Effects of N-acetyl-glucosamine-coated glycodendrimers as biological modulators in the B16F10 melanoma model in vivo

Vannucci, Luca; Fišerová, Anna; Sadalapure, Kashinath; Kuldová, Markéta; Rossmann, P; Horváth, Ondřej; Kren, V; Krist, Pavel; Bezouška, Karel; Luptovcová, Martina; Mosca, Franco; Pospísil, M

doi:10.3892/ijo.23.2.285

Cited by 17 publications

(27 citation statements)

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“…Their capability to target certain cell types (NKR‐P1‐positive cells, heavily glycosylated tumour cells) is especially evident when we compare the different distributions of the fluorescence after administration of labelled dendrons or free fluorescein (Figures 1 and 2). The glycodendrons maintained in vivo their multivalency effects in this system, as shown by the induction of an increased expression of CD69 (early activation marker) on splenocytes 24 h after parenteral administration in tumour‐bearing mice,30 albeit to a lower extent compared with the analogous glycodendrimer with double the amount of sugar moieties (PAMAMGlcNAc 8 ) 30…”

Section: Discussionmentioning

confidence: 96%

“…Fluorescence microscopy : Mononuclear peripheral blood cells were prepared by Ficoll–Hypac 1083 density gradient separation, then incubated for 5 min (Figure 1 C) and 15 min (Figure 1 B and D) in the presence of fluorescein‐labelled PAMAMGlcNAc 4 , then fixed in paraformaldehyde (3.7 %) and washed three times with culture medium without serum. Fluorescence microscopy and digital image acquisition and analysis were performed with an Olympus BX60 fluorescence microscope (Olympus Optical Co.), Olympus U‐TV1X camera and digital imaging microscope system AnalySIS (Soft Imaging System, GmbH), with appropriate filters for fluorescein 30…”

Section: Methodsmentioning

confidence: 99%

“…These well‐defined multivalent neoglycoconjugates were able to strongly stimulate an antitumour immune response in animal cancer models in vivo, thereby implying both innate and acquired immunity 29. 30 Such a result underlined the importance of the multivalency effect in biological systems and a possible role as artificial ligands for lectin‐like receptors (e.g. NKR‐P1) in vivo.…”

Section: Introductionmentioning

confidence: 92%

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Fluorescent Labelled Thiourea‐Bridged Glycodendrons

et al. 2004

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GlcNAc-coated glycodendrimers, which are polyvalent glycomimetics, display strong in vitro affinity for the rat natural killer cell protein-1A (NKR-P1A), a C-type lectin-like receptor of natural killer (NK) cells in rats, humans and some strains of mice. Administration of these compounds in vivo results in a substantial increase in the antitumour activity with involvement of the natural cell immunity. To clarify the in vitro and in vivo fate of these molecules, we synthesized labelled glycodendron analogues of the previously studied glycodendrimers. Labelling with fluorescent tags enabled the localization of the glycodendrons in white blood cells, tumours and other tissues by using different imaging techniques such as fluorescence and confocal microscopy. These studies are useful for probing the mechanism of action and fate of artificial ligands and the cell receptors involved.

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Section: Discussionmentioning

confidence: 96%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 92%

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Fluorescent Labelled Thiourea‐Bridged Glycodendrons

et al. 2004

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“…[10] As thiourea-bridged glycoclusters have been shown to be highly interesting probes for biological studies, [11] we have also envisaged this approach for the preparation of photolabeled glycoclusters. Earlier on, thiourea-bridging has led to photolabile glycoclusters carrying three diazirine groups utilizing the diisothiocyanatofunctionalized mannose derivative 1.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Cluster Mannosides Carrying a Photolabile Diazirine Group

Walter

Wiegand

2006

Eur J Org Chem

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We are investigating the mechanisms underlying the carbohydrate‐specific adhesion of bacteria such as Escherichia coli to the glycocalyx of their potential host cells. E. coli possess protein appendages, which are called type 1 fimbriae. Part of type 1 fimbriae is a protein named FimH, which is a mannose‐specific lectin. We wish to use photoaffinity labeling to elucidate mannose binding sites on FimH. Thus we report the synthesis of di‐ and trivalent cluster mannosides, which carry a photolabile diazirine group. The diazirine group was introduced by a convergent approach using thiourea bridging (products 6, 13, 17, and 27) or in a divergent synthesis leading to the divalent cluster mannoside 31. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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“…Vannucci et al designed N-acetyl-glucosamine functionalized glycodendrimers to act as biological modulators in the B16F10 melanoma model [31]. N-acetyl-glucosamine was coated to the surface of G1 PAMAM dendrimer bearing eight peripheral amino groups through reactions between primary amino groups and isothiocyanate groups (Fig.…”

Section: Direct Conjugation Between Dendrim-ers and Drugsmentioning

confidence: 99%

Dendrimer-Based Prodrugs: Design, Synthesis, Screening and Biological Evaluation

Cheng¹,

Gao²,

Rao³

et al. 2007

CCHTS

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Dendrimers are a new class of artificial macromolecules with well-defined hyperbranched structures which enable bio-active molecules such as drugs to be presented in a highly multi-valent fashion. Covalent conjugation of drugs to the surface of dendrimers can be easily achieved either by direct chemical reactions between dendrimers and drug molecules including esterification and amidation or through cleavable linkers, depending on the functional groups on the surface of dendrimers. The pharmacological properties of these dendrimer-based prodrugs such as biocompatibility, biodistribution, biostability, bioadhesion and biopermeability can be modulated by further modifying dendrimers with specific functional molecules to fit a specific medicinal purpose. In this mini-review, recent advances on the use of dendrimers as prodrug nano-scaffolds were briefly demonstrated. The design and synthesis of dendrimer-based prodrugs as well as screening their intrinsic properties in biological systems were fully discussed.

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Effects of N-acetyl-glucosamine-coated glycodendrimers as biological modulators in the B16F10 melanoma model in vivo

Cited by 17 publications

References 0 publications

Fluorescent Labelled Thiourea‐Bridged Glycodendrons

Fluorescent Labelled Thiourea‐Bridged Glycodendrons

Synthesis of Cluster Mannosides Carrying a Photolabile Diazirine Group

Dendrimer-Based Prodrugs: Design, Synthesis, Screening and Biological Evaluation

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