Synthesis and evaluation of berberine derivatives and analogs as potential antiacetylcholinesterase and antioxidant agents
| Autor: | Alessia Carocci, Claudio Bruno, Mariagrazia Roselli, Maria Maddalena Cavalluzzi, Giovanni Lentini, Angelo Lovece, Solomon Habtemariam, Carlo Franchini |
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| Rok vydání: | 2016 |
| Předmět: |
Catechol
Antioxidant 010405 organic chemistry medicine.medical_treatment Phenethylamines Plant Science 01 natural sciences Biochemistry Acetylcholinesterase 0104 chemical sciences 03 medical and health sciences chemistry.chemical_compound 0302 clinical medicine Berberine chemistry Bromide medicine Organic chemistry Gallic acid Agronomy and Crop Science IC50 030217 neurology & neurosurgery Biotechnology |
| Zdroj: | Phytochemistry Letters. 18:150-156 |
| ISSN: | 1874-3900 |
| Popis: | Two known berberine derivatives and novel N-benzyl phenethylamines as open models of berberine were synthesized and evaluated as acetylcholinesterase (AChE) inhibitors and antioxidant agents. While being less potent than the parent compound (IC50 = 0.70± 0.04 μM), both berberine derivatives performed as good AChE inhibitors (IC50 = 2.30 ± 0.29 μM and 7.8 ± 0.8 μM, respectively) and were at least 36 and four times more potent than berberine as radical scavengers. Among the synthesized compounds, demethyleneberberine bromide (2) was the most interesting because it showed both anticholinesterase and radical scavenging activities with the lowest IC50 values. As expected, catechol rings appeared as fundamental for antioxidant properties. Indeed, the most active scavenging compound in the simplified analog series was the one bearing two catechol moieties, which displayed higher potency than gallic acid. |
| Databáze: | OpenAIRE |
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