title: Design, Synthesis, and Antifungal Activity of New α-Aminophosphonates.
abstract: 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 CuCl2 was compared with FeCl3. 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 CuCl2 in lower yields, and also the time of reaction was longer in comparison with FeCl3. 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.
authors.affiliation: Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Shiraz University of Medical Sciences, Shiraz 71345, Iran.
authors.forename: Zahra
authors.initials: Z
authors.lastname: Rezaei
authors.affiliation: Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Shiraz University of Medical Sciences, Shiraz 71345, Iran.
authors.forename: Soghra
authors.initials: S
authors.lastname: Khabnadideh
authors.affiliation: Department of Parasitology, Faculty of Medicine, Shiraz University of Medical Sciences, Shiraz, Iran.
authors.forename: Kamiar
authors.initials: K
authors.lastname: Zomorodian
authors.affiliation: Department of Parasitology, Faculty of Medicine, Shiraz University of Medical Sciences, Shiraz, Iran.
authors.forename: Keyvan
authors.initials: K
authors.lastname: Pakshir
authors.affiliation: Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Shiraz University of Medical Sciences, Shiraz 71345, Iran.
authors.forename: Setareh
authors.initials: S
authors.lastname: Nadali
authors.affiliation: Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Shiraz University of Medical Sciences, Shiraz 71345, Iran.
authors.forename: Nadia
authors.initials: N
authors.lastname: Mohtashami
authors.affiliation: Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Shiraz University of Medical Sciences, Shiraz 71345, Iran ; Department of Medicinal Chemistry, Faculty of Pharmacy, Kerman University of Medical Sciences, Kerman, Iran.
authors.forename: Ehsan
authors.initials: E
authors.lastname: Faghih Mirzaei