Synthesis and characterization of bifunctional dendrimers: preliminary use for the coating of gold surfaces and the proliferation of human osteoblasts (HOB)

Jong, Edwin R. de; Deloch, Nicole; Knoll, Wolfgang; Turrin, Cédric‐Olivier; Majoral, Jean‐Pierre; Caminade, Anne‐Marie; Köper, Ingo

doi:10.1039/c5nj00620a

Cited by 23 publications

(13 citation statements)

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“…The surfaces modified by the positively or negatively charged dendrons were then used for studying their interaction with cells, in particular for the culture of human osteoblast cells (HOBC). It was shown that polycationic dendrons provoked cell apoptosis, whereas negatively charged dendrons supported cell adhesion and proliferation, as illustrated in Figure 3 [ 33 ].…”

Section: Dendrons Based Onab 5 Derivatives Of N 3 P 3 As Core and Their Use For mentioning

confidence: 99%

AB5 Derivatives of Cyclotriphosphazene for the Synthesis of Dendrons and Their Applications

et al. 2021

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AB5 compounds issued from the reactivity of hexachlorocyclotriphosphazene are relatively easy to obtain using two ways: either first the reaction of one chloride with one reagent, followed by the reaction of the five remaining Cl with another reagent, or first the reaction of five chlorides with one reagent, followed by the reaction of the single remaining Cl with another reagent. This particular property led to the use of such compounds as core for the synthesis of dendrons (dendritic wedges), using the five functions for growing the dendritic branches. The single function can be used for the synthesis of diverse types of dendrimers (onion peel, dumbbell-shape, Janus), for covalent or non-covalent grafting to solid surfaces, providing nanomaterials, for grafting a fluorophore, especially for studying biological mechanisms, or for self-associations to get micelles. All these properties are reviewed in this paper.

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Section: Dendrons Based Onab 5 Derivatives Of N 3 P 3 As Core and Their Use For mentioning

confidence: 99%

AB5 Derivatives of Cyclotriphosphazene for the Synthesis of Dendrons and Their Applications

et al. 2021

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“…The selective functionalization of cyclotriphosphazene [ 61 ] is indeed a very powerful tool for the synthesis of specific dendritic structures [ 62 ], suitable in particular for biological purposes [ 63 ]. As the alkyl chain should be entirely entrapped inside a third generation dendrimer [ 64 ], only the first generation off-center dendrimers were synthesized, as shown in Figure 8 . The pyridine-imine ligands were the same as for the dendrimers, and both the copper and gold complexes were studied.…”

Section: Phosphorus Dendrimers As Anticancer Drugs By Themselvesmentioning

confidence: 99%

Phosphorus Dendrimers as Nanotools against Cancers

Caminade

2020

Molecules

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This review concerns the use of dendrimers, especially of phosphorhydrazone dendrimers, against cancers. After the introduction, the review is organized in three main topics, depending on the role played by the phosphorus dendrimers against cancers: (i) as drugs by themselves; (ii) as carriers of drugs; and (iii) as indirect inducer of cancerous cell death. In the first part, two main types of phosphorus dendrimers are considered: those functionalized on the surface by diverse organic derivatives, including known drugs, and those functionalized by diverse metal complexes. The second part will display the role of dendrimers as carriers of anticancer “drugs”, which can be either small molecules or anticancer siRNAs, or the combination of both. In the third part are gathered a few examples of phosphorhydrazone dendrimers that are not cytotoxic by themselves, but which under certain circumstances induce a cytotoxic effect on cancerous cells. These examples include a positive influence on the human immune system and the combination of bioimaging with photodynamic therapy properties.

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“…The R 1 and R 2 functions for way A can be: R 1 = pyrene, R 2 = CHO or PPh 2 ; R 1 = CO 2 Me, R 2 = CHO; R 1 = CHO, R 2 = maleimide; R 1 = Boc or CHO, R 2 = dansyl or dabsyl derivatives; R 1 = NHBoc, R 2 = CO 2 Me; or R 1 = tyramineBoc, R 2 = CHO . Way B has been used less frequently, but it has been found useful in the following cases: R 1 = NMeNH 2 , R 2 = PPh 2 ; R 1 = N 3 , R 2 = CHO; R 1 = julolidine derivative, R 2 = CHO; or R 1 = thioctic acid derivative, R 2 = CHO . In a few cases, two cyclotriphosphazenes have been associated with a short (double bonds, blue emitting) or long (triple bonds, green emitting) fluorescent compound bearing two identical functions (phenols), as shown in the bottom of Scheme .…”

Section: Synthesis Of Phosphorhydrazone Dendrimers and Dendronsmentioning

confidence: 99%

“…In that case, it was shown that rat neurons attached preferentially and matured slightly faster on charged dendrimers . On the contrary, when using a single bifunctional dendrimer having one thioctic acid at the core to be covalently grafted to a thin layer of gold, human osteoblasts proliferated well on negatively charged dendrimers, whereas cell apoptosis was observed on positively charged dendrimers (Figure ).…”

Section: Properties Of Phosphorhydrazone Dendrimersmentioning

confidence: 99%

Phosphorhydrazones as Useful Building Blocks for Special Architectures: Macrocycles and Dendrimers

Majoral

Caminade

2018

Eur J Inorg Chem

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The role of phosphorhydrazide derivatives, in particular of type RP(X)(NMeNH 2 ) 2 for the synthesis of macrocycles and of type Cl 2 P(X)NMeNH 2 (X = O, S in both cases) for the synthesis of dendrimers, will be shown in this review. In both cases, condensation reactions with different types of aldehydes [a] Scheme 1. The first macrocycles obtained by condensation of two equiv. of phosphodihydrazides with two equiv. of dialdehydes.1460 Scheme 5. First example of a spherand based on phosphorhydrazides.Scheme 6. Phosphotrihydrazides for the synthesis of cryptands and macrocyclic polymers. 1461 Scheme 8. Two ways for the functionalization of N 3 P 3 Cl 6 with two functions in a 1:5 or 5:1 ratio. In the bottom, two cyclotriphosphazenes associated by fluorescent diphenols.Thanks are due to the CNRS, to the ANR 2017 SLOW2 for financial support, and to the GDR Phosphore.

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Synthesis and characterization of bifunctional dendrimers: preliminary use for the coating of gold surfaces and the proliferation of human osteoblasts (HOB)

Cited by 23 publications

References 76 publications

AB5 Derivatives of Cyclotriphosphazene for the Synthesis of Dendrons and Their Applications

AB5 Derivatives of Cyclotriphosphazene for the Synthesis of Dendrons and Their Applications

Phosphorus Dendrimers as Nanotools against Cancers

Phosphorhydrazones as Useful Building Blocks for Special Architectures: Macrocycles and Dendrimers

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