Synthesis and Biological Evaluation of 3-cyano-4H-chromene Derivatives Bearing Carbamate Functionality.
Antibacterial activity
Antifungal activity
Carbamates
Chromenes
Coumarins
Grignard reagents.
Journal
Medicinal chemistry (Shariqah (United Arab Emirates))
ISSN: 1875-6638
Titre abrégé: Med Chem
Pays: Netherlands
ID NLM: 101240303
Informations de publication
Date de publication:
2019
2019
Historique:
received:
23
01
2018
revised:
01
10
2018
accepted:
02
10
2018
pubmed:
12
10
2018
medline:
18
6
2019
entrez:
12
10
2018
Statut:
ppublish
Résumé
2-Aminochromene derivatives display important pharmacological properties, including mainly antibiotic and anticancer activities. The study aims to synthesize new chromene derivatives via a new approach using Grignard reagents, for the evaluation of their antibiotic and antifungal properties. A series of novel 3-cyano-4-aminochromene derivatives bearing alkyl substituents at the 4-position was prepared for biological evaluation. These compounds were obtained by the addition of various Grignard reagents into Nethoxycarbonyl- 3-cyanoiminocoumarines in moderate to good yields (72-96%). The reaction is completely regioselective. The new chromene derivatives were screened for their in vitro antimicrobial activities against a panel of six bacterial and three fungal strains using agar dilution method. The antibacterial activity of the chromene derivatives was more pronounced on Gram-positive bacteria than on Gram-negative bacteria with a significant activity observed against Staphylococcus aureus. An interesting antifungal activity against Fusarium sp. and Fusarium oxysporum was also noticed.
Sections du résumé
BACKGROUND
BACKGROUND
2-Aminochromene derivatives display important pharmacological properties, including mainly antibiotic and anticancer activities.
OBJECTIVE
OBJECTIVE
The study aims to synthesize new chromene derivatives via a new approach using Grignard reagents, for the evaluation of their antibiotic and antifungal properties.
METHOD
METHODS
A series of novel 3-cyano-4-aminochromene derivatives bearing alkyl substituents at the 4-position was prepared for biological evaluation.
RESULTS
RESULTS
These compounds were obtained by the addition of various Grignard reagents into Nethoxycarbonyl- 3-cyanoiminocoumarines in moderate to good yields (72-96%). The reaction is completely regioselective. The new chromene derivatives were screened for their in vitro antimicrobial activities against a panel of six bacterial and three fungal strains using agar dilution method.
CONCLUSION
CONCLUSIONS
The antibacterial activity of the chromene derivatives was more pronounced on Gram-positive bacteria than on Gram-negative bacteria with a significant activity observed against Staphylococcus aureus. An interesting antifungal activity against Fusarium sp. and Fusarium oxysporum was also noticed.
Identifiants
pubmed: 30306877
pii: MC-EPUB-93550
doi: 10.2174/1573406414666181009124449
doi:
Substances chimiques
Anti-Bacterial Agents
0
Antifungal Agents
0
Carbamates
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
257-264Informations de copyright
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