Darras, Fouad H. ; Kling, Beata ; Sawatzky, Edgar ; Heilmann, Jörg ; Decker, Michael
Alternative Links zum Volltext:DOIVerlag
| Dokumentenart: | Artikel |
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| Titel eines Journals oder einer Zeitschrift: | Bioorganic & Medicinal Chemistry |
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| Verlag: | PERGAMON-ELSEVIER SCIENCE LTD |
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| Ort der Veröffentlichung: | OXFORD |
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| Band: | 22 |
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| Nummer des Zeitschriftenheftes oder des Kapitels: | 17 |
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| Seitenbereich: | S. 5020-5034 |
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| Datum: | 2014 |
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| Institutionen: | Chemie und Pharmazie > Institut für Pharmazie |
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| Identifikationsnummer: | | Wert | Typ |
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| 10.1016/j.bmc.2014.06.010 | DOI |
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| Stichwörter / Keywords: | NITROGEN-BRIDGEHEAD COMPOUNDS; NEURONAL CELL-LINE; OXIDATIVE STRESS; ALZHEIMERS-DISEASE; HUMAN ACETYLCHOLINESTERASE; ASSAY; QUINAZOLINIMINES; FLUORESCEIN; ANTIOXIDANT; SELECTIVITY; Alzheimer's disease; Cholinesterase inhibitors; Pseudoirreversible inhibition; Neuroprotection; Acyl guanidines |
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| Dewey-Dezimal-Klassifikation: | 600 Technik, Medizin, angewandte Wissenschaften > 615 Pharmazie |
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| Status: | Veröffentlicht |
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| Begutachtet: | Ja, diese Version wurde begutachtet |
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| An der Universität Regensburg entstanden: | Ja |
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| Dokumenten-ID: | 61206 |
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Web of Science
Zusammenfassung
A series of cyclic acyl guanidine with carbamate moieties have been synthesized and evaluated in vitro for their AChE and BChE inhibitory activities. Structure-activity relationships identified compound 23 as a nanomolar and selective BChE inhibitor, while compound 32 exhibited nanomolar and selective AChE inhibition, selectivity depending on both the structure of the carbamate substituent as ...
Zusammenfassung
A series of cyclic acyl guanidine with carbamate moieties have been synthesized and evaluated in vitro for their AChE and BChE inhibitory activities. Structure-activity relationships identified compound 23 as a nanomolar and selective BChE inhibitor, while compound 32 exhibited nanomolar and selective AChE inhibition, selectivity depending on both the structure of the carbamate substituent as well as the position of guanidines-N substitution. The velocity of enzyme carbamoylation was analyzed and showed similar behavior to physostigmine. Phenolic compounds formed after carbamate transfer to the active site of cholinesterases showed additional neuroprotective properties on a hippocampal neuronal cell line (HT-22) after glutamate-induced intracellular reactive oxygen species generation. (C) 2014 Elsevier Ltd. All rights reserved.
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