Structure-activity relationships of trichothecenes against COLO201 cells and Cochliobolus miyabeanus: The role of 12-epoxide and macrocyclic moieties |
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Authors: | Manami Matsumoto Mami Nishiyama Hayato Maeda Akio Tonouchi Katsuhiro Konno Masaru Hashimoto |
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Affiliation: | 1. Faculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki 036-8561, Japan;2. Institute of Natural Medicine, University of Toyama, Toyama 930-0194, Japan |
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Abstract: | The novel trichothecene 12-deoxytrichodermin (3) was isolated from the fungus Trichoderma sp. 1212-03, and included with other known natural trichothecenes in a structure-activity relationship investigation against a human colon cancer cell line (COLO201) and filamentous fungus Cochliobolus miyabeanus. This revealed that the 12-epoxide functionality is critical for the cytotoxicity of simple trichothecenes trichodermin (4) and deoxynivalenol (2), while not critical for the cytotoxicity of roridin J (6) and epiisororidin E (8). In contrast, 12-epoxide is essential for the antifungal activity. |
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Keywords: | ZACLXWTWERGCLX-MDUHGFIHSA-N LINOMUASTDIRTM-LZTLOYDTSA-N BRWCYDPJMOLPNV-VWOPQJGGSA-N UMWRLMZMQORKQX-YNHJSRRZSA-N MCGWYAODOJPYQT-BZRMNHKCSA-N KEEQQEKLEZRLDS-ZJYSOYOTSA-N IWFOIUWPNYEUAI-SKDXVWSPSA-N GQZHWXPIODBFNT-NXWORCLISA-N VSOQGZVTMDLALA-KEXFJWRRSA-N FSBDKDZPVYYVHZ-DIDGDQROSA-N QRZOAFBSHUOELI-XQPBFMIJSA-N Trichothecenes 12-Deoxytrichothecenes Cytotoxicity Structure-activity relationship |
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