Abstract

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 13C NMR data of this compound.

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