Hydrophilic chlorin-conjugated magnetic nanoparticles—Potential anticancer agent for the treatment of melanoma by PDT

Mbakidi, Jean Pierre; Drogat, Nicolas; Granet, Robert; Ouk, Tan‐Sothéa; Ratinaud, Marie‐Hélène; Rivière, Éric; Verdier, Mireille; Sol, Vincent

doi:10.1016/j.bmcl.2013.03.039

Cited by 24 publications

(9 citation statements)

References 23 publications

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“…Table 3. Fluorophore-dextran conjugates and their proposed applications Fluorophores Applications anthracene Photosensitizer [81,83] pyrene (cascade blue) Imaging [72] azo dye Fundamental studies [82] coumarin Fundamental studies [82,87] FITC Fundamental studies [65,66], pH probe [86] fluorescein Photosensitizer [76,77,84], pH probe [69,79] rhodamine Imaging [67,70,80,93], pH probe [84] Fe(III) porphyrin DNA-nicking [75] Zn(II) porphyrin Photosensitizer [90] Mn(III) porphyrin Magnetic resonance imaging [85] chlorin e6 Photosensitizer [68,88,89,91,92], Imaging [89] Sn(IV) chlorin e6 Photosensitizer [71,73,74] phycobiliprotein Flow cytometry [78] Despite the breadth of studies, the fluorescence properties of fluorophore-dextran conjugates have barely been studied: only three reports are available to our knowledge [66,87,89], and their results are at apparent odds with each other depending on the nature of the fluorophore. First, fluoresceinyl isothiocyanate (FITC)-dextran conjugates retain their f values across a large range of degree of substitution (0.2, 4.3, and 23) [66].…”

Section: Discussionmentioning

confidence: 99%

Chlorin–dextran conjugates for brightness enhancement in water

Liu,

Lindsey,

Taniguchi

2024

Reporters, Markers, Dyes, Nanoparticles, and Molecular Probes for Biomedical Applications XV

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Water-soluble chlorin-dextran conjugates with a range of chlorin / dextran loading have been prepared to investigate the change in brightness as a function of loading. A polydisperse amino-dextran (~110,000 Da) was employed that consists of ~600 dextran units and ~24 amino-dextran units (3.8% degree of substitution). A synthetic chlorin is substituted with a single-junction water-solubilization group (comprised of three short, monodisperse PEG groups attached at the 2,4,6positions of an aryl group) at the 10-position, a bioconjugatable phenylpropanoic acid group at the 15-position, and a gemdimethyl group in the reduced ring characteristic of the chlorin chromophore. The synthetic chlorin employed herein is a bioinspired analogue of chlorophyll a, which itself is Nature's preeminent advanced functional dye. Joining of the chlorin to the dextran was achieved by amide bond formation upon N-hydroxysuccinimidyl activation of the chlorin. Loading numbers of 2.1, 2.7, 6.8, and 7.5 chlorins per dextran were obtained. The chlorin-dextran conjugates in water showed absorption and fluorescence spectra essentially identical to those of the monomeric chlorin. Among the chlorin-dextran conjugates, the brightness (fluorescence quantum yield per dextran molecule) reached ~5-times that of the corresponding chlorin monomer. Taken together, the results show the utility of combining hydrophilic fluorophores with a hydrophilic scaffold for photosciences applications in aqueous solution, yet also highlight the need for improved scaffolds (e.g., structural regularity, functional group diversity, conformational rigidity, monodispersity, water-solubility, built-in chromophores for ratiometric analyses) for development of materials with higher performance.

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Section: Discussionmentioning

confidence: 99%

Chlorin–dextran conjugates for brightness enhancement in water

Liu,

Lindsey,

Taniguchi

2024

Reporters, Markers, Dyes, Nanoparticles, and Molecular Probes for Biomedical Applications XV

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“…The overexpression of endogenous H 2 O 2 in tumors (1 mM) and the low pH lead MNPs to efficiently tackle tumor-specific sites via CDT. This strategy has been widely exploited in combination with other ROS-assisted therapies such as PDT [166][167][168], EDT [169] or PTT [170] in order to improve the ROS killing ability. Alternatively, Wang and co-workers developed a novel nanocatalyst platform with a longer half-life time ROS generation.…”

Section: Enzyme-magnetite Nanohybrids For Cancer Therapymentioning

confidence: 99%

Enzyme–Iron Oxide Nanoassemblies: A Review of Immobilization and Biocatalytic Applications

Valls-Chivas,

Gómez,

Garcia-Peiro

et al. 2023

Catalysts

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In the search for new biotechnological advances, increasing attention is currently being paid to the development of magnetic nanoplatforms loaded with enzymes, since, on the one hand, they can be recovered and reused, and on the other hand, they improve their catalytic activity and increase their stability, avoiding processes such as aggregation or autolysis. In this review, we evaluate a series of key parameters governing the enzyme–nanoparticle immobilization phenomena from a thermodynamic and kinetic point of view. We also focus on the use of magnetite nanoparticles (MNPs) as multifunctional vectors able to anchor enzymes, summarize the most relevant aspects of functionalization and immobilization and, finally, describe some recent and relevant applications of the enzyme–MNP hybrids as biocatalysts with especial emphasis on cancer therapy.

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“…In the recent years, a number of exciting studies have revealed Ps associations to various np which served not only to improve their photophysical and photochemical properties, but the overall efficiency of PDT via augmented targeting and uptake . These include Al(II)‐phthalocyanine chloride to poly(methyl vinyl ether‐co‐maleic anhydride) np, Zn(II)‐phthalocyanine disulphide bearing seven hexyl chains and a sulphur terminated C11 chain to gold np via a cremophor emulsion, protoporphyrin IX to glycol chitosan np and chlorin p6 to magnetic np to name but a few successful cases.…”

Section: Shortcomings Of Current Photosensitizers For Phototherapymentioning

confidence: 99%

Mechanistics and photo‐energetics of macrocycles and photodynamic therapy: An overview of aspects to consider for research

Horne

Cronjé

2017

Chem Biol Drug Des

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Research within the field of photodynamic therapy has escalated over the past 20 years. The required conjunctional use of photosensitizers, particularly of the macrocycle structure, has lead to a vast repertoire of derivatives that branch classes and subclasses thereof. Each exhibits a differential range of physiochemical properties that influence their potential applications within the larger phototherapy field for use in either diagnostics, photodynamic therapy, both or none. Herein, we provide an overview of these properties as they relate to photodynamic therapy and to a lesser extent diagnostics. By summarizing the mechanistics of photodynamic therapy coupled to the photo-energetics displayed by macrocycle photosensitizers, we aimed to highlight the critical aspects any researcher should be aware of and consider when selecting and performing research for therapeutic application purposes. These include photosensitizer, photophysical and structural properties, synthesis design and subsequent attributes, main applications within research, common shortcomings exhibited and the current methods practiced to overcome them. K E Y W O R D Sco

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Hydrophilic chlorin-conjugated magnetic nanoparticles—Potential anticancer agent for the treatment of melanoma by PDT

Cited by 24 publications

References 23 publications

Chlorin–dextran conjugates for brightness enhancement in water

Chlorin–dextran conjugates for brightness enhancement in water

Enzyme–Iron Oxide Nanoassemblies: A Review of Immobilization and Biocatalytic Applications

Mechanistics and photo‐energetics of macrocycles and photodynamic therapy: An overview of aspects to consider for research

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