
Lim
Yoo Jin
YJ
Lee
Byoung Se
BS
Chi
Dae Yoon
DY
Jin
Changbae
C
D000818:Animals; D002855:Chromatography, Thin Layer; D066298:In Vitro Techniques; D007202:Indicators and Reagents; D008297:Male; D013058:Mass Spectrometry; D000077489:Piperazine; D010879:Piperazines / Q000737:chemistry; D011814:Quipazine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D051381:Rats; D017207:Rats, Sprague-Dawley; D050486:Serotonin Plasma Membrane Transport Proteins / Q000187:drug effects / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013570:Synaptic Membranes / Q000187:drug effects / Q000378:metabolism
D007202:Indicators and Reagents; D010879:Piperazines; D050486:Serotonin Plasma Membrane Transport Proteins; D000077489:Piperazine; D011814:Quipazine; C031227:6-nitroquipazine