Synthesis and Bioactivity of New Phosphorylated R,R’-substituted Sulfoximines

doi:10.3390/10111369

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Molecules 2005, 10(11), 1369-1376; doi:10.3390/10111369

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Synthesis and Bioactivity of New Phosphorylated R,R’-substituted Sulfoximines

Monica Bellozas Reinhard¹ and Susana Arnstein De Licastro^2,*

¹ Departamento de Química – FCEyN – Univ. Nac. La Pampa - Santa Rosa – Pcia. La Pampa – Argentina ² Centro de Investigaciones de Plagas e Insecticidas (CITEFA-CONICET) – J.B.La Salle 4397 – V. Martelli – 1603 – Buenos Aires – Argentina

* Author to whom correspondence should be addressed.

Received: 20 January 2005; in revised form: 24 January 2005 / Accepted: 14 March 2005 / Published: 30 November 2005

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Abstract: R,R’-disubstituted sulfoximines were phosphorylated with O,O–diethylchlorophosphate and phosphorothionate to obtain new organophosphorus compounds. Afterpurification they were characterized by GC-MS and ¹H-NMR. The toxicity of thesynthesized O,O-diethyl N-(R,R’-disubstituted sulfoximine) phosphoro-amidothionateswas assayed on Musca domestica. It was found that the methyl phenyl derivative was themost toxic compound, followed by the dipropyl and dibutyl derivatives. The dihexylcompound was the less toxic of all the assayed compounds, being one hundred times lesstoxic than a paraoxon standard The anticholinesterasic activity of the correspondingphosphoramidates was assayed on homogenates of house flies’ heads, giving valuessimilar to paraoxon for the methyl phenyl derivative.

Keywords: Disubstituted sulfoximines; phosphoroamidates; phosphoroamidothionates ̧ inscticidal activity; toxicity; Musca domestica; house fly acetylcholinesterase

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MDPI and ACS Style

Reinhard, M.B.; De Licastro, S.A. Synthesis and Bioactivity of New Phosphorylated R,R’-substituted Sulfoximines. Molecules 2005, 10, 1369-1376.

AMA Style

Reinhard MB, De Licastro SA. Synthesis and Bioactivity of New Phosphorylated R,R’-substituted Sulfoximines. Molecules. 2005; 10(11):1369-1376.

Chicago/Turabian Style

Reinhard, Monica B.; De Licastro, Susana A. 2005. "Synthesis and Bioactivity of New Phosphorylated R,R’-substituted Sulfoximines." Molecules 10, no. 11: 1369-1376.

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