Synthesis and Structure–Activity Relationship of Palmatine Derivatives as a Novel Class of Antibacterial Agents against Helicobacter pylori

Molecules
2020.0

Abstract

Taking palmatine (PMT) as the lead, 20 new PMT derivatives were synthesized and examined for their antibacterial activities against six tested metronidazole (MTZ)‐resistant Helicobacter pylori (H. pylori) strains. The structure-activity relationship (SAR) indicated that the introduction of a suitable secondary amine substituent at the 9‐position might be beneficial for potency. Among them, compound 1c exhibited the most potent activities against MTZ‐resistant strains, with minimum inhibitory concentration (MIC) values of 4-16 μg/mL, better than that of the lead. It also exhibited a good safety profile with a half‐lethal dose (LD50) of over 1000 mg/kg. Meanwhile, 1c might exert its antimicrobial activity through targeting H. pylori urease. These results suggested that PMT derivatives might be a new family of anti‐H. pylori components. © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).

Knowledge Graph

Similar Paper

Synthesis and Structure–Activity Relationship of Palmatine Derivatives as a Novel Class of Antibacterial Agents against Helicobacter pylori
Molecules 2020.0
Synthesis and in vitro selective anti-Helicobacter pylori activity of pyrazoline derivatives
Bioorganic & Medicinal Chemistry Letters 2005.0
Discovery and evolution of berberine analogues as anti-Helicobacter pylori agents with multi-target mechanisms
Bioorganic Chemistry 2024.0
Synthesis, selective anti-Helicobacter pylori activity, and cytotoxicity of novel N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides
Bioorganic & Medicinal Chemistry Letters 2010.0
Synthesis and bioevaluation of novel 3,4,5-trimethoxybenzylbenzimidazole derivatives that inhibit Helicobacter pylori-induced pathogenesis in human gastric epithelial cells
European Journal of Medicinal Chemistry 2012.0
Structural modification of a specific antimicrobial lead against Helicobacter pylori discovered from traditional Chinese medicine and a structure–activity relationship study
European Journal of Medicinal Chemistry 2010.0
3-(Arylacetylamino)-N-methylbenzamides:  A Novel Class of Selective Anti-Helicobacter pylori Agents
Journal of Medicinal Chemistry 2001.0
Anti-Helicobacter pylori agents endowed with H2-antagonist properties
Bioorganic & Medicinal Chemistry Letters 2001.0
Studies on anti-Helicobacter pylori agents. Part 3: A novel, efficacious cephem derivative, FR193879
Bioorganic & Medicinal Chemistry Letters 2004.0
.GAMMA.-Pyrone Compounds with Selective and Potent Anti-Helicobacter pylori Activity.
The Journal of Antibiotics 2000.0