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
Apr 1, 1989·Journal of Medicinal Chemistry·H KagechikaK Shudo
Nov 1, 1986·Antimicrobial Agents and Chemotherapy·K SatoS Mitsuhashi
May 1, 1997·Antimicrobial Agents and Chemotherapy·F X BernardF Blanche
Jul 20, 2002·Toxicology·Yasuko SakihamaHideo Yamasaki
Nov 28, 2002·Pharmacology & Therapeutics·Bent H Havsteen
Aug 20, 2003·Journal of Computational Chemistry·Guosheng WuMichal Vieth
Oct 4, 2006·Environmental Microbiology·Liz J ShawJohn E Hooker
Dec 30, 2006·Molecular Nutrition & Food Research·Mendel Friedman
May 15, 2008·The Plant Journal : for Cell and Molecular Biology·Yoshikazu TanakaAkemi Ohmiya
May 29, 2009·Archiv der Pharmazie·Prashant AragadeDarbhamulla Satyanarayana
Oct 12, 2010·European Journal of Medicinal Chemistry·Yujie DaiPeng Yu
Mar 19, 2014·Natural Product Research·Asma TairPanagiotis Kefalas
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 5, 2017·Archiv der Pharmazie·Jürgen KraussFranz Bracher
Apr 11, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Javier EcheverríaMarcela Wilkens
Jun 6, 2018·Molecular Diversity·Yerrabelly Jayaprakash RaoSudha Sravanti Kotapalli