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Synthesis and biological activity of dehydrophos derivatives

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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.

Graphical abstract: Synthesis and biological activity of dehydrophos derivatives

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Publication details

The article was received on 11 Dec 2018, accepted on 02 Jan 2019 and first published on 02 Jan 2019


Article type: Paper
DOI: 10.1039/C8OB03079K
Citation: Org. Biomol. Chem., 2019, Advance Article
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    Synthesis and biological activity of dehydrophos derivatives

    M. M. Jiménez-Andreu, A. Lucía Quintana, J. A. Aínsa, F. J. Sayago and C. Cativiela, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C8OB03079K

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