4,4’-Diphenoquinones produced under oxidative conditions, such as combustion, pyrolysis and oxidative metabolism (1.) have been detected in different environmental samples (2.). Toxicological studies of 3,3’,5,5’-tetrachloro-4,4’-diphenoquinone showed that this substance binds to the nuclear T4 receptor like chlorinated dioxins (3.). Recently, some compounds of this substance class have been synthesized by the research group of Prof. Dr. H. Parlar (TU Munich) and an analytical method has been developed in cooperation with the research groups of Prof. Dr. M. Bahadir and Prof. Dr. H. Hopf (TU Brunswick) (2.). Diphenoquinones and dihydroxybiphenyls are in an equilibrium, which is completely shifted to the dihydroxybiphenyls side by soxhlet extraction with Acetone as well as by liquid/liquid-partitioning with Hexane and Water.
1. Waters, W. A.; J.Chem. Soc. [B] 2026-2029 (1971) Eastmond, D. A., Smith, M. T., Ruzo, L. O., Ross, D.; Mol. Pharmacol. 30, 674-679 (1986)
2. Otto, F., Leupold, G., Parlar, H., Rosemann, R., Bahadir, M., Hopf, H.; Anal. Chem. Submitted
3. McKinney, J., Fannin, R., Chae, K., Rickenbacher, U., Peddersen, L.; J. Med. Chem. 30, 79-86 (1987)
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