The electrochemical properties of polyhydroxynaphthoquinone from the s
hells of sea-urchins Strongylocentrotus intermedius (echinochrome A) a
nd related compounds were investigated using thin layer voltammetry on
pyrolytic graphite electrodes. On the basis of experimental data pH-p
otential diagrams for echinochrome A and its trimethyl ether are plott
ed. Five different forms of echinochrome A and six forms of the trimet
hyl ether of echinochrome A are shown to exist over the whole range of
pH studied. Equilibrium constants and formal redox potentials for all
conjugated forms are obtained. Electrochemical oxidation of echinochr
ome A and its trimethyl ether lead to the formation of different produ
cts. Tetraketotetralin is formed in the former case and naphthodiquino
ne in the latter.