Angiogenesis Inhibitor Epoxyquinol A:  Total Synthesis and Inhibition of Transcription Factor NF-κB

Abstract

[reaction: see text] The asymmetric synthesis of the natural product (+)-epoxyquinol A (1) and related epoxyquinoid dimers, employing a cascade oxidation/electrocyclization/Diels-Alder dimerization sequence, is reported. In addition, we show that 1 and related molecules inhibit activation of the transcription factor NF-kappaB.