Nostotrebin 6, a bis(cyclopentenedione) with cholinesterase inhibitory activity isolated from Nostoc sp. str. Lukesová 27/97.
Nostotrebin 6, a new polyphenolic compound with a fully substituted 2,2'-bis(cyclopent-4-en-1,3-dione) skeleton, was isolated from a methanolic extract of the cyanobacterial strain Nostoc sp. str. Lukesová 27/97. The structure of this compound was determined using X-ray crystallography and further supported by NMR, IR spectroscopy, and MS. Nostotrebin 6 is an S-parabolic I-parabolic noncompetitive inhibitor of acetylcholinesterase (IC(50) = 5.5 microM) and an S-parabolic I-parabolic mixed inhibitor of butyrylcholinesterase (IC(50) = 6.1-7.5 microM). The inhibitory potency of nostotrebin 6 was compared with that of tacrine and galanthamine.
Institute of Physical and Applied Chemistry, Faculty of Chemistry, Brno University of Technology, Brno, Czech Republic. zelikp@gmail.com
Petr
P
Zelík
Alena
A
Lukesová
Jan
J
Cejka
Milos
M
Budesínský
Vladimír
V
Havlícek
Alexander
A
Cegan
Jirí
J
Kopecký
D000110:Acetylcholinesterase / Q000187:drug effects; D000818:Animals; D002091:Butyrylcholinesterase / Q000187:drug effects; D002800:Cholinesterase Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D003517:Cyclopentanes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D046937:Nostoc / Q000737:chemistry*
D002800:Cholinesterase Inhibitors; D003517:Cyclopentanes; C551503:nostotrebin 6; D000110:Acetylcholinesterase; D002091:Butyrylcholinesterase