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[摘要]：The skin of the Ecuadorian poison frog Epipedobates anthonyi contains the potent nicotinic agonists epibatidine (1) and N-methylepibatidine (3). In addition, a condensed tetracyclic epibatidine congener has been identified with activity at nicotinic acetylcholine receptors, but different selectivity than epibatidine. This rigid tetracycle has been named phantasmidine (4). Phantasmidine has a molecular formula of C11H11N2OCl, shares a chloropyridine moiety with 1, and also contains furan, pyrrolidine, and cyclobutane, rings. A combination of GC-MS and GC-FTIR analysis with on-column derivatization, 1D NMR spectroscopy with selective irradiation, and spectral simulation, along with 2D NMR, were used to elucidate file Structure from a total sample of similar to 20/mu g of HPLC-purified 4 an(] its corresponding acetamide (5). After synthesis, this novel rigid agonist may serve as a selective probe for beta 4-containing nicotinic receptors and Potentially lead 10 useful pharmaceuticals. |
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