Singlet Oxygen Reacts with 2′,7′‐Dichlorodihydrofluorescein and Contributes to the Formation of 2′,7′‐Dichlorofluorescein

Daghastanli, Nasser Ali; Itri, Rosângela; Baptista, Maurı́cio S.

doi:10.1111/j.1751-1097.2008.00345.x

Cited by 67 publications

(55 citation statements)

References 38 publications

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“…Intracellular ROS was quantified by measuring the fluorescence from the oxidation product of dichlorofluorescin diacetate (DCF-DA) using an established protocol wherein cells were pre-treated with either 25 µg mL À1 or 50 µg mL À1 of AZ prior to irradiation. DCFA-DA is advantageous in that it is oxidized by several of the ROS induced in cells by UV exposure (including peroxyl and hydroxyl radicals, singlet oxygen, peroxynitrite and hydrogen peroxide) [20,21]. Results appear in Fig.…”

Section: Resultsmentioning

confidence: 99%

Acetyl zingerone: An efficacious multifunctional ingredient for continued protection against ongoing DNA damage in melanocytes after sun exposure ends

Chaudhuri¹,

Meyer²,

Premi

et al. 2019

Intern J of Cosmetic Sci

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OBJECTIVE: Recent research has shown that significant levels of cyclobutane pyrimidine dimers (CPDs) in DNA continue to form in melanocytes for several hours in the dark after exposure to ultraviolet radiation (UVR) ends. We document the utility of a new multifunctional ingredient, 3-(4-hydroxy, 3-methoxybenzyl)-pentane-2,4-dione (INCI acetyl zingerone (AZ)), to protect melanocytes against CPD formation after UVR exposure ends. METHODS: The use of AZ as an intervention to reduce CPD formation after irradiation was assessed in vitro by comparing kinetic profiles of CPD formation for several hours after irradiation in cells that were untreated or treated with AZ immediately after irradiation. Multifunctional performance of AZ as an antioxidant, quencher and scavenger was established using industry-standard in vitro chemical assays, and then, its efficacy in a more biological assay was confirmed by its in vitro ability to reduce intracellular levels of reactive oxygen species (ROS) in keratinocytes exposed to UVA radiation. Molecular photostability was assessed in solution during exposure to solar-simulated UVR and compared with the conventional antioxidant a-tocopherol. RESULTS: Even when added immediately after irradiation, AZ significantly inhibited ongoing formation of CPDs in melanocytes after exposure to UVA. Incubation with AZ before irradiation decreased intracellular levels of UVA-induced ROS formation in keratinocytes. Compared with a-tocopherol, the molecular structure of AZ endows it with significantly better photostability and efficacy to neutralize free radicals (•OH, •OOH), physically quench singlet oxygen ( 1 O 2 ) and scavenge peroxynitrite (ONOO À ). CONCLUSION: These results designate AZ as a new type of multifunctional ingredient with strong potential to extend photoprotection of traditional sunscreens and daily skincare products over the first few hours after sun exposure ends. (ONOO -).CONCLUSION: Ces r esultats montrent que l'AZ, consid er e comme un ingr edient multifonctionnel d'un type nouveau, jouit d'un fort potentiel de prolongation de l'effet photoprotecteur des ecrans solaires traditionnels et des produits de soins de la peau pendant quelques heures apr es la fin de l'exposition au soleil.

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Section: Resultsmentioning

confidence: 99%

Acetyl zingerone: An efficacious multifunctional ingredient for continued protection against ongoing DNA damage in melanocytes after sun exposure ends

Chaudhuri¹,

Meyer²,

Premi

et al. 2019

Intern J of Cosmetic Sci

View full text Add to dashboard Cite

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“…DCFH‐DA is a non‐fluorescent substance that can penetrate cells and transform into DCFH, which cannot pass through membranes, and is further oxidized into a fluorescent substance (DCF) by ROS. Therefore, the intensity of fluorescence reflects the level of ROS (Daghastanli, Itri, & Baptista, ). In this study, the intensity of fluorescence in FAC treated cells (0.8, 1.6, and 2.4 mmol/L) increased compared with the control (Figure c).…”

Section: Resultsmentioning

confidence: 99%

Iron overload induces G1 phase arrest and autophagy in murine preosteoblast cells

