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Synthesis and biological activity of dehydrophos derivatives
M Mercedes Jiménez-Andreu1, Ainhoa Lucía Quintana, José A Aínsa
1Departamento de Química Orgánica, Instituto de Síntesis Química y Catálisis Homogénea ISQCH, CSIC-Universidad de Zaragoza, Zaragoza 50009, Spain. jsayago@unizar.es cativiela@unizar.es.
Abstract:
The synthesis of dehydrophos derivatives featuring modified peptide chains, characterized by the presence of substituents in the vinyl moiety, or possessing a phosphonic acid monoalkyl ester other than the monomethyl ester one, has been accomplished by a versatile procedure based on Horner-Wadsworth-Emmons olefination with suitable aldehydes and on the selective hydrolysis of the dialkyl phosphonate group. Such derivatives have been tested against a series of bacterial strains, using the naturally occurring peptide, dehydrophos, for comparison. Thus, the effects of the aforementioned structural variations on antimicrobial activity have been studied.
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