Cytotoxic Benzophenanthridine and Benzylisoquinoline Alkaloids from Argemone mexicana
| Autor: | Yuh Chwen Chang, Fang Rong Chang, Pei Wen Hsieh, Ashraf Taha Khalil, Yang Chang Wu |
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| Rok vydání: | 2003 |
| Předmět: |
Models
Molecular Cell Survival Stereochemistry Nasopharyngeal neoplasm Argemone mexicana General Biochemistry Genetics and Molecular Biology chemistry.chemical_compound Alkaloids Stomach Neoplasms Tumor Cells Cultured Humans Argemone Benzylisoquinoline Cytotoxicity Reticuline Molecular Structure biology Plant Extracts Nasopharyngeal Neoplasms Plant Components Aerial Isoquinolines biology.organism_classification Phenanthridines Chelerythrine chemistry Cell culture |
| Zdroj: | Zeitschrift für Naturforschung C. 58:521-526 |
| ISSN: | 1865-7125 0939-5075 |
| DOI: | 10.1515/znc-2003-7-813 |
| Popis: | Fractionation of the chloroform extract from the aerial part of Argemone mexicana led to the isolation of two benzophenanthridine-type alkaloids, N-demethyloxysanguinarine and pancorine; three benzylisoquinoline-type alkaloids, (+)-1,2,3,4-tetrahydro-1-(2-hydroxymethyl- 3,4-dimethoxyphenylmethyl)-6,7-methylenedioxyisoquinoline, (+)-higenamine and (+)-reticuline. Among them, N-demethyloxysanguinarine is a new compound, and (+)-1,2,3,4- tetrahydro-1-(2-hydroxymethyl-3,4-dimethoxyphenylmethyl)-6,7-methylenedioxy-isoquinoline was isolated form a natural source for the first time, to which was assigned a trivial name, (+)-argenaxine. In addition, six known non-alkaloidal compounds were also isolated and identified. All compounds were characterized on the basis of their spectral data and chemical evidences. Some isolated alkaloids from this species were evaluated for their cytotoxicity to human nasopharyngeal carcinoma (HONE-1) and human gastric cancer (NUGC) cell lines. Chelerythrine was found to exhibit significant activity against NUGC cell line, while angoline inhibited both types. (+)-Argenaxine showed moderate activity against the NUGC cell line. |
| Databáze: | OpenAIRE |
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