Cen¹,

Feng²,

Li³

et al. 2018

Journal Cellular Physiology

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This study aimed to investigate the cell cycle arrest and autophagy induced by iron overload in MC3T3-E1 cells. MC3T3-E1 cells were cultured in different concentrations of ferric ammonium citrate (FAC), and Perls' Prussian blue reaction was used to detect the iron levels of the cells. CCK-8 assays were used to detect the growth of MC3T3-E1. The level of reactive oxygen species (ROS) within cells was investigated with DCFH-DA. PI staining was used to analyze the cell cycle distribution of MC3T3-E1 cells. Finally, the expression levels of cell cycle related proteins, autophagy related proteins, AKT, p38 MAPK, Stat3, and their downstream proteins were detected with Western blot assays. The results showed that the iron levels of MC3T3-E1 cells increased with increasing concentrations of FAC. High levels of ferric ion inhibited proliferation of MC3T3-E1 cells and increased their ROS levels. Additionally, iron overload induced G1arrest in MC3T3-E1 cells and down-regulated the expression of Cyclin D , Cyclin D , CDK2, CDK4 and CDK6, but up-regulated p27 Kip1. In addition, the expression levels of Beclin-1 and LC3 II increased, but that of p62 decreased. Further experiments showed that the phosphorylation of AKT and its downstream proteins p-GSK-3β(Ser9) and p-mTOR (Ser2448) were decreased. The levels of p-p38 and p53 were up-regulated while those of cdc25A and p-ERK 1/2 were down-regulated. Phosphorylation of Stat3 and its downstream proteins was all decreased. These results show that iron overload generates ROS, blocks the PI3K/AKT and Jak/Stat3 signal pathways, and activates p38 MAPK, subsequently inducing G1 arrest and autophagy in MC3T3-E1 cells.

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“…ROOH were quantified via their oxidation of the nonfluorescent H 2 DCF to the fluorescent dye DCF (34) (see above). To avoid the controversial direct oxidation of H 2 DCF by singlet oxygen (63,64), the reagent was added to the sample after irradiation. Before irradiation, the LDL fractions contained nine times more ROOH (13 μ m ) than the HDL fractions (1.5 μ m ), irrespective of the presence or absence of the pigment.…”

Section: Resultsmentioning

confidence: 99%

Photochemistry of Bacteriochlorophylls in Human Blood Plasma: 1. Pigment Stability and Light‐induced Modifications of Lipoproteins

Dandler¹,

Wilhelm²,

Scheer³

2010

Photochem & Photobiology

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Transmetalated derivatives of bacteriochlorophyll are promising sensitizers in photodynamic therapy. Protocols using short delay times between injection and irradiation cause interest in the photochemistry of these pigments in the blood. Using near-infrared irradiation where these pigments absorb strongly, we have studied the photochemistry of Zn- and Pd-bacteriopheophorbide (WST09), and of the highly polar taurinated Pd-derivative, WST11, in isolated fractions of human blood plasma. The stability of all pigments is increased in blood plasma, compared with monomeric solutions. Pd-bacteriopheophorbide is much more stable than the other two derivatives. It also has a higher capacity for inducing reactive oxygen species, yet the consumption of oxygen is comparable. There is furthermore evidence for photobleaching under anoxic conditions. The generation of hydroperoxides (ROOH) is faster with Pd- than with Zn-complexes; the formation of endoperoxides (ROOR'), measured as thiobarbituric acid reactive substances, is comparable with the two central metals. Formation of both ROOH and ROOR' is increased in low-density lipoproteins (LDL) compared with high-density lipoproteins (HDL), which is probably related to the higher concentration of target molecules in the former. In HDL, extensive cross-linking is induced among the apolipoproteins; judged from the electrophoretic mobility of LDL and HDL particles, there is also a gross structural change. Photosensitized cross-linking is much less pronounced with high-density proteins.

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Singlet Oxygen Reacts with 2′,7′‐Dichlorodihydrofluorescein and Contributes to the Formation of 2′,7′‐Dichlorofluorescein

Cited by 67 publications

References 38 publications

Acetyl zingerone: An efficacious multifunctional ingredient for continued protection against ongoing DNA damage in melanocytes after sun exposure ends

Acetyl zingerone: An efficacious multifunctional ingredient for continued protection against ongoing DNA damage in melanocytes after sun exposure ends

Iron overload induces G1 phase arrest and autophagy in murine preosteoblast cells

Photochemistry of Bacteriochlorophylls in Human Blood Plasma: 1. Pigment Stability and Light‐induced Modifications of Lipoproteins

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