Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Unexpected Conversion of Epinephrine into Tetrahydroisoquinolines in a Solution containing Ascorbic Acid
白幡 晶吉岡 正則田村 善蔵
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キーワード: antioxidant
ジャーナル フリー

1982 年 30 巻 4 号 p. 1352-1357

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抄録
Degradation of 3H-epinephrine during incubation for 14 h at 37°C in a phosphate buffer, pH 7.0, containing ascorbic acid was observed in a study on the radioimmunoassay of epinephrine. Chromatographic separations of the products were carried out on a large scale. They were identified as 1, 2, 3, 4-tetrahydro-4, 6, 7-trihydroxy-2-methylisoquinoline (1) and 1, 2, 3, 4-tetrahydro-4, 7, 8-trihydroxy-2-methylisoquinoline (2). These products were synthesized from epinephrine and formaldehyde for the first time. Our results suggested that 3H-epinephrine reacted with formaldehyde generated through the oxidation of ascorbic acid by oxygen from air under the incubation conditions used above to yield 1 or 2. Care is clearly required in using ascorbic acid as an antioxidant in catecholamine studies.
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© The Pharmaceutical Society of Japan
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