Natural acylated flavonoids: their chemistry and biological merits in context to molecular docking studies
Ahmed F. Essa, Mohamed Teleb, Dina M. El‐Kersh, Abd El‐Nasser G. El Gendy, Abdelsamed I. Elshamy, Mohamed A. Farag
Abstract
Abstract Acylated flavonoids are widely distributed natural dietary bioactives with several health attributes. A large diversity of acylated flavonoids with interesting biological potentialities were reported. Of these, 123 compounds with potential antimicrobial, antiparasitic, anti-inflammatory, anti-nociceptive, analgesic and anti-complementary effects were selected from several databases. Based upon these data, the possible mechanistic evidence for their effects were reported. Generally, aromatic acyls i.e., galloyl derivatives appeared to improve efficacy through enhancement of the binding affinities to molecular targets due to plenty of donating and accepting centers. Docking simulations conducted by Molecular Operating Environment (MOE) of acylated flavonoids revealed that compound 12 is at the top of the list into the antibacterial target DNA gyrase subunit B (GyrB), from E. coli , followed by compounds 10 , 4 and 23 . Compounds 81, 88, 96, 92, 99, 100, 102 and 103 have the strongest binding affinities into Human matrix metallopeptidase (MMP) 2 and 9 catalytic domains. Compound 103 exerted the most balanced predicted dual MMP-2/MMP-9 inhibition action. Compound 95 recorded the strongest binding affinity into metabotropic glutamate receptor (mglur1) with the lowest energy conformer. The data presented in this review suggests that these candidate acylated flavonoids ought to be considered in future drug developments especially as anti-inflammatory and antimicrobial agents.