A biotin receptor-targeted silicon(IV) phthalocyanine for in vivo tumor imaging and photodynamic therapy

Li, Ké; Dong, Wenyi; Liu, Qingzhu; Lv, Gaochao; Xie, Minhao; Sun, Xinchen; Qiu, Ling; Lin, Jianguo

doi:10.1016/j.jphotobiol.2018.09.001

Cited by 51 publications

(49 citation statements)

References 39 publications

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“…The hydrophilic or lipophilic character of BODIPYs 2 – 5 was evaluated by determining the 1‐octanol‐water partition coefficient ( P ). This parameter is usually assessed by spectrophotometric measurements of the concentration of a tested compound in the organic and aqueous phases and expressed as log P value, following the equation: log P =log ([1‐octanol]/[water]) [39–41] . The positive value of log P corresponds with the lipophilic compounds, while negative value stands for hydrophilic ones.…”

Section: Resultsmentioning

confidence: 99%

BODIPY‐Based Photosensitizers as Potential Anticancer and Antibacterial Agents: Role of the Positive Charge and the Heavy Atom Effect

et al. 2020

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Boron‐dipyrromethene derivatives, including cationic and iodinated analogs, were obtained and subjected to physicochemical and in vitro photodynamic activity studies. Iodinated derivatives revealed a substantial heavy atom effect manifested by a bathochromic shift of the absorption band by about 30 nm and fluorescence intensity reduced by about 30–35 times, compared to that obtained for non‐iodinated ones. In consequence, singlet oxygen generation significantly increased with ΦΔ values in the range 0.69–0.97. The in vitro photodynamic activity was evaluated on Gram‐positive Staphylococcus aureus, Gram‐negative Escherichia coli, and on human androgen‐sensitive prostate adenocarcinoma cells (LNCaP). The novel cationic, iodinated BODIPY, demonstrated the highest activity toward all studied cells. An excellent cytotoxic effect was found against LNCaP cells with an IC50 value of 19.3 nM, whereas the viability of S. aureus was reduced by >5.6 log10 at 0.25 μM concentration and by >5.3 log10 in the case of E. coli at 5 μM. Thus, this analog seems to be a very promising candidate for the application in both anticancer and antimicrobial photodynamic therapy.

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Section: Resultsmentioning

confidence: 99%

BODIPY‐Based Photosensitizers as Potential Anticancer and Antibacterial Agents: Role of the Positive Charge and the Heavy Atom Effect

et al. 2020

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“… 24 , 28 , 37 , 38 The biotin-conjugated fluorescent probes have been used in preclinical studies, and fluorescence images showed the accumulation in tumor tissues of murine xenograft tumor models. 29 − 31 However, these tracers are biotin conjugates with grossly modified structures and their in vivo profile is not consistent with the literature reports of biotin biodistribution and transporter expression. 26 , 27 Indeed, changes to the carboxylic acid function (esterification, amidation, and decarboxylation) or heterocyclic moiety (sulfoxidation and elimination of the ureido carbonyl group) prevent their biorecognition by biotin transporters.…”

Section: Introductionmentioning

confidence: 69%

“…Biotin has already been radiolabeled using PET and single-photon emission computed tomography (SPECT) radionuclides such as 64 Cu, 18 F, 111 In, 125 I, 131 I, 68 Ga, and 99m Tc 21 − 28 and conjugated with fluorophores for optical imaging. 29 − 31 However, these “biotin-inspired” imaging probes have been developed via the conjugation of the carboxylic group of biotin to chelators or linkers bearing a radionuclide or a fluorophore. These radiotracers have been used in preclinical and clinical settings to detect Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus) infection, which express biotin transporters (BirB and BioY, respectively) 32 − 36 and tumor antigens by exploiting the strong interaction ( K d ≈ 10 –15 M) between radiolabeled biotin and preaccumulated antibody–avidin conjugates (a pretargeting approach).…”

Section: Introductionmentioning

confidence: 99%

Imaging Biotin Trafficking In Vivo with Positron Emission Tomography

et al. 2020

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The water-soluble vitamin biotin is essential for cellular growth, development, and well-being, but its absorption, distribution, metabolism, and excretion are poorly understood. This paper describes the radiolabeling of biotin with the positron emission tomography (PET) radionuclide carbon-11 ([ 11 C]biotin) to enable the quantitative study of biotin trafficking in vivo. We show that intravenously administered [ 11 C]biotin is quickly distributed to the liver, kidneys, retina, heart, and brain in rodents—consistent with the known expression of the biotin transporter—and there is a surprising accumulation in the brown adipose tissue (BAT). Orally administered [ 11 C]biotin was rapidly absorbed in the small intestine and swiftly distributed to the same organs. Preadministration of nonradioactive biotin inhibited organ uptake and increased excretion. [ 11 C]Biotin PET imaging therefore provides a dynamic in vivo map of transporter-mediated biotin trafficking in healthy rodents. This technique will enable the exploration of biotin trafficking in humans and its use as a research tool for diagnostic imaging of obesity/diabetes, bacterial infection, and cancer.

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“…Biotin (vitamin H) is a desirable tumor-targeted ligand due to the overexpression of its receptors in many cancer cells, such as ovarian cancer cells, colon cancer cells, lung cancer cells, kidney cells, and breast cancer cells. In contrast, the biotin receptor is rarely expressed in normal cells [ 123 , 124 ]. Because biotin is an essential micronutrient, rapidly proliferating malignant cells require extra biotin receptors to meet their biotin uptake requirements [ 125 ].…”

Section: Functionalization Strategies Of Alginate-based Platforms mentioning

confidence: 99%

Alginate-Based Platforms for Cancer-Targeted Drug Delivery

Shang

et al. 2020

BioMed Research International

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As an acidic, ocean colloid polysaccharide, alginate is both a biopolymer and a polyelectrolyte that is considered to be biocompatible, nontoxic, nonimmunogenic, and biodegradable. A significant number of studies have confirmed the potential use of alginate-based platforms as effective vehicles for drug delivery for cancer-targeted treatment. In this review, the focus is on the formation of alginate-based cancer-targeted delivery systems. Specifically, some general chemical and physical properties of alginate and different types of alginate-based delivery systems are discussed, and various kinds of alginate-based carriers are introduced. Finally, recent innovative strategies to functionalize alginate-based vehicles for cancer targeting are described to highlight research towards the optimization of alginate.

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A biotin receptor-targeted silicon(IV) phthalocyanine for in vivo tumor imaging and photodynamic therapy

Cited by 51 publications

References 39 publications

BODIPY‐Based Photosensitizers as Potential Anticancer and Antibacterial Agents: Role of the Positive Charge and the Heavy Atom Effect

BODIPY‐Based Photosensitizers as Potential Anticancer and Antibacterial Agents: Role of the Positive Charge and the Heavy Atom Effect

Imaging Biotin Trafficking In Vivo with Positron Emission Tomography

Alginate-Based Platforms for Cancer-Targeted Drug Delivery

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