(2S*,5S*,6Z)-2,5-Epoxydocosan-6-en-21-ynoic Acid, New Fatty Acid from the Marine Sponge Haliclona fascigera

P. Campos, E. Pichon, B. Illien, P. Clerc, C. Moriou, N. Voogd, C. Hellio, R. Trépos, M. Frédérich, A. Al‐Mourabit, A. Gauvin-Bialecki
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引用次数: 3

Abstract

Marine sponges are recognized as a rich source of new marine natural products. In this study, chemical investigation of the CH2Cl2-MeOH (1:1) extract from the marine sponge Haliclona fascigera collected in Mayotte was carried out and highlighted a new unusual acetylenic and tetrahydrofuranic fatty acid, (2S*,5S*,6Z)-2,5epoxydocosan-6-en-21-ynoic acid (1). Its planar structure was elucidated by HRESIMS data, IR, 1D and 2D NMR spectra. The relative configuration of compound 1 was deduced from density functional theory (DFT) computational calculations fitted using the recently published DP4+ probability.
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(2S*,5S*,6Z)-2,5-环氧多聚糖-6-烯-21-乙烯酸,海绵体新脂肪酸
海洋海绵被认为是新的海洋天然产品的丰富来源。本研究对采自马约特岛的海绵状海绵(Haliclona fascigera)的CH2Cl2-MeOH(1:1)提取物进行了化学研究,发现了一种新的不常见的乙炔和四氢呋喃脂肪酸(2S*,5S*,6Z)- 2,5epoxydocosan6 -en-21-ynoic酸(1)。通过HRESIMS数据、IR、1D和2D NMR对其平面结构进行了表征。化合物1的相对构型由密度泛函理论(DFT)计算推导,该计算采用最近发表的DP4+概率拟合。
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