NIR excitation of upconversion nanohybrids containing a surface grafted Bodipy induces oxygen-mediated cancer cell death

González‐Béjar, María; Liras, Marta; Francés‐Soriano, Laura; Voliani, Valerio; Herranz-Pérez, Vicente; Durán-Moreno, María; García‐Verdugo, José Manuel; Alarcon, Emilio I.; Scaiano, Juan C.; Pérez‐Prieto, Julia

doi:10.1039/c4tb00340c

Cited by 43 publications

(23 citation statements)

References 77 publications

(90 reference statements)

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“…Their emission wavelength is tunable by increasing the resonance within the BODIPY core [35]. The BODIPY dyes have been used in a variety of applications such as biological labels and probes [36][37][38], fluorescent probes [39], laser dyes [40,41], light emitting diodes [42], solar cells [43,44], and potential sensitizers in photodynamic therapy [45,46]. Although BODIPYs are versatile compounds with good optical properties, their use in developing bimodal contrast agents remain scarce [47][48][49][50][51][52].…”

Section: Introductionmentioning

confidence: 99%

Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging

et al. 2015

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The synthesis and characterization of a novel gadolinium(III) DOTA complex functionalized with a boron-dipyrromethene derivative (BODIPY) is described. The assembly of the complex relies on azide diazotransfer chemistry in a copper tube flow reactor. The azide thus formed is coupled directly with an alkyne via click chemistry, resulting into a paramagnetic and luminescent gadolinium(III) complex. Luminescent data and relaxometric properties of the complex have been evaluated, suggesting the potential applicability of the complexes as a bimodal contrast agent for magnetic resonance and optical imaging. The complex displays a bright emission at 523 nm with an absorption maximum of 507 nm and high quantum yields of up to 83% in water. The proton relaxivity of the complex measured at 310 K and at frequencies of 20 and 60 MHz had the values of 3.9 and 3.6 s −1 •mM −1 , respectively.

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Section: Introductionmentioning

confidence: 99%

Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging

et al. 2015

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“…The probability of the intersystem crossing can be enhanced in the presence of atoms with high atomic number such as iodine and bromine, which is known as the heavy atom effect [118]. Pérez-Prieto et al [96] reported the preparation of PEG-modified NaYF 4 :Yb/Er UCNPs loaded with a diiodo-substituted boron dipyrromethene (IBDP, absorption peak at 525 nm) photosensitizer. Control experiments showed that the addition of IBDP, bearing a carboxylic group to coordinate lanthanides, to oleate-capped UCNPs, led to the precipitation of the nanoparticles as a pink solid and these precipitates could not be dispersed in water, while the supernatant remained colorless.…”

Section: Polymer-based Loadingmentioning

confidence: 98%

Upconversion Nanoparticles for Light-Activated Therapy

Zhang¹

2014

Photon Upconversion Nanomaterials

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Light-activated therapy (LAT) has attracted enormous attention over the past decades because light enables noninvasive activation or release of various therapeutic compounds, such as photosensitizers, chemotherapeutic drugs, proteins, and genes with high spatial and temporal resolution. However, most currently used photosensitive compounds in LAT are sensitive to ultraviolet (UV) or visible light which suffers from some limitations such as low tissue penetration and photodamage to living organisms. Upconversion nanoparticles (UCNPs) that can convert near-infrared (NIR) light to visible/UV light have been proven to be effective for LAT in vivo in recent years, owing to the high tissue penetration and minimal photocytotoxicity of NIR light. Furthermore, hydrophilic UCNPs with targeting moieties can transport hydrophobic drugs in biological media and achieve active targeting, thus enhancing the therapeutic efficacy. In this chapter, we review the recent advances in the field of UCNP-based LAT with focus on photodynamic therapy (PDT) and NIR light-triggered release and uncaging.Keywords Light-activated therapy Á Upconversion nanoparticles Á Near-infrared excitation Á Photodynamic therapy Á Photosensitizer Á Light-triggered drug release Á Uncaging IntroductionThe past decades have seen considerable interest and progress in light-activated therapy (LAT), including photodynamic therapy (PDT), chemotherapy, gene therapy, and photothermal therapy (PTT) as light is noninvasive and controllable both spatially and temporally compared to other stimuli such as temperature, pH, ultrasound, and applied magnetic or electric fields [1,2]. Owing to these Zhenzhen Guo and Fan Zhang contributed together to this chapter.© Springer-Verlag Berlin Heidelberg 2015 F. Zhang, Photon Upconversion Nanomaterials, Nanostructure Science and Technology, DOI 10.1007/978-3-662-45597-5_9 285 advantages, this effective therapeutic approach is beneficial to control drug dosing in terms of quantity, location, and time, hence maximizing therapeutic effect while minimizing side effects [3]. However, the excitation of most commonly used photosensitizers for PDT and photoactive molecules for the release of chemotherapeutic drugs and genes relies on high-energy ultraviolet (UV) or visible light irradiation [4,5]. The tissue penetration depth of UV-visible light is shallow because of the scattering and absorption by tissue chromophores [6]. What is worse, the heterocyclic bases of DNA are major UV-absorbing chromophores in the skin. The absorption leads to damage of the DNA, which may result in the generation of tumors [7]. These limitations would greatly hamper their applications in vivo. Compared to UV and visible light, near-infrared (NIR) light has a larger penetration depth, lower levels of the auto-fluorescence , and photodamage effect [8] and is thus better suited for biomedical applications. Therefore, another component that is capable of converting NIR excitation into UV or visible emission should be introduced into current LAT systems in o...

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“…or inorganic structures like metallic composites [92][93][94]. BODIPY derivatives substituted with n-decyloxyphenyl and pentadecyl groups which can embed themselves into micellar form and BODIPY chemisorbed on NaYF 4 :Er 3+ , Yb 3+ up-conversion nanoparticles absorbing NIR region are both water soluble designs having desirable properties convenient for the biological media [95,96]. The enhanced permeability and retention (EPR) effect can be facilitated by incorporation of active targeting ligands onto the surface of nanostructures so that specific receptors on the cancerous cell membrane can be targeted selectively.…”

Section: Control On Pdt Through Ps Deliverymentioning

confidence: 99%

Photosensitization and controlled photosensitization with BODIPY dyes

Türksoy

Yıldız

Akkaya

2019

Coordination Chemistry Reviews

343

190

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Highly versatile BODIPY dyes proved themselves to be very useful as photosensitizers. These dyes can be derivatized to absorb essentially anywhere in the visible the near IR region of the spectrum. As a result of their diverse reactivity, singlet oxygen generation efficiency can be modulated very precisely, leading to a number of selective photosensitizers for photodynamic therapy. Among the biologically relevant modulators, glutathione concentration and pH received particular attention. In this review, we highlight modulatable BODIPY-based photodynamic photosensitizers, and various synthetically useful chemical reactions triggered by singlet oxygen and other reactive oxygen species generated by BODIPY-based photosensitizers.

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NIR excitation of upconversion nanohybrids containing a surface grafted Bodipy induces oxygen-mediated cancer cell death

Abstract: A nanohybrid comprising a diiodo-substituted Bodipy anchored to the surface of NaYF4:Er3+, Yb3+ nanoparticles showed its effectiveness in inducing cancer cell death under NIR irradiation.

Cited by 43 publications

References 77 publications

Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging

Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging

Upconversion Nanoparticles for Light-Activated Therapy

Photosensitization and controlled photosensitization with BODIPY dyes

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