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A simple method for the synthesis of specific [ 2 H] and [ 3 H]labelled methyl‐hydroxylated derivatives of 7,12‐dimethylbenz[a]anthracene
Author(s) -
Fu Peter P.,
Yang Shen K.
Publication year - 1979
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580160604
Subject(s) - chemistry , anthracene , yield (engineering) , dmba , 7,12 dimethylbenz[a]anthracene , medicinal chemistry , organic chemistry , biochemistry , carcinogenesis , materials science , gene , metallurgy
Specific [ 2 H] and [ 3 H]labelled methyl‐hydroxylated derivatives of 7,12‐dimethylbenz[a]anthracene (DMBA), 7‐hydroxymethyl‐12‐methylbenz[a]anthracene, 7‐methyl‐12‐hydroxymethylbenz[a]anthracene, and 7,12‐dihydroxymethylbenz[a]anthracene, were synthesized with good yield and high specific activity. The method involved two simple steps; oxidation of the unlabelled methyl‐hydroxylated DMBA to the corresponding formyl derivatives followed by reduction with either sodium borodeuteride or sodium borotriteride to yield the [ 2 H] or [ 3 H]labelled methyl‐hydroxylated derivatives with the isotope specifically attached to benzylic carbons.