淡水甲藻 Poterioochromonas malhamensis 中马哈姆烯素 A 的结构修饰和绝对构型。
Structure revision and absolute configuration of malhamensilipin A from the freshwater chrysophyte Poterioochromonas malhamensis.
机构信息
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, and Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, La Jolla, California 92093, USA.
出版信息
J Nat Prod. 2010 Feb 26;73(2):279-83. doi: 10.1021/np900672h.
Abstract
Malhamensilipin A (2), a bioactive chlorosulfolipid initially reported in 1994 from the freshwater alga Poterioochromonas malhamensis, was reinvestigated for its structural and stereochemical features. HRESIMS data revealed that 2 possesses two sulfate groups rather than the one originally reported. A combination of J-based configurational and Mosher's analyses led us to assign its absolute configuration as 11R, 12S, 13S, 14R, 15S, and 16S. Finally, comparison of (1)H and (13)C NMR chemical shifts with synthetic standards confirmed that malhamensilipin A (2) possesses a terminal double bond of E configuration.
摘要
马拉蒙脂素 A（2），一种最初于 1994 年从淡水藻类波氏前沟藻中报道的生物活性氯磺酸脂，因其结构和立体化学特征而受到重新研究。高分辨电喷雾质谱（HRESIMS）数据显示，2 含有两个硫酸根基团，而不是最初报道的一个。基于 J 配置和莫舍尔分析的组合，使我们能够确定其绝对构型为 11R、12S、13S、14R、15S 和 16S。最后，与合成标准品的（1）H 和（13）C NMR 化学位移比较证实，马拉蒙脂素 A（2）具有 E 构型的末端双键。
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