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Real-time Visualization of Photochemically Induced Fluorescence of 8-Halogenated Quinolones: Lomefloxacin, Clinafloxacin and Bay3118 in Live Human HaCaT Keratinocytes
Halogenoquinolones are potent and widely used antimicrobials blocking microbial DNA synthesis. However, they induce adverse photoresponses through the absorption of UV light, including phototoxicity and photocarcinogenicity. The phototoxic responses may be the result of photosensitization of singlet...
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Published in: | Photochemistry and photobiology 2010-07, Vol.86 (4), p.792-797 |
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description | Halogenoquinolones are potent and widely used antimicrobials blocking microbial DNA synthesis. However, they induce adverse photoresponses through the absorption of UV light, including phototoxicity and photocarcinogenicity. The phototoxic responses may be the result of photosensitization of singlet oxygen, production of free radicals and/or other reactive species resulting from photodehalogenation. Here, we report the use of laser scanning confocal microscopy to detect and to follow the fluorescence changes of one monohalogenated and three di‐halogenated quinolones in live human epidermal keratinocyte cells during in situ irradiation by confocal laser in real time. Fluorescence image analysis and co‐staining with the LysoTracker probe showed that lysosomes are a preferential site of drug localization and phototransformations. As the lysosomal environment is relatively acidic, we also determined how low pH may affect the dehalogenation and concomitant fluorescence. With continued UV irradiation, fluorescence increased in the photoproducts from BAY y3118 and clinafloxacin, whereas it decreased for lomefloxacin and moxifloxacin. Our images not only help to localize these phototoxic agents in the cell, but also provide means for dynamic monitoring of their phototransformations in the cellular environment. |
doi_str_mv | 10.1111/j.1751-1097.2010.00741.x |
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However, they induce adverse photoresponses through the absorption of UV light, including phototoxicity and photocarcinogenicity. The phototoxic responses may be the result of photosensitization of singlet oxygen, production of free radicals and/or other reactive species resulting from photodehalogenation. Here, we report the use of laser scanning confocal microscopy to detect and to follow the fluorescence changes of one monohalogenated and three di‐halogenated quinolones in live human epidermal keratinocyte cells during in situ irradiation by confocal laser in real time. Fluorescence image analysis and co‐staining with the LysoTracker probe showed that lysosomes are a preferential site of drug localization and phototransformations. As the lysosomal environment is relatively acidic, we also determined how low pH may affect the dehalogenation and concomitant fluorescence. With continued UV irradiation, fluorescence increased in the photoproducts from BAY y3118 and clinafloxacin, whereas it decreased for lomefloxacin and moxifloxacin. Our images not only help to localize these phototoxic agents in the cell, but also provide means for dynamic monitoring of their phototransformations in the cellular environment.</description><identifier>ISSN: 0031-8655</identifier><identifier>EISSN: 1751-1097</identifier><identifier>DOI: 10.1111/j.1751-1097.2010.00741.x</identifier><identifier>PMID: 20492567</identifier><identifier>CODEN: PHCBAP</identifier><language>eng</language><publisher>Oxford, UK: Blackwell Publishing Ltd</publisher><subject>Deoxyribonucleic acid ; DNA ; Environmental health ; Fluorescence ; Fluorides ; Fluoroquinolones - chemistry ; Fluoroquinolones - metabolism ; Free radicals ; Health sciences ; Humans ; Hydrogen-Ion Concentration ; Keratinocytes - chemistry ; Keratinocytes - metabolism ; Keratinocytes - radiation effects ; Molecular Structure ; Photochemistry ; Studies ; Time Factors ; Ultraviolet Rays</subject><ispartof>Photochemistry and photobiology, 2010-07, Vol.86 (4), p.792-797</ispartof><rights>2010 The Authors. 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However, they induce adverse photoresponses through the absorption of UV light, including phototoxicity and photocarcinogenicity. The phototoxic responses may be the result of photosensitization of singlet oxygen, production of free radicals and/or other reactive species resulting from photodehalogenation. Here, we report the use of laser scanning confocal microscopy to detect and to follow the fluorescence changes of one monohalogenated and three di‐halogenated quinolones in live human epidermal keratinocyte cells during in situ irradiation by confocal laser in real time. Fluorescence image analysis and co‐staining with the LysoTracker probe showed that lysosomes are a preferential site of drug localization and phototransformations. As the lysosomal environment is relatively acidic, we also determined how low pH may affect the dehalogenation and concomitant fluorescence. With continued UV irradiation, fluorescence increased in the photoproducts from BAY y3118 and clinafloxacin, whereas it decreased for lomefloxacin and moxifloxacin. Our images not only help to localize these phototoxic agents in the cell, but also provide means for dynamic monitoring of their phototransformations in the cellular environment.</description><subject>Deoxyribonucleic acid</subject><subject>DNA</subject><subject>Environmental health</subject><subject>Fluorescence</subject><subject>Fluorides</subject><subject>Fluoroquinolones - chemistry</subject><subject>Fluoroquinolones - metabolism</subject><subject>Free radicals</subject><subject>Health sciences</subject><subject>Humans</subject><subject>Hydrogen-Ion Concentration</subject><subject>Keratinocytes - chemistry</subject><subject>Keratinocytes - metabolism</subject><subject>Keratinocytes - radiation effects</subject><subject>Molecular Structure</subject><subject>Photochemistry</subject><subject>Studies</subject><subject>Time Factors</subject><subject>Ultraviolet Rays</subject><issn>0031-8655</issn><issn>1751-1097</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNqNUd1u0zAUthCIdYVXQBbXpLOdxHEQQoKKrSsVlGmAxI3lOCerO8cecTJaHojnxKVbBXf4xj7-fs45-hDClExoPCfrCS1ymlBSFhNG4i8hRUYnmwdodAAeohEhKU0Ez_MjdBzCmhCalQV9jI4YyUqW82KEfl2AsklvWsBfTBiUNT9Vb7zDvsHLle-9XkFrtLJ2i89dPWio8akdfAdBg9Ow44lkpqy_Aqf6iH4ajPPWOwgv8cK30Fi_Udq4F3hqjVP3JVauxm_VNqVU4FguzC3g2dAqh2dqqi7xe-jiJM7rbQ_hCXrUKBvg6d09Rp9P311OZ8ni49n59M0i0VnOaKI003F3WhU8q7K8zLKiYRXheS2avGa8TCuooeYcqpKJivIGdMpEylSllUh1Okav9743Q9VCHVfsO2XlTWda1W2lV0b-izizklf-VrJSEBGdxuj5nUHnvw8Qern2Q-fizLLIspQLUZJIEnuS7nwIHTSHBpTIXcByLXc5yl2Ochew_BOw3ETps78HPAjvE42EV3vCD2Nh-9_GcjlbxkeUJ3u5CT1sDnLVXctoXuTy64czyedCfJtfcDlPfwNYqcaF</recordid><startdate>201007</startdate><enddate>201007</enddate><creator>Koker, Edmond B.</creator><creator>Bilski, Piotr J.</creator><creator>Motten, Ann G.</creator><creator>Zhao, Baozhong</creator><creator>Chignell, Colin F.</creator><creator>He, Yu-Ying</creator><general>Blackwell Publishing Ltd</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>4T-</scope><scope>7TM</scope><scope>7U7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>K9.</scope><scope>NAPCQ</scope><scope>P64</scope><scope>RC3</scope><scope>5PM</scope></search><sort><creationdate>201007</creationdate><title>Real-time Visualization of Photochemically Induced Fluorescence of 8-Halogenated Quinolones: Lomefloxacin, Clinafloxacin and Bay3118 in Live Human HaCaT Keratinocytes</title><author>Koker, Edmond B. ; 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subjects | Deoxyribonucleic acid DNA Environmental health Fluorescence Fluorides Fluoroquinolones - chemistry Fluoroquinolones - metabolism Free radicals Health sciences Humans Hydrogen-Ion Concentration Keratinocytes - chemistry Keratinocytes - metabolism Keratinocytes - radiation effects Molecular Structure Photochemistry Studies Time Factors Ultraviolet Rays |
title | Real-time Visualization of Photochemically Induced Fluorescence of 8-Halogenated Quinolones: Lomefloxacin, Clinafloxacin and Bay3118 in Live Human HaCaT Keratinocytes |
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