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Design, Synthesis, and Antifungal Activity of New α-Aminophosphonates

α-Aminophosphonates are bioisosteres of amino acids and have several pharmacological activities. These compounds have been synthesized by various routes from reaction between amine, aldehyde, and phosphite compounds. In order to synthesize α-aminophosphonates, catalytic effect of CuCl(2) was compare...

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Detalles Bibliográficos
Autores principales: Rezaei, Zahra, Khabnadideh, Soghra, Zomorodian, Kamiar, Pakshir, Keyvan, Nadali, Setareh, Mohtashami, Nadia, Faghih Mirzaei, Ehsan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Hindawi Publishing Corporation 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4412091/
https://www.ncbi.nlm.nih.gov/pubmed/25954522
http://dx.doi.org/10.1155/2011/678101
Descripción
Sumario:α-Aminophosphonates are bioisosteres of amino acids and have several pharmacological activities. These compounds have been synthesized by various routes from reaction between amine, aldehyde, and phosphite compounds. In order to synthesize α-aminophosphonates, catalytic effect of CuCl(2) was compared with FeCl(3). Also all designed structures as well as griseofulvin were docked into the active site of microtubule (1JFF), using Autodock program. The results showed that the reactions were carried out in the presence of CuCl(2) in lower yields, and also the time of reaction was longer in comparison with FeCl(3). The chemical structures of the new compounds were confirmed by spectral analyses. The compounds were investigated for antifungal activity against several fungi in comparison with griseofulvin. An indole-derived bis(α-aminophosphonates) with the best negative ΔG in docking study showed maximum antifungal activity against Microsporum canis, and other investigated compounds did not have a good antifungal activity.