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  • 标题:Unusual derivatives from Hypericum scabrum
  • 本地全文:下载
  • 作者:Sara Soroury ; Mostafa Alilou ; Thomas Gelbrich
  • 期刊名称:Scientific Reports
  • 电子版ISSN:2045-2322
  • 出版年度:2020
  • 卷号:10
  • 期号:1
  • 页码:1-10
  • DOI:10.1038/s41598-020-79305-y
  • 出版社:Springer Nature
  • 摘要:Abstract Three new compounds ( 1 – 3 ) with unusual skeletons were isolated from the n -hexane extract of the air-dried aerial parts of Hypericum scabrum . Compound 1 represents the first example of an esterified polycyclic polyprenylated acylphloroglucinol that features a unique tricyclo-[4.3.1.1 1,4 ]-undecane skeleton. Compound 2 is a fairly simple MPAP, but with an unexpected cycloheptane ring decorated with prenyl substituents, and compound 3 has an unusual 5,5-spiroketal lactone core. Their structures were determined by extensive spectroscopic and spectrometric techniques (1D and 2D NMR, HRESI-TOFMS). Absolute configurations were established by ECD calculations, and the absolute structure of 2 was confirmed by a single crystal determination. Plausible biogenetic pathways of compounds 1 – 3 were also proposed. The in vitro antiprotozoal activity of the compounds against Trypanosoma brucei rhodesiense and Plasmodium falciparum and cytotoxicity against rat myoblast (L6) cells were determined. Compound 1 showed a moderate activity against T. brucei and P. falciparum , with IC 50 values of 3.07 and 2.25 μM, respectively.
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