Generation of semiquinone radical anion and reactive oxygen (1O2, O2•− and •OH) during the photosensitization of a water-soluble perylenequinone derivative

Hu, Yi-Zhen; Jiang, Lijin

doi:10.1016/1011-1344(95)07227-6

Cited by 41 publications

(12 citation statements)

References 17 publications

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“…Haber-Weiss reaction hardly occurs in aqueous solution in the absence of transition metal ions which catalyze decomposition of hydrogen peroxide to hydroxy radical (Hu and Jiang 1996).…”

Section: R: Concise Reviews In Food Sciencementioning

confidence: 99%

Chemistry and Reactions of Reactive Oxygen Species in Foods

Choe¹,

Min²

2006

Journal of Food Science

203

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A AVID VID VID VID VID B B B B B. M . M . M . M . MIN IN IN IN IN ABSTRA ABSTRA ABSTRA ABSTRA ABSTRACT CT CT CT CT: R : R : R : R : Reactiv eactiv eactiv eactiv eactive o e o e o e o e oxygen species (R xygen species (R xygen species (R xygen species (R xygen species (ROS) is for OS) is for OS) is for OS) is for OS)is formed enzymatically med enzymatically med enzymatically med enzymatically med enzymatically, , and by irr y irr y irr y irr y irradiation adiation adiation adiation adiation of food. I of food. I of food. I of food. I of food. It is also for t is also for t is also for t is also for t is also formed b med b med b med b med by the decomposition and the inter y the decomposition and the inter y the decomposition and the inter y the decomposition and the inter y the decomposition and the inter-r -r -r -r -reactions of R eactions of R eactions of R eactions of R eactions of ROS. OS. OS. OS. OS. The hy The hyThe hy The hy The hydr dr dr dr dro o o o oxy r xy r xy r xy r xy radical is the most adical is the most adical is the most adical is the most adical is the most reactive ROS and then followed by singlet oxygen. Reactions of ROS with food components produce undesirable reactive ROS and then followed by singlet oxygen. Reactions of ROS with food components produce undesirable reactive ROS and then followed by singlet oxygen. Reactions of ROS with food components produce undesirable reactive ROS and then followed by singlet oxygen. Reactions of ROS with food components produce undesirable reactive ROS and then followed by singlet oxygen. Reactions of ROS with food components produce undesirable volatile compounds and carcinogens, destroy essential nutrients, and change the functionalities of proteins, lipids, volatile compounds and carcinogens, destroy essential nutrients, and change the functionalities of proteins, lipids, volatile compounds and carcinogens, destroy essential nutrients, and change the functionalities of proteins, lipids, volatile compounds and carcinogens, destroy essential nutrients, and change the functionalities of proteins, lipids, volatile compounds and carcinogens, destroy essential nutrients, and change the functionalities of proteins, lipids, and carbohy and carbohy and carbohy and carbohy and carbohydr dr dr dr drates ates ates ates ates. Lipid o . Lipid o . Lipid o .

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“…Haber-Weiss reaction hardly occurs in aqueous solution in the absence of transition metal ions which catalyze decomposition of hydrogen peroxide to hydroxy radical (Hu and Jiang 1996).…”

Section: R: Concise Reviews In Food Sciencementioning

confidence: 99%

Chemistry and Reactions of Reactive Oxygen Species in Foods

Choe¹,

Min²

2006

Journal of Food Science

203

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“…While their low absorption in the photodynamic window (600-900 nm) limit their applications in photodynamic therapy (PDT) because the longer wavelength light can penetrate in tissues effectively. The hypocrellin derivatives have been prepared recently [6][7][8][9][10], but with few promising results.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and photodynamic activity of phenmethylamino-demethoxy-hypocrellin B

Chen

Zhang

et al. 2003

Journal of Photochemistry and Photobiology B: Biology

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“…However, the naturally occurring compounds are only lipid soluble and exhibit little absorption in the photodynamic window (600–900 nm), which limits their application in PDT. To improve water solubility and red absorptivity of hypocrellins, a series of hypocrellin derivatives have been synthesized in the last 20 years (10–17), among which are the amino‐substituted hypocrellins (5,18,19). Their photoresponse was enhanced remarkably, and they possessed higher photodynamic activity than the other derivatives.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Three Novel Amphiphilic Aminated Hypocrellins as Photodynamic Therapeutic Agents¶

Chen

Zhang

et al. 2007

Photochemistry and Photobiology

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To improve the amphiphilicities and red absorption of the hypocrellins, three novel 2‐amino‐2‐demethoxy‐hypocrellins were synthesized by the mild reactions of hypocrellin B with 4‐(2‐amino‐ethyl)morpholine, N,N‐dimethylethylenediamine and 1‐(2‐amino‐ethyl)piperazine, respectively. The structures of these derivatives were characterized with proton nuclear magnetic resonance, infrared and mass spectra (MS). The ultraviolet–visible absorption and fluorescence spectra of the derivatives were measured and the new amino‐substituted hypocrellins showed strong absorption in the domain of the phototherapeutic window (600–900 nm). Their amphiphilicities evaluated via the partition coefficients between n‐octanol and phosphate‐buffered saline buffer improved remarkably. Electron paramagnetic resonance spin‐trapping measurements were used to investigate the photodynamic action of the three compounds in the presence of oxygen. Singlet oxygen (1O2) and superoxide anion radical (O2•−) generated by illuminating the hypocrellin derivatives in aerobic solution were observed.

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Generation of semiquinone radical anion and reactive oxygen (1O2, O2•− and •OH) during the photosensitization of a water-soluble perylenequinone derivative

Cited by 41 publications

References 17 publications

Chemistry and Reactions of Reactive Oxygen Species in Foods

Chemistry and Reactions of Reactive Oxygen Species in Foods

Synthesis, characterization and photodynamic activity of phenmethylamino-demethoxy-hypocrellin B

Synthesis and Characterization of Three Novel Amphiphilic Aminated Hypocrellins as Photodynamic Therapeutic Agents¶

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