Efficient one-pot, three-component procedure to prepare new α-aminophosphonate and phosphonic acid acyclic nucleosides
- Resource Type
- Authors
- Laila Baddi; Jean-Jacques Vasseur; Hassan B. Lazrek; Michael Smietana; Az-Eddine El Mansouri; Driss Ouzebla
- Source
- Nucleosides, Nucleotides and Nucleic Acids
Nucleosides, Nucleotides and Nucleic Acids, Taylor & Francis, In press, pp.1-25. ⟨10.1080/15257770.2020.1826516⟩
- Subject
- DOPED NATURAL PHOSPHATE
FACILE SYNTHESIS
Phosphorous Acids
Organophosphonates
IODINE
[CHIM.THER]Chemical Sciences/Medicinal Chemistry
Chemistry Techniques, Synthetic
010402 general chemistry
Antiviral Agents
01 natural sciences
Biochemistry
Catalysis
DESIGN
[CHIM.ANAL]Chemical Sciences/Analytical chemistry
Genetics
[CHIM]Chemical Sciences
Organic chemistry
PROTECTION
SOLVENT-FREE CONDITIONS
chemistry.chemical_classification
DERIVATIVES
[CHIM.ORGA]Chemical Sciences/Organic chemistry
010405 organic chemistry
Chemistry
Component (thermodynamics)
Kabachnik–Fields reaction
CARBONYL-COMPOUNDS
Nucleosides
General Medicine
0104 chemical sciences
Amino acid
Aminophosphonate
AMINO PHOSPHONATES
HIV-2
HIV-1
Molecular Medicine
INHIBITORS
- Language
- ISSN
- 1532-2335
1525-7770
International audience; An efficient one-pot three-component Kabachnik-Fields reaction of aldehydes (acyclic nucleosides), amines (or amino acid), and triethyl phosphite proceeded for the synthesis of aminophosphonates using natural phosphate coated with iodine (I-2@NP) as a catalyst. The novel alpha-aminophosphonate and phosphonic acid acyclic nucleosides were tested for their anti-HCV and anti-HIV activities. The molecular docking showed that the non-activity of these compounds could be due to the absence of hydrophobic pharmacophores.