Fiaud’s Acid, a novel organocatalyst for diastereoselective bis α-aminophosphonates synthesis with in-vitro biological evaluation of antifungal, antioxidant and enzymes inhibition potential
| Autor: | Rim Aissa, Martial Toffano, Samia Guezane-Lakoud, Louisa Aribi-Zouioueche, Lynda Gali |
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| Přispěvatelé: | Université Badji Mokhtar - Annaba [Annaba] (UBMA), Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Antifungal
Fusarium Antifungal Agents Antioxidant medicine.drug_class Tyrosinase medicine.medical_treatment Clinical Biochemistry Pharmaceutical Science Microbial Sensitivity Tests [CHIM.THER]Chemical Sciences/Medicinal Chemistry 01 natural sciences Biochemistry Antioxidants Structure-Activity Relationship Picrates Drug Discovery medicine Animals Benzothiazoles Horses Molecular Biology Cholinesterase chemistry.chemical_classification Dose-Response Relationship Drug Molecular Structure biology 010405 organic chemistry Biphenyl Compounds Organic Chemistry [CHIM.CATA]Chemical Sciences/Catalysis biology.organism_classification Combinatorial chemistry In vitro 0104 chemical sciences Fungicide 010404 medicinal & biomolecular chemistry Enzyme chemistry Butyrylcholinesterase Electrophorus Acetylcholinesterase biology.protein Molecular Medicine Botrytis Cholinesterase Inhibitors Sulfonic Acids |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters Bioorganic & Medicinal Chemistry Letters, 2021, 41, pp.128000. ⟨10.1016/j.bmcl.2021.128000⟩ |
| ISSN: | 0960-894X |
| DOI: | 10.1016/j.bmcl.2021.128000⟩ |
| Popis: | International audience; Fiaud's acid is used as a novel and effective chiral organocatalyst for bis α-aminophosphonates synthesis with excellent diastereoselectivity and yields within short reaction time. All synthesized bis αaminophosphonates revealed a good to excellent antifungal capacity, where the six compounds 4a, 4b, 4e, 4h, 4k and 4l are the best fungicide inhibiting the growth of Fusarium oxysporum and Botrytis cinerea by 65% to 84% with IC50 values less than 0.02 mg/mL. Similarly, these six products exhibited a strong antioxidant effect, whereas a low inhibition activity was obtained with both AChE and BChE. Furthermore, they displayed a very weak inhibitory activity against tyrosinase except for the compound 4l. These findings suggest a possible use of these compounds as synthetic pesticides with less hazardous effects with antioxidant, and anti-tyrosinase properties. |
| Databáze: | OpenAIRE |
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