Summary
The identification of the entire structure of the Thormählen-positive compound B from melanotic urine is described. The compound was separated from other Thormählen-positive compounds using DEAE-cellulose column chromatography. On the basis of differential enzymic hydrolysis followed by gas chromatography-mass spectrometry analysis and comparison with synthetically prepared compounds it is pissible to conclude that the Thormählen-positive compound B is a mixture of O-sulphate 5-hydroxy-6-methoxyindole and 6-hydroxy-5-methoxyindole with predominance of the latter.
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References
Crawhall JC, Hayward BJ, Middleton JE (1967) Urinary phenols in melanoma. Nature 213:520–521
Jepson JB (1960) Indoles and related Ehrlich reactions. In: Smith I (ed) Chromatographic and electrophoretic techniques. Heineman, London, pp 183–221
Leonhardi G (1953) Zum Mechanismus der Thormählenschen Reaktion. Naturwissenschaften 40:621–622
Leonhardi G (1954) Papierchromatographische Trennung von Harnmelanogen. Naturwissenschaften 41:141
Pavel S, Muskiet FAJ (1983a) Eumelanin (precursor) metabolites as markers for pigmented malignant melanoma. A preliminary report. Cancer Detect Prevent 6:311–316
Pavel S, Muskiet FAJ (1983b) Synthesis of deuterium labelled eumelanin (precursor) metabolites. J Lab Comp Radiopharm 20:101–110
Pavel S, Muskiet FAJ, Nagel GT, Schwippelova Z, Duchon J (1981a) Identification of two Thormählen-positive compounds from melanotic urine by gas chromatography-mass spectrometry. J Chromatogr (Biomed Appl) 222:329–336
Pavel S, Muskiet FAJ, Budesinska A, Duchon J (1981b) A qualitative gas chromatographic analysis of substituted 5,6-dihydroxyindoles from the urine of patients with melanoma. Tumori 67:325–332
Pavel S, Muskiet FAJ, De Ley L, The TH, Van der Slik W (1983) Identification of three indolic compounds in a pigmentedmelanoma cell-culture supernatant by gas chromatographymass spectrometry. J Cancer Res Clin Oncol 105:275–279
Thormählen J (1887) Mittheilung über einen noch nicht bekannten Körper in pathologischem Menschenharn. Virchows Arch [Pathol Anat] 108:317–322
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Supported by grant No. 82-10 GUKC from Koningin Wilhelmina Fonds (Netherlands Cancer Foundation)
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Pavel, S., Boverhof, R. & van der Slik, W. Identification of Thormählen-positive compound “B” in urine of patients with malignant melanoma. Arch Dermatol Res 276, 156–159 (1984). https://doi.org/10.1007/BF00414012
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DOI: https://doi.org/10.1007/BF00414012