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Erlotinib-Containing Benzenesulfonamides As Anti- <i>Helicobacter Pylori</i> Agents Through Carbonic Anhydrase Inhibition

German Benito Menendez, Ilaria D’Agostino, Simone Carradori, Marialuigia Fantacuzzi, Mariangela Agamennone, Valentina Puca, Rossella Grande, Clemente Capasso, Fabrizio Carta, Claudiu T. Supuran

2023Future Medicinal Chemistry23 citationsDOI

Abstract

Aim: Development of dual-acting antibacterial agents containing Erlotinib, a recognized EGFR inhibitor used as an anticancer agent, with differently spaced benzenesulfonamide moieties known to bind and inhibit Helicobacter pylori carbonic anhydrase (HpCA) or the antiviral Zidovudine. Methods & materials: Through rational design, ten derivatives were obtained via a straightforward synthesis including a click chemistry reaction. Inhibitory activity against a panel of pathogenic carbonic anhydrases and antibacterial susceptibility of H. pylori ATCC 43504 were assessed. Docking studies on α-carbonic anhydrase enzymes and EGFR were conducted to gain insight into the binding mode of these compounds. Results & conclusion: Some compounds proved to be strong inhibitors of HpCA and showed good anti-H. pylori activity. Computational studies on the targeted enzymes shed light on the interaction hotspots.

Topics & Concepts

Carbonic anhydraseHelicobacter pyloriEnzymeChemistryDocking (animal)ErlotinibEGFR inhibitorsBiochemistryCombinatorial chemistryPharmacologyBiologyEpidermal growth factor receptorMedicineReceptorGeneticsNursingEnzyme function and inhibitionBiochemical and Molecular ResearchSynthesis and Catalytic Reactions
Erlotinib-Containing Benzenesulfonamides As Anti- <i>Helicobacter Pylori</i> Agents Through Carbonic Anhydrase Inhibition | Litcius