Novel Acetogenins from the Leaves ofDasymaschalon sootepense
Autor: | Vichai Reutrakul, Thawatchai Santisuk, Thomas Kämpchen, Rudolf Matusch, Andrea Sinz, Sirichai Wangcharoentrakul, Winfried Fiedler, Jurgen G. Schmidt, Suttiporn Chaichana |
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Rok vydání: | 1998 |
Předmět: |
biology
Chemistry Stereochemistry Silica gel Organic Chemistry Tumor cells Fractionation biology.organism_classification Biochemistry Catalysis Inorganic Chemistry Hexane chemistry.chemical_compound Dasymaschalon sootepense Column chromatography Annonaceae Drug Discovery Dasymaschalon Physical and Theoretical Chemistry |
Zdroj: | Helvetica Chimica Acta. 81:1608-1615 |
ISSN: | 1522-2675 0018-019X |
DOI: | 10.1002/(sici)1522-2675(19980909)81:9<1608::aid-hlca1608>3.0.co;2-f |
Popis: | The hexane extract from the leaves of Dasymaschalon sootepenseCraib (Annonaceae) showed strong cytotoxic activity against the L1210 tumor cell line. Activity-directed fractionation of the extract by column chromatography on silica gel and high-pressure liquid chromatography led to the isolation of the acetogenins 1 – 4 as the main active principles. The structures of the two novel structures named sootepensin A (1) and sootepensin B (2) were elucidated by spectroscopic analysis (UV, EI- and ESI-MS, 1D- and 2D-1H- and 13C-NMR). The absolute configurations were established by 2D-NMR experiments utilizing Mosher esters. Two recently described compounds, tonkinin C (3) and tonkinesin C (4), were also isolated and are new to the genus Dasymaschalon. All four acetogenins were found to be highly cytotoxic against the L1210 tumor cell line. |
Databáze: | OpenAIRE |
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