Synthesis and biological activity of dehydrophos derivatives

被引:0
作者
Jiménez-Andreu M.M. [1 ]
Lucía Quintana A. [2 ,3 ]
Aínsa J.A. [2 ,3 ]
Sayago F.J. [1 ]
Cativiela C. [1 ]
机构
[1] Departamento de Química Orgánica, Instituto de Síntesis Química y Catálisis Homogénea ISQCH, CSIC-Universidad de Zaragoza, Zaragoza
[2] Departamento de Microbiología, Medicina Preventiva y Salud Pública, Facultad de Medicina, BIFI, Universidad de Zaragoza, Zaragoza
[3] CIBER Enfermedades Respiratorias, Instituto de Salud Carlos III, Madrid
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D O I
10.1039/c8ob03079k
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学科分类号
摘要
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. ©2019 The Royal Society of Chemistry.
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页码:1097 / 1112
页数:15
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