Synthesis and biological activity of dehydrophos derivatives

Literature Information

Publication Date 2019-01-02
DOI 10.1039/C8OB03079K
Impact Factor 3.876
Authors

M. Mercedes Jiménez-Andreu, Francisco J. Sayago, Carlos Cativiela


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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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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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