A sesquiterpenoid tropolone and 1,2,3,4-tetrahydronaphthalene derivatives from Olax imbricata roots

Fitoterapia. 2019 Jan:132:1-6. doi: 10.1016/j.fitote.2018.11.007. Epub 2018 Nov 13.

Abstract

The methanol extract of Olax imbricata roots afforded one new sesquiterpenoid tropolone and three new 1,2,3,4-tetrahydronaphthalene derivatives, olaximbrisides A-D (1-4). Their structures were determined by 1D and 2D NMR experiments in combination of HRESIMS. The relative configurations were assigned by the NOESY experiments. The absolute configurations were established by a combination of X-ray diffraction analysis and electronic circular dichroism (ECD) experiments. All isolated compounds were evaluated for their cytotoxic effects against some cancer cell lines. Among them, compound 1 exhibited the cytotoxicities against MCF-7, HepG2 and LU cell lines with IC50 values of 16.3, 34.3 and 8.0 μM, respectively.

Keywords: Cytotoxicity; Olax imbricata; Olaximbrisides A–D; Sesquiterpenoid; Tetrahydronaphthalene; Tropolone.

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Line, Tumor
  • Humans
  • Molecular Structure
  • Olacaceae / chemistry*
  • Plant Roots / chemistry
  • Tetrahydronaphthalenes / isolation & purification*
  • Tetrahydronaphthalenes / pharmacology
  • Tropolone / isolation & purification*
  • Tropolone / pharmacology
  • Vietnam

Substances

  • Antineoplastic Agents, Phytogenic
  • Tetrahydronaphthalenes
  • Tropolone
  • tetralin