Browsing by Author "Pessoa Mahana, H"

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    Studies on quinones. Part 38: Synthesis and leishmanicidal activity of sesquiterpene 1,4-quinones
    (PERGAMON-ELSEVIER SCIENCE LTD, 2003) Valderrama, JA; Benites, J; Cortes, M; Pessoa Mahana, H; Prina, E; Fournet, A
    The reaction of (+)-euryfuran 1 with several benzo-, naphtho- and benzo[b]thiophene-1,4-quinones in acetic acid yields the corresponding euryfuryl-1.4-quinones 3, 5, 7, 8, 10, 12, and 14. The structure of compounds 7, 8, 12, and 14 was assigned through 2D NMR H-1-C-13 HMBC experiments. The influence of the acidity of the solvent upon the reactivity and regioselectivity of the quinones to the oxidative coupling reaction, is discussed. The in vitro activity of the euryfurylquinones and their corresponding precursors against Leishmania amazonensis is described. (C) 2003 Elsevier Ltd. All rights reserved.
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    Synthesis of 1-benzazepines as precursors of 1-benzazepinediones
    (MARCEL DEKKER INC, 2000) Pessoa Mahana, H; Valderrama, JA
    The synthesis of 6-hydroxy-7-nitro-1-benzazepine-2-one 7 from 5-hydroxy-1 -tetralone 1 and 6-hydroxy-1 -benzazepine-2-one 2 is described. Bromination of 6-hydroxy- 1-benzazepine-2-one 2 with NBS in ethyl acetate afforded 7-bromo-6-hydroxy-1 -benzazepine-2-one 13 and 7,9-dibromo-6-hydroxy-1-benzazepine-2-one 14. Oxidation of benzazepinone 13 with (diacetoxyiodo)benzene provided 7-bromo-1-benzazepine-2,6,9-trione 5.