Conformationally defined retinoic acid analogues. 5. Large-scale synthesis and mammary cancer chemopreventive activity for (2E,4E,6Z,8E)-8-(3′,4′-dihydro-1′(2′H) -naphthalen-1′-ylidene)-3,7-dimethyl-2,4,6-octatrienoic acid (9cUAB30)

Academic Article


  • Retinoids that activate the nuclear retinoid X receptors (RXRs) display potential for chemoprevention of breast cancer. We previously reported that 9cUAB30 (1) is an RXR-selective retinoid. To explore its in vivo chemopreventive activity, multigram quantities of 1 were needed. Here, we describe a modified synthesis that yields up to 100 g of 1. We further demonstrate that 1 is very effective in the prevention of N-methyl-N-nitrosourea induced mammary cancers in rats without signs of toxicity.
  • Published In

    Digital Object Identifier (doi)

    Author List

  • Atigadda VR; Vines KK; Grubbs CJ; Hill DL; Beenken SL; Bland KI; Brouillette WJ; Muccio DD
  • Start Page

  • 3766
  • End Page

  • 3769
  • Volume

  • 46
  • Issue

  • 17