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去甲氧基愈创木素B的合成与细胞毒性：愈创木素B细胞毒性中醌甲基化物的缺失

Synthesis and cytotoxicity of desmethoxycallipeltin B: lack of a quinone methide for the cytotoxicity of callipeltin B.

作者信息

Krishnamoorthy Ravi, Richardson Brooke L, Lipton Mark A

机构信息

Department of Chemistry and Cancer Center, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084, USA.

出版信息

Bioorg Med Chem Lett. 2007 Sep 15;17(18):5136-8. doi: 10.1016/j.bmcl.2007.07.003. Epub 2007 Jul 7.

DOI:10.1016/j.bmcl.2007.07.003
PMID:17643303
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2013933/
Abstract

The desmethoxy analogue of the cytotoxic, cyclic depsipeptide callipeltin B was synthesized to evaluate the role of its beta-MeOTyr residue. The IC(50) of desmethoxycallipeltin B, in which the beta-MeOTyr residue was replaced by d-Tyr, against HeLa cells was found to be 128+/-10 microM in an MTT assay, compared to 98+/-5 microM for the natural product itself. The roughly comparable cytotoxicities suggest that the cytotoxicity of callipeltin B does not arise through the formation of a quinone methide intermediate.

摘要

合成了细胞毒性环缩肽卡里佩尔汀B的去甲氧基类似物，以评估其β-甲基酪氨酸残基的作用。在MTT试验中，β-甲基酪氨酸残基被d-酪氨酸取代的去甲氧基卡里佩尔汀B对HeLa细胞的IC50为128±10微摩尔，而天然产物本身的IC50为98±5微摩尔。大致相当的细胞毒性表明，卡里佩尔汀B的细胞毒性并非通过形成醌甲基化物中间体产生。

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