Dendritic Catanionic Assemblies: In vitro Anti‐HIV Activity of Phosphorus‐Containing Dendrimers Bearing Galβ<sub>1</sub>cer Analogues

Blanzat, Muriel; Turrin, Cédric‐Olivier; Aubertin, Anne-Marie; Couturier-Vidal, Christiane; Caminade, Anne‐Marie; Majoral, Jean‐Pierre; Rico‐Lattes, Isabelle; Lattes, Armand

doi:10.1002/cbic.200500203

Cited by 81 publications

(73 citation statements)

References 43 publications

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“…This dendrimer was tested for the activation of monocytes [38], but also for obtaining catanionic (saline, containing both cationic and anionic centers) multivalent analogs of GalCer (galactosylceramide) by interaction of this dendrimer with N-hexadecylaminolactitol moieties [121]. These types of catanionic systems proved to be good HIV-1 inhibitors [122]. Addition of phosphonate HPO 3 Me 3 can be carried out also on imine terminal functions, affording in this case three types of terminal functions, phosphonates, secondary amines, and alkyl groups ( Figure 18) [117].…”

Section: Dendritic Structures With Two Types Of Functions On Each Termentioning

confidence: 99%

Bifunctional Phosphorus Dendrimers and Their Properties

Caminade

Majoral

2016

Molecules

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Dendrimers are hyperbranched and monodisperse macromolecules, generally considered as a special class of polymers, but synthesized step-by-step. Most dendrimers have a uniform structure, with a single type of terminal function. However, it is often desirable to have at least two different functional groups. This review will discuss the case of bifunctional phosphorus-containing dendrimers, and the consequences for their properties. Besides the terminal functions, dendritic structures may have also a function at the core, or linked off-center to the core, or at the core of dendrons (dendritic wedges). Association of two dendrons having different terminal functions leads to Janus dendrimers (two faces). The internal structure can also possess functional groups on one layer, or linked to one layer, or on several layers. Finally, there are several ways to have two types of terminal functions, besides the case of Janus dendrimers: either each terminal function bears two functions sequentially, or two different functions are linked to each terminal branching point. Examples of each type of structure will be given in this review, as well as practical uses of such sophisticated structures in the fields of fluorescence, catalysis, nanomaterials and biology.

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Section: Dendritic Structures With Two Types Of Functions On Each Termentioning

confidence: 99%

Bifunctional Phosphorus Dendrimers and Their Properties

Caminade

Majoral

2016

Molecules

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“…Other types of GalCer-based dendrimers having polyglycerol (PG) core (Morales-Serna et al, 2010) and phosphonic acid (PA) core (Perez-Anes et al, 2010) were studied, and shown to inhibit cell-based HIV assays. However, one difference between the GalCer-PG, GalCer-PA and GalCer-PPI based dendrimers is that the earlier two dendrimer types have high cytotoxic effects as compared to the latter, though they have binding affinities in the sub micromolar (μM) range (Blanzat et al, 2005;Perez-Anes et al, 2010). The other types of PPI core based dendrimers include terminating glycosphingolipid derived sugar head groups, 3'-siallyactose (GM 3 ) or globotriose (Gb 3 ) (Borges et al, 2010).…”

Section: Anti-viral Activitymentioning

confidence: 99%

Dendrimers as anti-inflammatory agents

Avti

Kakkar

2013

Braz. J. Pharm. Sci.

