2009年2月
Intramolecular ester exchange of potent cytotoxic kulokekahilide-2
TETRAHEDRON LETTERS
- ,
- ,
- ,
- 巻
- 50
- 号
- 7
- 開始ページ
- 840
- 終了ページ
- 843
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1016/j.tetlet.2008.12.018
- 出版者・発行元
- PERGAMON-ELSEVIER SCIENCE LTD
Kulokekahilide-2 is a 26-membered cyclic depsipeptide that exhibits potent cytotoxicity against HeLa and P388 cells with IC(50) values of 3.2 and 16 ng/mL, respectively. We have achieved a total synthesis of natural kulokekahilide-2, the NMR spectra of which showed complex signals because of trans and cis conformers at the amide bond. Besides, the spectra revealed that a mixture of 26- and 24-membered cyclic depsipeptides had been produced due to intramolecular ester exchange. The isolated 24-membered compound was transformed into the 26-membered compound over a period of several days. The two isomers have been shown to be in equilibrium and to display almost the same cytotoxicity. (C) 2008 Elsevier Ltd. All rights reserved.
- リンク情報
- ID情報
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- DOI : 10.1016/j.tetlet.2008.12.018
- ISSN : 0040-4039
- Web of Science ID : WOS:000263319900029