Abstract
A series of boron-containing nicotine (NIC) analogues 7-9 was synthesized and evaluated for binding to α4β2 and α7 nicotinic receptors. Compound ACME-B inhibited [3H]methyllycaconitine binding to rat brain membranes with a similar potency compared to NIC (Ki=2.4 and 0.77 μM, respectively), but was markedly less potent in inhibiting [3H]NIC binding when compared to NIC (Ki=0.60 μM and 1.0 nM, respectively). Thus, tethering a two-carbon bridge between the 2-pyridyl and 3′-pyrrolidino carbons of NIC or 7 affords analogues that bind to the α7 receptor in a manner similar to NIC, but with a dramatic loss of affinity for the α4β2 receptor.
Original language | English |
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Pages (from-to) | 1245-1248 |
Number of pages | 4 |
Journal | Bioorganic and Medicinal Chemistry Letters |
Volume | 11 |
Issue number | 9 |
DOIs | |
State | Published - May 7 2001 |
Bibliographical note
Funding Information:This work was supported by grants from the National Institute on Drug Abuse (DA10394 and DA00399) and Layton Bioscience, Inc.
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry