Cytotoxic polycyclic polyprenylated acylphloroglucinols from Hypericum attenuatum

Fitoterapia. 2014 Jun:95:1-7. doi: 10.1016/j.fitote.2014.02.011. Epub 2014 Mar 3.

Abstract

Six new polycyclic polyprenylated acylphloroglucinols, attenuatumiones A-F (1-6), together with twelve known analogs (7-18) were isolated from the whole plant of Hypericum attenuatum. Their structures were elucidated by spectroscopic methods, and the absolute configuration of C-13 in attenuatumione C (3) was deduced via the circular dichroism datum of the in situ formed [Rh2(OCOCF3)4] complexes. All isolates were evaluated for the cytotoxic activities on three human cancer cell lines. Compound 3 showed moderate cytotoxic activities with IC50 values of 10.12 and 10.56 μM against SMMC7721 and U2OS, respectively.

Keywords: Cytotoxicity; Guttiferae; Hypericum attenuatum; Polyprenylated phloroglucinols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line, Tumor
  • Humans
  • Hypericum / chemistry*
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Structure*
  • Phloroglucinol / analogs & derivatives
  • Phloroglucinol / chemistry
  • Phloroglucinol / isolation & purification
  • Phloroglucinol / pharmacology*
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • Plant Extracts
  • Phloroglucinol