Synthesis and Biological Evaluation of Desacetylmatricarin Derivatives Isolated from Basin Big Sagebrush

Abstract

Desacetylmatricarin, a sesquiterpene lactone (SL), is the major component extracted from the aerial parts of basin big sagebrush (Artemisia tridentata subsp. tridentata). The medicinal benefits of desacetylmatricarin have not been fully exploited; thus, the current study is an exploratory study to assess its biological activity as a potential source for anti-cancer properties. Herein, we have synthesized desacetylmatricarin derivatives using reported methodologies and examined their anti-cancer properties by submitting the synthesized compounds to the National Cancer Institute (NCI). Our previous studies on the evaluation of the biological activity of the SLs isolated from the basin big sagebrush against the NCI-60 cancer cell line screening expanded our work on derivatizing desacetylmatricarin. All of the compounds synthesized from desacetylmatricarin, which was isolated and purified from the basin big sagebrush, were obtained in high yields. The structures of the synthesized desacetylmatricarin derivatives were confirmed by NMR experiments. These compounds were then evaluated against the NCI-60 cancer cell line screening. NCI-60 cancer cell line screening revealed that some of the chemically modified desacetylmatricarin derivatives showed greater biological activity as compared to the natural precursor in a one-dose assay.

Keywords

• 60 cell line study
• anti-allergens
• austricin
• bioactive components
• cytotoxicity
• sesquiterpene lactones