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His research interests include developing methodologies to complex architectures (hyperbranched macromolecules i n c l u d i n g d e n d r i m e r s , m i k t o a r m polymers, metal nanoparticles), and studying their efficacy in biological processes including drug delivery and theranostics.Pramod Avti is a Postdoctoral Fellow at Montreal Heart Institute, Montreal, Q u e b e c , C a n a d a w o r k i n g o n a collaborative project with Department of Chemistry, McGill University and Ecole Polytechnique, Montreal Canada. His current scientific interests include multifunctional nanomaterials synthesis, and their biomedical applications. In particular, his research is aimed at synthesis, interaction and conjugation of drug or gene-dendrimer conjugates to the gold nanoshells for biomedical imaging and as theranostic agents. Dendrimers constitute an intriguing class of macromolecules which find applications in a variety of areas including biology. These hyperbranched macromolecules with tailored backbone and surface groups have been extensively investigated as nanocarriers for gene and drug delivery, by molecular encapsulation or covalent conjugation. Dendrimers have provided an excellent platform to develop multivalent and multifunctional nanoconjugates incorporating a variety of functional groups including drugs which are known to be antiinflammatory agents. Recently, dendrimers have been shown to possess anti-inflammatory properties themselves. This unexpected and intriguing discovery has provided an additional impetus in designing novel active pharmaceutical agents. In this review, we highlight some of the recent developments in the field of dendrimers as nanoscale anti-inflammatory agents.Uniterms: Dendrimers. Nanocarriers. Anti-inflammatory agents. Cyclooxygenase (COX-2). Inducible nitric oxide synthase (iNOS). Pro-inflammatory cytokines.Dendrímeros constituem uma classe intrigante de macromoléculas que apresentam aplicações em diversas áreas incluindo biologia. Essas macromoléculas extremamente ramificadas com esqueleto planejado e grupos de superfície foram extensivamente investigadas como nanotransportadores de genes e de fármacos, por encapsulamento molecular ou conjugação covalente. Dendrímeros têm proporcionado uma plataforma excelente de desenvolvimento nanoconjugados multivalentes e multifuncionais incorporando uma variedade de grupos funcionais, incluindo fármacos que são conhecidos por atuarem agentes antiinflamatórios. Recentemente, os dendrímeros mostraram propriedades antiinflamatórias. Esta inesperada e intrigante descoberta tem proporcionado um impulso adicional no planejamento de novos agente farmacêuticos ativos. Nesta revisão, nós destacamos alguns dos desenvolvimentos recentes no campo dos dendrímeros como agentes antiinflamatórios em nanoescala.Unitermos: Dendrímeros. Nanotransportadores. Agentes antiinflamatórios. Ciclooxigenase (COX-2). Óxido nítrico sintase induzível (iNOS). Citocinas pró-inflamatórias.

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“…Antiviral assays confirmed the crucial roles played both by multivalency effects and lipophilicity on the biological activity of Galβ1cer analogues. Furthermore the shape of the dendrimers is also a very important criterion, since the second generation built from the trifunctional core and the first generation built from the hexafunctional core, both decorated with 12 hexadecylaminolactitol moieties, exhibit very different IC50 values of 1.1 and 0.12 mM, respectively (Blanzat et al, 2005).…”

Section: Phosphorhydrazone Dendrimers En-ded By Carboxylate Groupsmentioning

confidence: 99%

Biological properties of water-soluble phosphorhydrazone dendrimers

Caminade

Turrin

Majoral

2013

Braz. J. Pharm. Sci.

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1984-8250Dendrimers are hyperbranched and perfectly defined macromolecules, constituted of branches emanating from a central core in an iterative fashion. Phosphorhydrazone dendrimers constitute a special family of dendrimers, possessing one phosphorus atom at each branching point. The internal structure of these dendrimers is hydrophobic, but hydrophilic terminal groups can induce the solubility of the whole structure in water. Indeed, the properties of these compounds are mainly driven by the type of terminal groups their bear; this is especially true for the biological properties. For instance, positively charged terminal groups are efficient for transfection experiments, as drug carriers, as anti-prion agents, and as inhibitor of the aggregation of Alzheimer's peptides, whereas negatively charged dendrimers have anti-HIV properties and can influence the human immune system, leading to anti-inflammatory properties usable against rheumatoid arthritis. This review will give the most representative examples of the biological properties of water-soluble phosphorhydrazone dendrimers, organized depending on the type of terminal groups they bear

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Dendritic Catanionic Assemblies: In vitro Anti‐HIV Activity of Phosphorus‐Containing Dendrimers Bearing Galβ₁cer Analogues

Cited by 81 publications

References 43 publications

Bifunctional Phosphorus Dendrimers and Their Properties

Bifunctional Phosphorus Dendrimers and Their Properties

Dendrimers as anti-inflammatory agents

Biological properties of water-soluble phosphorhydrazone dendrimers

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Dendritic Catanionic Assemblies: In vitro Anti‐HIV Activity of Phosphorus‐Containing Dendrimers Bearing Galβ1cer Analogues

Cited by 81 publications

References 43 publications

Bifunctional Phosphorus Dendrimers and Their Properties

Bifunctional Phosphorus Dendrimers and Their Properties

Dendrimers as anti-inflammatory agents

Biological properties of water-soluble phosphorhydrazone dendrimers

Contact Info

Product

Resources

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Dendritic Catanionic Assemblies: In vitro Anti‐HIV Activity of Phosphorus‐Containing Dendrimers Bearing Galβ₁cer Analogues