Abstract
Pulmonarins A and B are two new dibrominated marine acetylcholinesterase inhibitors that were isolated and characterized from the sub-Arctic ascidian Synoicum pulmonaria collected off the Norwegian coast. The structures of natural pulmonarins A and B were tentatively elucidated by spectroscopic methods and later verified by comparison with synthetically prepared material. Both pulmonarins A and B displayed reversible, noncompetitive acetylcholinesterase inhibition comparable to several known natural acetylcholinesterase inhibitiors. Pulmonarin B was the strongest inhibitor, with an inhibition constant (Ki) of 20 μM. In addition to reversible, noncompetitive acetylcholinesterase inhibition, the compounds displayed weak antibacterial activity but no cytotoxicity or other investigated bioactivities.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / isolation & purification*
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Anti-Bacterial Agents / pharmacology*
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Bromobenzenes / chemistry
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Bromobenzenes / isolation & purification*
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Bromobenzenes / pharmacology*
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Cholinesterase Inhibitors / chemistry
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Cholinesterase Inhibitors / isolation & purification*
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Cholinesterase Inhibitors / pharmacology*
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Corynebacterium glutamicum / drug effects
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Escherichia coli / drug effects
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Marine Biology
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Microbial Sensitivity Tests
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Pseudomonas aeruginosa / drug effects
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Staphylococcus aureus / drug effects
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Urochordata / chemistry*
Substances
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Anti-Bacterial Agents
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Bromobenzenes
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Cholinesterase Inhibitors
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pulmonarin A
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pulmonarin B