Design, synthesis and biological evaluation of novel flavone Mannich base derivatives as potential antibacterial agents

Molecular Diversity
Xian-Hai LvHai-Qun Cao

Abstract

A series of novel Mannich base derivatives of flavone containing benzylamine moiety was synthesized using the Mannich reaction. The results of antifungal activity are not ideal, but its antifungal effect has a certain increase compared to flavonoids. After that, four bacteria were used to test antibacterial experiments of these compounds; compound 5g (MIC = 0.5, 0.125 mg/L) showed significant inhibitory activity against Staphylococcus aureus and Salmonella gallinarum compared with novobiocin (MIC = 2, 0.25 mg/L). Compound 5s exhibited broad spectrum antibacterial activity (MIC = 1, 0.5, 2, 0.05 mg/L) against four bacteria. The selected compounds 5g and 5s exhibit potent inhibition against Topo II and Topo IV with IC50 values (0.25-16 mg/L). Molecular docking model showed that the compounds 5g and 5s can bind well to the target by interacting with amino acid residues. It will provide some valuable information for the commercial antibacterial agents.

References

Nov 1, 1986·Antimicrobial Agents and Chemotherapy·K SatoS Mitsuhashi
May 1, 1997·Antimicrobial Agents and Chemotherapy·F X BernardF Blanche
Nov 28, 2002·Pharmacology & Therapeutics·Bent H Havsteen
Oct 4, 2006·Environmental Microbiology·Liz J ShawJohn E Hooker
May 15, 2008·The Plant Journal : for Cell and Molecular Biology·Yoshikazu TanakaAkemi Ohmiya
Oct 12, 2010·European Journal of Medicinal Chemistry·Yujie DaiPeng Yu
Dec 10, 2014·Bioorganic & Medicinal Chemistry Letters·Travis R HelgrenTimothy J Hagen
Oct 9, 2015·Oxidative Medicine and Cellular Longevity·Saima JadoonGhulam Murtaza
Mar 31, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Betül KayaZafer Asım Kaplancıklı
Apr 11, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Javier EcheverríaMarcela Wilkens

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Methods Mentioned

BETA
electrophoresis

Software Mentioned

Discover Studio
Discovery Studio
Discovery Studio3
Tool Explore
Chemdraw
CDOCKER

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An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.

Antifungals

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.