Prenylated indole alkaloids from Flustra foliacea with subtype specific binding on NAChRs.
Several brominated indole alkaloids and a diterpene (1-7) were isolated from the dichloromethane extract of the North Sea Bryozoan Flustra foliacea. Alkaloid 4 is a new natural product, whose structure was elucidated by interpretation of spectroscopic data (NMR, mass, UV, and IR). All compounds were tested for their in vitro affinity towards the alpha4beta2* and alpha7* subtype of the neuronal nicotinic acetylcholine receptor (nAChR) using radioligand binding assays. Deformylflustrabromine (3) and deformylflustrabromine B (4) were shown to have affinities in the lower micromolar range for nAChRs, differing in their subtype preference.
Peters
Lars
L
Institute for Pharmaceutical Biology, University of Bonn, Bonn, Germany.
Wright
Anthony D
AD
Kehraus
Stefan
S
Gündisch
Daniela
D
Tilotta
M C
MC
König
Gabriele M
GM
D000470:Alkaloids / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D000818:Animals; D001667:Binding, Competitive / Q000187:drug effects; D002013:Bryozoa; D018696:Neuroprotective Agents / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D018733:Nicotinic Antagonists / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D017368:Protein Prenylation; D051381:Rats; D017207:Rats, Sprague-Dawley; D011978:Receptors, Nicotinic / Q000187:drug effects*
D000470:Alkaloids; D018696:Neuroprotective Agents; D018733:Nicotinic Antagonists; D010936:Plant Extracts; D011978:Receptors, Nicotinic