A facile and efficient method for the synthesis of crystalline tetrahydro-β-carbolines via the Pictet-Spengler reaction in water
Autor: | Gi-Seong Moon, Kyung-Hwan Jung, Sung-Kwon Moon, Hyang-Yeol Lee, Hong-Ju Byeon |
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Jazyk: | angličtina |
Rok vydání: | 2020 |
Předmět: |
Tryptamine
Multidisciplinary Pictet–Spengler reaction Cancer therapy 010405 organic chemistry Natural compound Biological techniques lcsh:R lcsh:Medicine One-Step 010402 general chemistry 01 natural sciences Environmentally friendly Article 0104 chemical sciences Solvent chemistry.chemical_compound chemistry Organic chemistry Drug discovery and development lcsh:Q Tryptoline Cytotoxicity lcsh:Science |
Zdroj: | Scientific Reports, Vol 10, Iss 1, Pp 1-6 (2020) Scientific Reports |
ISSN: | 2045-2322 |
DOI: | 10.1038/s41598-020-57911-0 |
Popis: | A facile and efficient synthesis of tetrahydro-β-carbolines (tryptolines) in one step from tryptamine and aldehydes, in an environmentally friendly water solvent, has been investigated. This convenient and clean synthesis of various tryptolines was facilitated by l-tartaric acid, a natural compound, to obtain the desired products as clear crystals. Among the four crystalline products, the most substituted tryptoline 2 showed the best inhibitory activity against EJ cells and the least cytotoxicity, with an LC50 value of 1.49 mg/mL, against brine shrimp larvae. |
Databáze: | OpenAIRE |
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