Synthesis of triazole-functionalized 2-DOS analogues and their evaluation as A-site binders.
Aminoglycoside-antibiotics represent important tools for studying the biological functions of RNA. An orthogonal protection strategy applied on 2-deoxystreptamine (2-DOS) revealed a series of key intermediates that enable its regioselective functionalization. Our approach allowed the construction of selected representatives of triazole-containing analogues with diverse molecular frameworks for biological evaluation regarding their binding and antibacterial potencies.
Chemical Biology Laboratories, National Center for Scientific Research 'Demokritos', Agia Paraskevi Attikis, GR 15310, Greece.
Panoula
P
Anastasopoulou
Chemical Biology Laboratories, National Center for Scientific Research 'Demokritos', Agia Paraskevi Attikis, GR 15310, Greece.
Georgia
G
Kythreoti
Chemical Biology Laboratories, National Center for Scientific Research 'Demokritos', Agia Paraskevi Attikis, GR 15310, Greece.
Tilemachos
T
Cosmidis
Chemical Biology Laboratories, National Center for Scientific Research 'Demokritos', Agia Paraskevi Attikis, GR 15310, Greece.
Constantina
C
Pyrkotis
Chemical Biology Laboratories, National Center for Scientific Research 'Demokritos', Agia Paraskevi Attikis, GR 15310, Greece.
Victoria R
VR
Nahmias
Chemical Biology Laboratories, National Center for Scientific Research 'Demokritos', Agia Paraskevi Attikis, GR 15310, Greece. Electronic address: vourloumis@chem.demokritos.gr.
Dionisios
D
Vourloumis
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004926:Escherichia coli / Q000187:drug effects*; D006595:Hexosamines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D011550:Pseudomonas aeruginosa / Q000187:drug effects*; D013211:Staphylococcus aureus / Q000187:drug effects*; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D006595:Hexosamines; D014230:Triazoles; C007265:2-deoxystreptamine
2-Deoxystreptamine; Aminoglycosides; Orthogonal protection strategy; RNA recognition; Ribosomal A-site