1220072-33-2Relevant academic research and scientific papers
Viologen-based benzylic dendrimers: selective synthesis of 3,5-bis(hydroxymethyl)benzylbromide and conformational analysis of the corresponding viologen dendrimer subunit
Kathiresan, Murugavel,Walder, Lorenz,Ye, Fei,Reuter, Hans
, p. 2188 - 2192 (2010)
Convergent and divergent strategies for the synthesis of viologen dendrimers with 1,3,5-tri-methylene-branching units are discussed. The title compound is easily transformed into 1-[3,5-bis(hydroxymethyl)benzyl]-4-(pyridin-4-yl)pyridinium hexafluorophosphate, which is used in sequential growth and activation steps as a CB2 compound in the cascade-type dendrimer synthesis (B = -OH, activation = -OH → Br). Analysis of the dendrimer structure reveals that three torsional angles, that is, τ1 between the two pyridinium units, τ2 between the methylene and pyridinium and τ3 between the methylene and phenyl, determine the conformational space of the dendrimers. We report here the crystal structure of 1-[3,5-bis(hydroxymethyl)benzyl]-4-(pyridin-4-yl)pyridinium as PF6- salt which represents the smallest subunit of the dendrimer that shows the same three torsional angles. The crystal structure together with the results from PM3 calculations opens an avenue to judge the structure of benzylic viologen-based dendrimers.
HIV-1 X4 activities of polycationic Viologen based dendrimers by interaction with the chemokine receptor CXCR4: Study of structure-activity relationship
Asaftei, Simona,Huskens, Dana,Schols, Dominique
, p. 10405 - 10413 (2012)
A series of viologen based dendrimers with polycationic scaffold carrying 10, 18, 26, 42, and 90 charges per molecule were used to determine the structure-activity relationship (SAR) with regard to HIV-1 inhibitory activity. The studies involved five comp
"viologen"dendrimers as antiviral agents: The effect of charge number and distance
Asaftei, Simona,De Clercq, Erik
supporting information; experimental part, p. 3480 - 3488 (2010/09/04)
A series of "viologen"derivatives (4,4′-bipyridinium salts) carrying between 1 and 90 charges per molecule have been prepared and investigated for their activity against human immunodeficiency virus (HIV), herpes simplex virus (HSV), vesicular stomatitis, Punta Toro virus, Sindbis virus, Reovirus, and respiratory syncytial viruses. In general, most of the compounds showed good activities against HIV-1 (strain IIIB). In particular, compound 36 exhibited the highest in vitro activity and selectivity index against HIV-1 (strain IIIB) (EC50 = 0.26 ± 0.08 μM, SI = 75.7) in MT-4 cells. The results imply that the antiviral activity requires an optimal number and distance of the positive charges.
