Synthesis and evaluation of fluorescent heterocyclic aminoadamantanes as multifunctional neuroprotective agents
| Autor: | Jacques Joubert, Sandra van Dyk, Sarel F. Malan, Ivan R. Green |
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| Přispěvatelé: | 12595578 - Joubert, Jacques, 10199667 - Malan, Sarel Francois, 10065911 - Van Dyk, Sandra |
| Jazyk: | angličtina |
| Rok vydání: | 2011 |
| Předmět: |
Male
Stereochemistry Adamantane Clinical Biochemistry Pharmaceutical Science chemistry.chemical_element antioxidant activity Calcium Biochemistry Chemical synthesis Neuroprotection Receptors N-Methyl-D-Aspartate Rats Sprague-Dawley chemistry.chemical_compound NOS inhibition calcium channels Drug Discovery Amantadine Animals Molecular Biology Fluorescent Dyes Voltage-dependent calcium channel biology Chemistry Calcium channel Organic Chemistry Brain Biological activity Free Radical Scavengers NMDA receptor Rats Nitric oxide synthase Neuroprotective Agents biology.protein Molecular Medicine neuroprotection Calcium Channels Nitric Oxide Synthase |
| Popis: | A series of fluorescent heterocyclic adamantane amines were synthesised with the goal to develop novel fluorescent ligands for neurological assay development. These derivatives demonstrated multifunctional neuroprotective activity through inhibition of the N-methyl-D-aspartate receptor/ion channel, calcium channels and the enzyme nitric oxide synthase. It also exhibited a high degree of free radical scavenging potential. N-(1-adamantyl)-2-oxo-chromene-3-carboxamide (8), N-adamantan-1-yl-5-dimethyl-amino-1-naphthalenesulfonic acid (11) and N-(1-cyano-2H-isoindol-2-yl) adamantan-1-amine (12) were found to possess a high degree of multifunctionality with favourable physical-chemical properties for bioavailability and blood-brain barrier permeability. The ability of these heterocyclic adamantane amine derivatives as nitric oxide synthase inhibitors, calcium channel modulators, NMDAR inhibitors and effective antioxidants, indicate that they may find application as multifunctional drugs in neuroprotection. http://dx.doi.org/10.1016/j.bmc.2011.05.034 |
| Databáze: | OpenAIRE |
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