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Nitrogen-based drugs are not essential for blockade of monoamine transporters

✍ Scribed by Bertha K. Madras; Zdenek B. Pristupa; Hyman B. Niznik; Anna Y. Liang; Paul Blundell; Mario D. Gonzalez; Peter C. Meltzer


Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
966 KB
Volume
24
Category
Article
ISSN
0887-4476

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✦ Synopsis


In brain, monoamine transporters are principal targets of widely used therapeutic drugs including antidepressants, methylphenidate (Ritalin), and the addictive drug cocaine. Without exception, these transport blocking agents contain an amine nitrogen. A prevalent view and untested premise is that a n amine nitrogen is needed to bind to the same counterion on the transporter as does the amine nitrogen of the monoamine neurotransmitter. We report that several compounds without nitrogen (8-oxa-bicyclo-3-ary1-[3.2.13 octanes, or aryloxatropanes) are active at monoamine transporters. One of these, tropoxane (0-914), bound with high affinity to the dopamine (ICsO: 3.35 ? 0.39 nM), serotonin (ICSO 6.52 2 2.05 nM), and norepinephrine (I(&: 20.0 2 0.3 nM) transporters in monkey brain, the human striatal dopamine transporter (ICSO: 5.01 i 1.74 nM), and blocked dopamine transport (ICS0: 7.2 -t 3.0 nM) in COS-7 cells transfected with the human dopamine transporter. These unique compounds require a revision of current concepts of the drug binding domains on monoamine transporters, open avenues for discovery of a new generation of drugs and raise the issue of whether mammalian transporters and receptors may respond to, as yet, undiscovered non-amine bearing neurotransmitters or drugs.