Influence of structural features on formation of solid charge-transfer complexes of quinones with carcinogenic and related noncarcinogenic electron donors.

نویسنده

  • D E Laskowski
چکیده

Ninety-seven compounds expected to function as electron donors in charge-transfer complex formation were tested by microscopic fusion methods for formation of solid quinone com plexes. Donor classes included polycyclie hydrocarbons, nitrogen heterocyclics, aromatic amines, aromatic azo compounds, and some miscellaneous compounds. Carcinogenic and noncarcinogenic substances were present in each group. Methylated benzoquinones, naphthoquinones, and an thraqui nones were studied. Vitamin KI, a-tocopherol quinone, and two Q coenzymes were included in this group. It was found that for quiñonesof comparable degree and position of methylation, the order of reactivity is benzoqui nones > naphthoquinones » anthraquinones. The benzo quinones react with all categories of donors while the naphthoquinones react primarily with the polycyclie hydrocar bons and aromatic amines. Vitamin KI and a-tocopherol quinone form colored melts but no solid complexes and the Q coenzymes form few colored melts and no solid complexes. 2,3-Dimethyl-, trimethyl-, and tetramethyl-1,4-benzoquinone are the most reactive of the group of quiñonesstudied. These quiñonesare simple homologs of the tocopherol quiñones,and they form solid complexes with most of the carcinogenic donors.

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عنوان ژورنال:
  • Cancer research

دوره 27 5  شماره 

صفحات  -

تاریخ انتشار 1967