Effect of multiple cyclic RGD peptides on tumor accumulation and intratumoral distribution of IRDye 700DX-conjugated polymers

Dou, Xuebo; Nomoto, Takahiro; Takemoto, Hiroyuki; Matsui, Makoto; Tomoda, Keishiro; Nishiyama, Nobuhiro

doi:10.1038/s41598-018-26593-0

Cited by 28 publications

(19 citation statements)

References 44 publications

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“…37 As several c(RGDfK) derivatives have entered clinical trials as tumour therapies and diagnostic imaging agents, covalent labelling with NIR-fluorophores is particularly attractive. 38…”

Section: Resultsmentioning

confidence: 99%

Continuous Flow Bioconjugations of NIR-AZA Fluorophores via Strained Alkyne Cycloadditions with Intra-chip Fluorogenic Monitoring

O’Shea

Fitzgerald

2021

Preprint

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The importance of bioconjugation reactions continues to grow as the need for cell specific targeting and dual therapeutic plus diagnostic medical applications increase. This necessitates new bioconjugation chemistries, synthetic and analytical methods. With this goal, continuous flow bioconjugations were readily achieved with short residence times for strained alkyne substituted carbohydrate and peptide biomolecules in reaction with azide and tetrazine substituted fluorophores. The catalyst and reagent-free inverse electron demand tetrazine cycloadditions proved more favourable than the azide 1,3-dipolar cycloadditions. The use of a fluorogenic tetrazine fluorophore in a glass channelled reactor chip allowed for intra-chip reaction monitoring by recording fluorescence intensities at various positions throughout the chip. As the Diels-Alder reactions proceeded through the chip, the fluorescence intensity increased accordingly in real-time. This novel approach to continuous flow bioconjugation reaction with monitoring may offer advantages over post-chip analysis.

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“…37 As several c(RGDfK) derivatives have entered clinical trials as tumour therapies and diagnostic imaging agents, covalent labelling with NIR-fluorophores is particularly attractive. 38…”

Section: Resultsmentioning

confidence: 99%

Continuous Flow Bioconjugations of NIR-AZA Fluorophores via Strained Alkyne Cycloadditions with Intra-chip Fluorogenic Monitoring

O’Shea

Fitzgerald

2021

Preprint

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“…This suggested that the optimal administration route for YLG-1 was IT injection. Indeed, IT injection is an acknowledged administration route applied in many studies[24-27]. Compared with conventional systematic administration, a small amount of photosensitizer could be effective via IT injection.…”

Section: Discussionmentioning

confidence: 99%

Effect of photodynamic therapy with (17R,18R)-2-(1-hexyloxyethyl)-2-devinyl chlorine E6 trisodium salt on pancreatic cancer cells in vitro and in vivo

Shen¹,

Cao²,

Sun³

et al. 2018

WJG

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AIMTo investigate the antitumor effects and underlying mechanisms of (17R,18R)-2-(1-hexyloxyethyl)-2-devinyl chlorine E6 trisodium salt (YLG-1)-induced photodynamic therapy (PDT) on pancreatic cancer in vitro and in vivo.METHODSYLG-1 is a novel photosensitizer extracted from spirulina. Its phototoxicity, cellular uptake and localization, as well as its effect on reactive oxygen species (ROS) production, apoptosis, and expression of apoptosis-associated proteins were detected in vitro. An in vivo imaging system (IVIS), the Lumina K imaging system, and mouse models of subcutaneous Panc-1-bearing tumors were exploited to evaluate the drug delivery pathway and pancreatic cancer growth in vivo.RESULTSYLG-1 was localized to the mitochondria, and the appropriate incubation time was 6 h. Under 650 nm light irradiation, YLG-1-PDT exerted a potent cytotoxic effect on pancreatic cancer cells in vitro, which could be abolished by the ROS scavenger N-acetyl-L-cysteine (NAC). The death mode caused by YLG-1-PDT was apoptosis, accompanied by upregulated Bax and cleaved Caspase-3 and decreased Bcl-2 expression. The results from the IVIS images suggested that the optimal administration route was intratumoral (IT) injection and that the best time to conduct YLG-1-PDT was 2 h post-IT injection. Consistent with the results in vitro, YLG-1-PDT showed great growth inhibition effects on pancreatic cancer cells in a mouse model.CONCLUSIONYLG-1 is a potential photosensitizer for pancreatic cancer PDT via IT injection, the mechanisms of which are associated with inducing ROS and promoting apoptosis.

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“…Conjugating PSs with peptides that target molecules on the cancer cell surface is another strategy. PS conjugated with an RGD peptide targeting the α v β 3 integrin, which is overexpressed in tumor cells and tumor-associated blood vessels, showed specific accumulation in tumor tissue and tumor blood vessels [ 94 , 95 ]. The A20FMDV2 peptide, originated from the VP1 coat protein of the foot-and-mouth disease virus, and the HK peptide specifically target the α v β 6 integrin on expressing tumors [ 18 , 96 , 97 , 98 ].…”

Section: Summary and Perspectivesmentioning

confidence: 99%

Potential of Photodynamic Therapy Based on Sugar-Conjugated Photosensitizers

Kataoka

Nishie

Tanaka

et al. 2021

JCM

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In 2015, the Japanese health insurance approved the use of a second-generation photodynamic therapy (PDT) using talaporfin sodium (TS); however, its cancer cell selectivity and antitumor effects of TS PDT are not comprehensive. The Warburg effect describes the elevated rate of glycolysis in cancer cells, despite the presence of sufficient oxygen. Because cancer cells absorb considerable amounts of glucose, they are visible using positron emission tomography (PET). We developed a third-generation PDT based on the Warburg effect by synthesizing novel photosensitizers (PSs) in the form of sugar-conjugated chlorins. Glucose-conjugated (tetrafluorophenyl) chlorin (G-chlorin) PDT revealed significantly stronger antitumor effects than TS PDT and induced immunogenic cell death (ICD). ICD induced by PDT enhances cancer immunity, and a combination therapy of PDT and immune checkpoint blockers is expected to synergize antitumor effects. Mannose-conjugated (tetrafluorophenyl) chlorin (M-chlorin) PDT, which targets cancer cells and tumor-associated macrophages (TAMs), also shows strong antitumor effects. Finally, we synthesized a glucose-conjugated chlorin e6 (SC-N003HP) that showed 10,000–50,000 times stronger antitumor effects than TS (IC50) in vitro, and it was rapidly metabolized and excreted. In this review, we discuss the potential and the future of next-generation cancer cell-selective PDT and describe three types of sugar-conjugated PSs expected to be clinically developed in the future.

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Effect of multiple cyclic RGD peptides on tumor accumulation and intratumoral distribution of IRDye 700DX-conjugated polymers

Cited by 28 publications

References 44 publications

Continuous Flow Bioconjugations of NIR-AZA Fluorophores via Strained Alkyne Cycloadditions with Intra-chip Fluorogenic Monitoring

Continuous Flow Bioconjugations of NIR-AZA Fluorophores via Strained Alkyne Cycloadditions with Intra-chip Fluorogenic Monitoring

Effect of photodynamic therapy with (17R,18R)-2-(1-hexyloxyethyl)-2-devinyl chlorine E6 trisodium salt on pancreatic cancer cells in vitro and in vivo

Potential of Photodynamic Therapy Based on Sugar-Conjugated Photosensitizers

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