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The cyanobacterial alkaloid nostocarboline: an inhibitor of acetylcholinesterase and trypsin


Becher, Paul G; Baumann, Heike I; Gademann, Karl; Jüttner, Friedrich (2009). The cyanobacterial alkaloid nostocarboline: an inhibitor of acetylcholinesterase and trypsin. Journal of Applied Phycology, 21(1):103-110.

Abstract

Preselected cyanobacterial strains (available from culture collections and our own isolates), belonging primarily to the heterocystous cluster, were screened for inhibitors against butyrylcholinesterase. About one-half of the extracts exhibited inhibitory activity. Nostocarboline, the responsible metabolite in Nostoc 78-12A, was studied in more detail as an acetylcholinesterase (AChE) inhibitor. The compound showed potent activity against this enzyme (IC50 = 5.3µM), and the Michaelis-Menten kinetics indicated a non-competitive component in the inhibitory mechanism. In addition, nostocarboline turned out to be a potent inhibitor of trypsin (IC50 = 2.8µM), and thus is the first described cyanobacterial serine protease inhibitor of an alkaloid structure. The function of nostocarboline in aquatic ecosystems and its potential as a lead compound for the development of useful therapeutic AChE inhibitors is discussed

Abstract

Preselected cyanobacterial strains (available from culture collections and our own isolates), belonging primarily to the heterocystous cluster, were screened for inhibitors against butyrylcholinesterase. About one-half of the extracts exhibited inhibitory activity. Nostocarboline, the responsible metabolite in Nostoc 78-12A, was studied in more detail as an acetylcholinesterase (AChE) inhibitor. The compound showed potent activity against this enzyme (IC50 = 5.3µM), and the Michaelis-Menten kinetics indicated a non-competitive component in the inhibitory mechanism. In addition, nostocarboline turned out to be a potent inhibitor of trypsin (IC50 = 2.8µM), and thus is the first described cyanobacterial serine protease inhibitor of an alkaloid structure. The function of nostocarboline in aquatic ecosystems and its potential as a lead compound for the development of useful therapeutic AChE inhibitors is discussed

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:National licences > 142-005
Dewey Decimal Classification:Unspecified
Scopus Subject Areas:Life Sciences > Aquatic Science
Life Sciences > Plant Science
Uncontrolled Keywords:Screening, Cyanobacteria, Nostoc, Serine protease, Alzheimer’s disease
Language:English
Date:1 February 2009
Deposited On:23 Nov 2018 14:55
Last Modified:26 Jan 2022 18:04
Publisher:Springer
ISSN:0921-8971
OA Status:Green
Publisher DOI:https://doi.org/10.1007/s10811-008-9335-3
  • Content: Published Version
  • Language: English
  • Description: Nationallizenz 142-005