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

• Published in: Journal of Natural Products
• Main Authors: Tadesse, Margey, Svenson, Johan, Sepcič, Kristina, Trembleau, Laurent, Engqvist, Stig Olov Magnus, Andersen, Jeanette Hammer, Jaspars, Marcel, Stensvåg, Klara, Haug, Tor
• Format: Article in Journal/Newspaper
• Language: English
• Published: American Chemical Society 2014
• Subjects: VDP::Matematikk og Naturvitenskap: 400::Zoologiske og botaniske fag: 480; VDP::Mathematics and natural science: 400::Zoology and botany: 480; VDP::Matematikk og Naturvitenskap: 400::Kjemi: 440; VDP::Mathematics and natural science: 400::Chemistry: 440; Arctic
• Online Access: https://hdl.handle.net/10037/13820; https://doi.org/10.1021/np401002s

This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of natural products , copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/np401002s . 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 μM. In addition to reversible, noncompetitive acetylcholinesterase inhibition, the compounds displayed weak antibacterial activity but no cytotoxicity or other investigated bioactivities.