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Polyprenylated benzophenone derivatives from Clusia burle-marxii and their chemotaxonomic significance
Biochemical Systematics and Ecology ( IF 1.4 ) Pub Date : 2020-12-31 , DOI: 10.1016/j.bse.2020.104218
Caline G. Ferraz , Maria do C.C. Silva , David A.S.G. Pereira , Brenno V.V. Caldas , Rafael Mattos , Vivian V.G. Oliveira , Eberson M.J. Andrade , Ana C.F. Soares , Franceli da Silva , Frederico G. Cruz , Paulo R. Ribeiro

Six polyprenylated benzophenone derivatives (1–6) with the central bicyclo[3.3.1]nonane-2,4,9-trione core were isolated from Clusia burle-marxii trunks. Despite their highly conserved structural characteristics, this is the very first time that these polyprenylated benzophenone derivatives are isolated from a single plant species, highlighting the biochemical plasticity of Clusia burle-marxii to produce such unique class of bioactive compounds. Compounds 1, 2, and 6 are reported for the first time in Clusia burle-marxii, whereas compounds 3, 4 and 5 are reported for the first time in the Clusiaceae family. Their structures were established by careful analysis of spectroscopic data, including 1H NMR, 13C NMR, and 2D-NMR (COSY, NOESY, HSQC, HMBC). These polyprenylated benzophenone derivatives have the potential to be used as chemosystematics biomarkers for the family Clusiaceae. Their putative biosynthesis pathway is also discussed.



中文翻译:

us草的聚戊二烯基二苯甲酮衍生物及其化学分类学意义

Clusia burle-marxii树干中分离出六个具有中央双环[3.3.1]壬烷-2,4,9-三酮核心的聚异戊二烯基二苯甲酮衍生物(1-6)。尽管它们具有高度保守的结构特征,但这是首次从单一植物物种中分离出这些聚异戊二烯基二苯甲酮衍生物,这突显了马鞭草(Clusia burle-marxii)的生物化学可塑性,以生产此类独特的生物活性化合物。在Clusia burle-marxii中首次报道了化合物1、2和6 ,而在Clusiaceae家族中首次报道了化合物3、4和5。通过仔细分析光谱数据(包括1 H NMR,13C NMR和2D NMR(COSY,NOESY,HSQC,HMBC)。这些多异戊烯基化的二苯甲酮衍生物有潜力用作clusiaceae科的化学系统生物标记。他们的推定生物合成途径也进行了讨论。

更新日期:2020-12-31
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