TY - JOUR
T1 - Highly Selective and Potent α4β2 nAChR Antagonist Inhibits Nicotine Self-Administration and Reinstatement in Rats
AU - Wu, Jinhua
AU - Cippitelli, Andrea
AU - Zhang, Yaohong
AU - Debevec, Ginamarie
AU - Schoch, Jennifer
AU - Ozawa, Akihiko
AU - Yu, Yongping
AU - Liu, Huan
AU - Chen, Wenteng
AU - Houghten, Richard A.
AU - Welmaker, Gregory S.
AU - Giulianotti, Marc A.
AU - Toll, Lawrence
N1 - Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/12/28
Y1 - 2017/12/28
N2 - The α4β2 nAChR is the most predominant subtype in the brain and is a well-known culprit for nicotine addiction. Previously we presented a series of α4β2 nAChR selective compounds that were discovered from a mixture-based positional-scanning combinatorial library. Here we report further optimization identified highly potent and selective α4β2 nAChR antagonists 5 (AP-202) and 13 (AP-211). Both compounds are devoid of in vitro agonist activity and are potent inhibitors of epibatidine-induced changes in membrane potential in cells containing α4β2 nAChR, with IC 50 values of approximately 10 nM, but are weak agonists in cells containing α3β4 nAChR. In vivo studies show that 5 can significantly reduce operant nicotine self-administration and nicotine relapse-like behavior in rats at doses of 0.3 and 1 mg/kg. The pharmacokinetic data also indicate that 5, via sc administration, is rapidly absorbed into the blood, reaching maximal concentration within 10 min with a half-life of less than 1 h.
AB - The α4β2 nAChR is the most predominant subtype in the brain and is a well-known culprit for nicotine addiction. Previously we presented a series of α4β2 nAChR selective compounds that were discovered from a mixture-based positional-scanning combinatorial library. Here we report further optimization identified highly potent and selective α4β2 nAChR antagonists 5 (AP-202) and 13 (AP-211). Both compounds are devoid of in vitro agonist activity and are potent inhibitors of epibatidine-induced changes in membrane potential in cells containing α4β2 nAChR, with IC 50 values of approximately 10 nM, but are weak agonists in cells containing α3β4 nAChR. In vivo studies show that 5 can significantly reduce operant nicotine self-administration and nicotine relapse-like behavior in rats at doses of 0.3 and 1 mg/kg. The pharmacokinetic data also indicate that 5, via sc administration, is rapidly absorbed into the blood, reaching maximal concentration within 10 min with a half-life of less than 1 h.
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U2 - 10.1021/acs.jmedchem.7b01250
DO - 10.1021/acs.jmedchem.7b01250
M3 - Article
C2 - 29178785
AN - SCOPUS:85037577509
SN - 0022-2623
VL - 60
SP - 10092
EP - 10104
JO - Journal of medicinal chemistry
JF - Journal of medicinal chemistry
IS - 24
ER -