Near IR excitation of heavy atom free Bodipy photosensitizers through the intermediacy of upconverting nanoparticles

Topel, Seda Demirel; Cin, Günseli Turgut; Akkaya, Engin U.

doi:10.1039/c4cc03387f

Cited by 34 publications

(20 citation statements)

References 37 publications

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“…In this regard, different theories about the photosensitization mechanism in orthogonal BODIPY dimers have been proposed (93‐105). Thus, the experimental and computational studies conducted by Akkaya et al .…”

Section: Resultsmentioning

confidence: 99%

Exploring BODIPY Derivatives as Singlet Oxygen Photosensitizers for PDT

Prieto-Montero

Prieto‐Castañeda

Sola-Llano

et al. 2020

Photochem & Photobiology

113

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This minireview is devoted to honoring the memory of Dr. Thomas Dougherty, a pioneer of modern photodynamic therapy (PDT). It compiles the most important inputs made by our research group since 2012 in the development of new photosensitizers based on BODIPY chromophore which, thanks to the rich BODIPY chemistry, allows a finely tuned design of the photophysical properties of this family of dyes to serve as efficient photosensitizers for the generation of singlet oxygen. These two factors, photophysical tuning and workable chemistry, have turned BODIPY chromophore as one of the most promising dyes for the development of improved photosensitizers for PDT. In this line, this minireview is mainly related to the establishment of chemical methods and structural designs for enabling efficient singlet oxygen generation in BODIPYs. The approaches include the incorporation of heavy atoms, such as halogens (iodine or bromine) in different number and positions on the BODIPY scaffold, and also transition metal atoms, by their complexation with Ir(III) center, for instance. On the other hand, low‐toxicity approaches, without involving heavy metals, have been developed by preparing several orthogonal BODIPY dimers with different substitution patterns. The advantages and drawbacks of all these diverse molecular designs based on BODIPY structural framework are described.

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Section: Resultsmentioning

confidence: 99%

Exploring BODIPY Derivatives as Singlet Oxygen Photosensitizers for PDT

Prieto-Montero

Prieto‐Castañeda

Sola-Llano

et al. 2020

Photochem & Photobiology

113

View full text Add to dashboard Cite

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“…For instance, Akkaya et al [102] attached carboxyl-functionalized boron dipyrromethene (Bodipy) dyes to PEI-modified NaYF 4 :Yb/Er/Ce UCNPs in the presence of DCC/DMAP coupling reagents. Tan et al [103] prepared thioglycolic acid-modified N-TiO 2 for the conjugation with PEI-modified NaYF 4 : Yb/Tm, and the PDT effect was mainly attributed to OH· instead of 1 O 2 .…”

Section: Covalent Conjugationmentioning

confidence: 99%

“…50 % human neuroblastoma SH-SY5Y cell death was observed. However, the incorporation of heavy atoms may also lead to an increased dark toxicity [102].…”

Section: Polymer-based Loadingmentioning

confidence: 99%

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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“…The widely used PS can be divided into several categories, such as porphyrin [1e3], phthalocyanine [4e6], Bodipy dyes [7,8], methylene blue [9], and rose bengal [10]. However, the maximal absorption wavelength of these PS is located in the visible region, which is not suitable for indepth treatment.…”

Section: Introductionmentioning

confidence: 99%