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Novel Acetogenins from the Leaves of Dasymaschalon sootepense

✍ Scribed by Andrea Sinz; Rudolf Matusch; Thomas Kämpchen; Winfried Fiedler; Jürgen Schmidt; Thawatchai Santisuk; Sirichai Wangcharoentrakul; Suttiporn Chaichana; Vichai Reutrakul


Publisher
John Wiley and Sons
Year
1998
Tongue
German
Weight
118 KB
Volume
81
Category
Article
ISSN
0018-019X

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✦ Synopsis


The hexane extract from the leaves of Dasymaschalon sootepense Craib ( 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-1 H-and 13 C-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.


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