Homopetasinic acid isolated from Diaporthe sp. strain 1308-05

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• 作者：Atsushi Ito^a ; Ikuya Kumagai^b ; Miku Maruyama^c ; Hayato Maeda^b ; Akio Tonouchi^b ; Tatsuo Nehira^d ; Ken-ichi Kimura^a ; ^c ; Masaru Hashimoto^a ; ^b ; ^{hmasaru@hirosaki-u.ac.jp" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Homopetasinic acid ; Chemical correlation ; Electron circular dichroism analysis ; Cytotoxicity
• 刊名：Tetrahedron Letters
• 出版年：2016
• 出版时间：9 March 2016
• 年：2016
• 卷：57
• 期：10
• 页码：1117-1119
• 全文大小：510 K

文摘

Homopetasinic acid (1) was isolated from fungi of the Diaporthe sp. strain 1308-05. NMR spectroscopic structural analysis revealed a petasol (3) substructure and a (4E,6E)-7-carboxy-3-hydroxy-2-methylhepta-4,6-dienoate side chain. The absolute configuration of the petasol moiety was established by the specific rotation value after basic hydrolysis. The (2′S,3′S)-configuration of the side chain was determined by NMR empirical methods as well as comparison of the spectral data with related model compounds. The absolute structure of the side chain moiety was established on the basis of ECD spectral analyses involving theoretical calculations. The biological activities of 1 are also discussed.