Synthesis and structure-activity relationships of 7-(2-aminoalkyl)morpholinoquinolones as anti-Helicobacter pylori agents

Enantioselective synthesis of C2-functionalized, N-protected morpholines and orthogonally N,N′-protected piperazines via organocatalysis

“…Both morpholines ( 1 ) and piperazines ( 2 ) are widely used azaheterocyclic bases in organic synthesis; 1 furthermore, they are a frequently found component in both natural products and pharmaceutical compositions, 1–3 finding applications as key pharmacophores in antidepressants ( 3 ), 4 antibiotics ( 4 ), 5 antipsychotics ( 5 ), 6 anticancer agents ( 6 ) 7 and antihypertensive agents ( 7 ) 8 (Fig. 1).…”

Biological Relevance and Synthesis of C-Substituted Morpholine Derivatives

“…From structure activity research, compound 29 appeared to be very potent against Pseudomonas aeruginosa, a bacterium which is often resistant to antibacterial agents, 22 and Helicobacter pylori, a primary cause of chronic gastritis and highly associated with peptic ulcer and gastric cancer ( Figure 12). 23 Since 29 showed poor oral potency, it was further elaborated to the racemic compound 30, which exhibited improved photostability compared to 29.…”

Neue Wirkstoffe in der Entwicklung: Wohin geht die Chinolonreise?

“…Die Therapie von Helicobacter pylori, das für chronische Gastritis bis hin zu peptischen Ulcera und Krebs verant- [4], das in 8-Position eine bisher noch nie eingesetzte Cyanogruppe aufweist (Abb. 2).…”

“…Dabei ist es wünschenswert, mit nur einem Antibiotikum therapieren zu können.Zwei Chinolonderivate werden in Kürze in die klinische Prüfung gegen Helicobacter pylori gehen, und zwar das bei Yoshitomi Pharmaceuticals entwickelte Y-34867[3], das in 8-Stellung wie Moxifloxacin und Gatifloxacin einen Methoxyrest trägt, und das bei Bayer gefundene BAY-35-3377 Deshalb wird nach neuen Antibiotika gegen Helicobacter pylori gesucht.…”