Grenier, Melissa C.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2012-06-15 | CAS: 36437-30-6

Bioorganic & Medicinal Chemistry Letters published new progress about Antibacterial agents. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Quality Control of 36437-30-6.

Grenier, Melissa C. published the artcileThe antibacterial activity of 4,4′-bipyridinium amphiphiles with conventional, bicephalic and gemini architectures, Quality Control of 36437-30-6, the main research area is antibacterial bipyridinium amphiphile.

Dialkyl 4,4′-bipyridinium compounds are widely employed for their useful redox properties, and are commonly known as viologens due to their intense coloration upon reduction Despite their prevalence and amphiphilic nature, the antibacterial activity of these compounds remains largely unreported. The authors have prepared a series of mono- and bis-alkylated analogs of 4,4′-bipyridine to investigate structure-activity relationships in their inhibition of a battery of Gram-pos. and Gram-neg. bacteria. The prepared cationic compounds were conventional (one cationic head, one non-polar tail), bicephalic (two heads, one tail), or gemini (two heads, two tails) in their amphiphilic structure. Addnl., an isomeric series of six bis-alkylated compounds ranging from sym. (PQ-11,11) to highly asym. (PQ-20,2) were prepared Four themes of bioactivity emerged: (1) the most bioactive compounds were gemini in structure; (2) 22 carbons in the alkyl chains, with little to modest asymmetry, led to optimal activity; (3) bicephalic compounds were generally comparable to conventional amphiphiles, though only about 12 carbons in the alkyl chains were solubilized in water by each cationic nitrogen; (4) the effects of counterion identity were not evident between chlorides and bromides; however, the presence of the iodide counterion inhibited dissolution in all compounds tested. Three isomeric compounds with little to no asymmetry in tail length, PQ-11,11, PQ-12,10, and PQ-14,8, prepared as the bromide salts, showed comparable and highly potent activity, with MIC levels around 2 μM against 3 of 4 bacteria tested. The simple (one- to two-step) syntheses of potent antimicrobials portend well for future optimization.

Bioorganic & Medicinal Chemistry Letters published new progress about Antibacterial agents. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Quality Control of 36437-30-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem