Photodynamic Deoxyribonucleic Acid (DNA) Strand Breaking Activities of Enoxacin and Afloqualone.

Iwamoto, Yoshihisa; Itoyama, Toshio; Yasuda, Kyoko; Uzuhashi, Tetsuro; Tanizawa, Hisayuki; Takino, Yoshio; Oku, Teruaki; Hashizume, Hideo; Yanagihara, Yasutake

doi:10.1248/cpb.40.1868

Cited by 21 publications

(12 citation statements)

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“…It has been reported that AQ, upon irradiation with UVA, reacts with several biomolecules, including lipids and DNA.69 Afloqualone induces UVA-photosensitized peroxidation of squalene, an unsaturated lipid: and has a photodynamic DNA strand-breaking Singlet oxygen has been shown to be involved in these activities. 6,8 In addition to these molecules, a study of AQ photoinactivation of bacteriophage has suggested that protein is one of the targets for AQ photosensiti~ity.~ The present study clearly demonstrated that AQ is covalently coupled to BSA by irradiation with UVA but not UVB. While the peak absorption of AQ is in the UVB wave range, photoconjugation between AQ and BSA occurs in the UVA range.…”

Section: Discussionsupporting

confidence: 53%

Afloqualone Photosensitivity. Immunogenicity of Afloqualone‐photomodified Epidermal Cells

Tokura¹,

Ogai²,

Yanagimoto³

et al. 1994

Photochem & Photobiology

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Afloqualone (AQ) is an oral muscle relaxant and evokes ultraviolet A (UVA)-induced photosensitivity dermatitis as a side effect. Histologic observations of the skin eruption suggest that AQ photosensitivity is mediated not only by phototoxic but also by photoallergic mechanisms. To address the immunological mechanisms of AQ photosensitivity, we examined the immunogenicity of AQ-photomodified epidermal cells in mice. Afloqualone was covalently coupled with bovine serum albumin by irradiation with UVA but not UVB. Because of this ability of AQ to photobind to protein, murine epidermal cells were easily modified with AQ by exposure to UVA. Subcutaneous inoculation of AQ-photomodified epidermal cells successfully induced an antigen-specific delayed-type hypersensitivity in mice. These findings suggest that AQ-photoderivatized epidermal cells are highly immunogenic and that photomodification of epidermal cells with AQ is an initial event to evoke AQ photosensitivity dermatitis.

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Section: Discussionsupporting

confidence: 53%

Afloqualone Photosensitivity. Immunogenicity of Afloqualone‐photomodified Epidermal Cells

Tokura¹,

Ogai²,

Yanagimoto³

et al. 1994

Photochem & Photobiology

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“…Cleavage: Almost all FQs have been reported to induce SSB on plasmid DNA: ENO (18,37,52,87,(108)(109)(110)(111), PEF (18,108,109), BAY (40,81,106), LOM (37,40,81,87,108,109,(111)(112)(113), NOR (18,29,87,108,109,111), SPA (37,87,108,109,112,114), OFL (37,39,45,87,108,109,111), CIP (37,40,87,108,109,(111)(112)(113), LEV…”

Section: Nucleic Acidsmentioning

confidence: 99%

Photosensitization Reactions of Fluoroquinolones and Their Biological Consequences

Guidi

Bracchitta

Catalfo

2011

Photochem & Photobiology

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This review focuses on damage photosensitized by the fluoroquinolone (FQ) antibacterial drugs. Different models are employed to study biosubstrate photodamage mediated by FQs (organisms, cells, isolated biomolecules and super molecules). Being that the effect of environment (polarity of the medium, ions, pH, binding with bio-molecules, etc.) is crucial in FQ photochemistry, photobiological reactions can be consequently dramatically influenced. Thus, the photosensitization processes induced by FQs are here discussed taking into account that such extensive and cross-targeted pathological implications request an excursus covering photosensitization in systems of increasing molecular complexity. In vivo and in vitro evidences for photoallergy, phototoxicity, photomutagenesis and photocarcinogenesis mediated by FQs are discussed.

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“…The photoreactions are divided into the phototoxic and photoallergic types. While the phototoxic reaction is mediated by oxygen intermediates without specific immune reactions [2,3], photoallergic reaction occurs as a consequence of a specific immune reaction mediated by antigen-specific, sensitized T cells [4][5][6][7][8]. Two mechanisms have been put forward in T-cell recognition of photoallergic small molecules as photoantigen, i.e.…”

Section: Introductionmentioning

confidence: 99%

Addition of UVA-absorber butyl methoxy dibenzoylmethane to topical ketoprofen formulation reduces ketoprofen-photoallergic reaction

Atarashi¹,

Takano²,

Kato³

et al. 2012

Journal of Photochemistry and Photobiology B: Biology

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Photodynamic Deoxyribonucleic Acid (DNA) Strand Breaking Activities of Enoxacin and Afloqualone.

Cited by 21 publications

References 1 publication

Afloqualone Photosensitivity. Immunogenicity of Afloqualone‐photomodified Epidermal Cells

Afloqualone Photosensitivity. Immunogenicity of Afloqualone‐photomodified Epidermal Cells

Photosensitization Reactions of Fluoroquinolones and Their Biological Consequences

Addition of UVA-absorber butyl methoxy dibenzoylmethane to topical ketoprofen formulation reduces ketoprofen-photoallergic reaction

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