Two new anthraquinone derivatives and one new triarylbenzophenone analog from Selaginella tamariscina

Nat Prod Res. 2020 Oct;34(19):2709-2714. doi: 10.1080/14786419.2018.1452008. Epub 2018 Apr 15.

Abstract

Two new anthraquinone derivatives, selaginones A (1) and B (2), and one new triarylbenzophenone analog, selagibenzophenone B (3), were isolated from Selaginella tamariscina (Beauv.) Spring. Their structures were established by 1D-, 2D-NMR and HR-ESI-MS data. Compounds 1 and 2 represent the uncommon examples of aryl substituted anthraquinone derivatives. Especially, compound 2 is a unique anthranone with exceptional structural feature, in which a p-hydroxyphenyl moiety is attached to the C-10 position. Compound 3 is the second naturally occurring triarylbenzophenone and showed moderate activity against SMCC-7721 and MHCC97-H cell lines with IC50 values of 39.8, 51.5 μM respectively.

Keywords: Selaginella tamariscina; anthranone; anthraquinone; hepatocellular carcinoma; selagibenzophenone B; selaginone A; selaginone B.

MeSH terms

  • Anthraquinones / chemistry*
  • Anthraquinones / pharmacology*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Benzophenones / chemistry
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Inhibitory Concentration 50
  • Liver Neoplasms / drug therapy
  • Liver Neoplasms / pathology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plants, Medicinal / chemistry
  • Selaginellaceae / chemistry*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Anthraquinones
  • Antineoplastic Agents, Phytogenic
  • Benzophenones
  • benzophenone