原创力文档synthesis and biological evaluation of 2,5-bis(alkylamino)-1,4-benzoquinones合成和生物评价2,5-bis(alkylamino)1,4-benzoquinones.pdfVIP
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synthesis and biological evaluation of 2,5-bis(alkylamino)-1,4-benzoquinones合成和生物评价2,5-bis(alkylamino)1,4-benzoquinones
Molecules 2010, 15, 5629-5643; doi:10.3390/molecule
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Synthesis and Biological Evaluation of 2,5-Bis(alkylamino)-1,4-
benzoquinones
Luiz Cláudio Almeida Barbosa 1,*, Ulisses Alves Pereira 1, Célia Regina Alvares Maltha 1,
Róbson Ricardo Teixeira 1, Vânia Maria Moreira Valente 1, José Roberto Oliveira Ferreira 2,
Letícia Veras Costa-Lotufo 2, Manoel Odorico Moraes 2 and Cláudia Pessoa 2
1 Department of Chemistry, Federal University of Viçosa. Av. P.H. Rolfs, CEP 36570-000, Viçosa,
MG, Brazil
2 Department of Physiology and Pharmacology, Federal University of Ceará, St. Coronel Nunes de
Melo, 1127, CEP 60431-970, Fortaleza, CE, Brazil
* Author to whom correspondence should be addressed; E-Mail: lcab@ufv.br;
Tel.: +55-31-3899-3068.
Received: 14 June 2010; in revised form: 14 July 2010 / Accepted: 16 July 2010 /
Published: 13 August 2010
Abstract: A series of twelve 2,5-bis(alkylamino)-1,4-benzoquinones were prepared in
yields ranging from 9–58% via the reaction between p -benzoquinone and various amines.
The structures of the synthesized compounds were confirmed by IR, 1H- and 13C-NMR and
MS analyses. The phytotoxicity of the 2,5-bis(alkylamino)-1,4-benzoquinones was
evaluated against two crop species, Cucumis sativus and Sorgum bicolor, at 1.0 × 10-3
mol/L. In general, the quinones displayed inhibitory effects on the dicotyledonous species
C. sativus (7–74%). On the other hand stimulatory
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