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Bioorg Med Chem ; 12(16): 4431-7, 2004 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-15265494

RESUMO

6,7-Diaryl derivatives of mono and di-S-glycopyranosylthiolumazine derivatives 5-8 were prepared to test their nematocide activity. In vitro tests against Caenorhabditis elegans were performed and it was found that monosubstituted derivatives 5-7 showed higher activity than the corresponding unsubstituted 2-thiolumazines 1-3, whilst 2-S,4-S-di-glycopyranosylpteridine derivative 8 was inactive in contrast to unsubstituted derivative 4. In order to check whether the lack of activity of 8 was due to the two bulky substituents of the pteridine nucleus, 2-S,4-S-dimethyl derivative 9 was synthesized and assayed showing also lack of activity. A theoretical study on the stability of the different possible tautomers of compound 4 was carried out in an attempt to explain some, in appearance, anomalous (13)C NMR data of this compound.


Assuntos
Antinematódeos/síntese química , Antinematódeos/farmacologia , Glicosídeos/síntese química , Glicosídeos/farmacologia , Pteridinas/síntese química , Pteridinas/farmacologia , Animais , Caenorhabditis elegans/efeitos dos fármacos
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