Bioactive polyprenylated benzophenone derivatives from the fruits extracts of Garcinia xanthochymus

Bioorg Med Chem Lett. 2017 Aug 15;27(16):3760-3765. doi: 10.1016/j.bmcl.2017.06.073. Epub 2017 Jul 1.

Abstract

Two new polycyclic prenylated xanthones (1 and 2) and a new phenylpropanoid glycoside (3), along with seven known compounds (4-10) were isolated from the fruits of Garcinia xanthochymus. The structures were elucidated by 1D- and 2D-NMR, and HRMS experiments. The isolates were evaluated for their inhibitory effects against the viability of U251MG glioblastoma and MDA-MB-231 breast cancer cells that harbor an aberrantly active signal transducer and exhibit activation of transcription 3 (STAT3), and compared to normal NIH3T3 mouse fibroblasts. Among the isolates, compounds 1, 2, 5, and 6-9 inhibited the viability of glioma cancer cells with IC50 values in the range of 1.6-6.5μM. Furthermore, treatment of U251MG with 6 and 7 inhibited intracellular STAT3 tyrosine phosphorylation and glioma cell migration in vitro, respectively.

Keywords: Clusiaceae; Garcinia xanthochymus; Polycyclic prenylated xanthone; STAT3; Wound-healing assay.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Benzophenones / chemistry
  • Benzophenones / isolation & purification
  • Benzophenones / pharmacology*
  • Cell Line, Tumor
  • Cell Movement / drug effects
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Fruit / chemistry*
  • Garcinia / chemistry*
  • Humans
  • Mice
  • Molecular Structure
  • NIH 3T3 Cells
  • Phosphorylation / drug effects
  • STAT3 Transcription Factor / antagonists & inhibitors
  • STAT3 Transcription Factor / metabolism
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents, Phytogenic
  • Benzophenones
  • STAT3 Transcription Factor
  • STAT3 protein, human