Isolation and Synthesis of Pulmonarins A and B, Acetylcholinesterase Inhibitors from the Colonial Ascidian Synoicum pulmonaria

Margey Tadesse, Johan Svenson*, Kristina Sepicic, Laurent Trembleau, Magnus Engqvist, Jeanette H. Andersen, Marcel Jaspars, Klara Stensvag, Tor Haug

*Corresponding author for this work

Research output: Contribution to journalArticle

21 Citations (Scopus)

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 (K-i) of 20 mu M. In addition to reversible, noncompetitive acetylcholinesterase inhibition, the compounds displayed weak antibacterial activity but no cytotoxicity or other investigated bioactivities.

Original languageEnglish
Pages (from-to)364-369
Number of pages6
JournalJournal of Natural Products
Volume77
Issue number2
Early online date18 Feb 2014
DOIs
Publication statusPublished - 28 Feb 2014

Keywords

  • marine natural-products
  • verongida sponges
  • drug discovery
  • alkaloids
  • choline
  • constituents
  • chemistry
  • crassa
  • acids

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