Structural elucidation and evaluation of multidrug-resistance modulatory capability of amarissinins A-C, diterpenes derived from Salvia amarissima

Fitoterapia. 2016 Oct:114:1-6. doi: 10.1016/j.fitote.2016.08.007. Epub 2016 Aug 16.

Abstract

Three new diterpenes (amarissinins A-C, 1-3) containing several oxygenated functionalities were isolated from the leaves and flowers of Salvia amarissima. The structures of these compounds were established through the analysis of their NMR spectroscopy and mass spectrometry data. The structures of compounds 1 and 2 were confirmed by single crystal X-ray diffraction. Compound 2 was identified as a C-10 epimer of dugesin F (5). The cytotoxic activity of these compounds against five human cancer cell lines was determined. Additionally, the capability to modulate the multidrug resistance (MDR) in the MCF-7 cancer cell line resistant to vinblastine was tested.

Keywords: Clerodane diterpenes; Cytotoxic; Lamiaceae; MDR modulation; Salvia amarissima.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Crystallography, X-Ray
  • Diterpenes, Clerodane / chemistry*
  • Diterpenes, Clerodane / isolation & purification
  • Drug Resistance, Multiple
  • Drug Screening Assays, Antitumor
  • Flowers / chemistry
  • Humans
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Leaves / chemistry
  • Salvia / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Diterpenes, Clerodane
  • amarissinin A
  • amarissinin B
  • amarissinin C