Synthesis, antibacterial evaluation, and docking studies of azaisoflavone analogues generated by palladium-catalyzed cross coupling

Abstract Palladium-catalyzed, cross-coupling reaction of N-methyl-3-iodo-4-quinolone with boronic acids or N-methyliminodiacetic acid boronates to obtain azaisoflavone derivatives was investigated through conventional Suzuki–Miyuara coupling or by slow release strategy. It has been observed that a slow release approach was a highly successful. In addition, a series of novel azaisoflavones containing alkynyl group were synthesized via Sonogashira reaction. The antibacterial activities of the all synthesized compounds were screened against series of bacterial strains. Furthermore, a molecular docking study was carried out for the most active compounds using Leadit 2.1.8 docking software, and the results were in good agreement with the experimental data. The details of synthetic methods, spectroscopic data, and biological results are reported. Graphical abstract.

Medienart:

E-Artikel

Erscheinungsjahr:

2018

Erschienen:

2018

Enthalten in:

Zur Gesamtaufnahme - volume:149

Enthalten in:

Monatshefte für Chemie - 149(2018), 10 vom: 16. Aug., Seite 1857-1864

Sprache:

Englisch

Beteiligte Personen:

Mohamed, Yasser M. A. [VerfasserIn]
Solum, Eirik Johansson [VerfasserIn]
Eweas, Ahmad F. [VerfasserIn]

Links:

Volltext [lizenzpflichtig]

Themen:

Antibacterial
Azaisoflavones
Molecular modeling
Palladium cross coupling
Slow release approach

RVK:

RVK Klassifikation

Anmerkungen:

© Springer-Verlag GmbH Austria, part of Springer Nature 2018

doi:

10.1007/s00706-018-2252-5

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

OLC2108086196