1. Academic Validation
  2. Synthesis, characterization, and anti-melanoma activity of tetra-O-substituted analogs of nordihydroguaiaretic acid

Synthesis, characterization, and anti-melanoma activity of tetra-O-substituted analogs of nordihydroguaiaretic acid

  • Bioorg Med Chem Lett. 2009 Aug 15;19(16):4752-5. doi: 10.1016/j.bmcl.2009.06.063.
Ross O Meyers 1 Joshua D Lambert Nicole Hajicek Alan Pourpak John A Kalaitzis Robert T Dorr
Affiliations

Affiliation

  • 1 University of Arizona Cancer Center, Tucson, AZ 85724, USA. rom9765@hotmail.com
Abstract

Synthesis of seven semi-synthetic analogs of NDGA is described. An approach to NDGA derivatization is described in which the ortho-phenolic groups are tethered together by one atom, forming a 5-membered heterocyclic ring. The analogs were evaluated for cytotoxicity in four Cancer cell lines and compared to NDGA and tetra-O-methyl-NDGA (M4N) (1a). NDGA bis-cyclic sulfate (2a), NDGA bis-cyclic carbonate (2b), and methylenedioxyphenyl-NDGA (2d) and NDGA tetra acetate (1b) showed anti-cancer activity in vitro. Two compounds, (1b) and (2b), were evaluated for Anticancer activity in a mouse xenograft model of human melanoma and showed dose-dependent activity.

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