Gosodesmine, a 7-Substituted Hexahydroindolizine from the Millipede <i>Gosodesmus claremontus</i>
作者:Madeline F. Hassler、Daniel P. Harrison、Tappey H. Jones、Casey H. Richart、Ralph A. Saporito
DOI:10.1021/acs.jnatprod.0c00722
日期:2020.9.25
8a-hexahydroindolizine, a unique alkaloid with some terpene character found in the chemical defense secretions of the millipede Gosodesmus claremontus Chamberlin (Colobognatha, Platydesmida, Andrognathidae). The structure of 1 was suggested by its mass spectra and GC-FTIR spectra and established from its 1H, 13C, and 2D NMR spectra and 1D NOE studies. The 7-substituted indolizidine carbon skeleton of 1 was
千足虫(Diplopoda)以其有毒或具有排斥性的防御性分泌物而闻名。在这里,我们描述了 gosodesmine ( 1 ), 7-(4-methylpent-3-en-1-yl)-1,2,3,5,8,8a-hexahydroindolizine,一种在化学防御中发现的具有某些萜烯特征的独特生物碱千足虫Gosodesmus claremontus Chamberlin (Colobognatha, Platydesmida, Andrognathidae) 的分泌物。1的结构由其质谱和 GC-FTIR 光谱提出,并由其1 H、13 C 和 2D NMR 光谱和 1D NOE 研究确定。的7-取代的吲嗪啶的碳骨架1经明确合成证实。这是来自鸭嘴兽千足虫的生物碱的第一份报告和来自节肢动物的 7-取代吲哚里西啶的第一份报告。