{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,27]],"date-time":"2025-10-27T20:26:15Z","timestamp":1761596775714,"version":"3.40.4"},"reference-count":3,"publisher":"S. Karger AG","issue":"4-5","license":[{"start":{"date-parts":[[1998,1,1]],"date-time":"1998-01-01T00:00:00Z","timestamp":883612800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/www.karger.com\/Services\/SiteLicenses"},{"start":{"date-parts":[[1998,1,1]],"date-time":"1998-01-01T00:00:00Z","timestamp":883612800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.karger.com\/Services\/SiteLicenses"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Skin Pharmacol Physiol"],"published-print":{"date-parts":[[1998]]},"abstract":"<jats:p>The 8-position of the quinolone ring of balofloxacin (BLFX), one of fluoroquinolones, was replaced with fluorine to obtain the 8-F. When an aqueous solution of bovine serum albumin (BSA) containing the 8-F was exposed to long-wavelength UV light (UVA) at a rate of 2.5 J\/cm&lt;sup&gt;2&lt;\/sup&gt;, the absorbance of BSA at 300 nm or longer wavelengths increased markedly in comparison to that of native BSA. In addition, when a homogenate of skin tissue from Hartley guinea pigs was exposed to UVA (2.5 J\/cm&lt;sup&gt;2&lt;\/sup&gt;) in the presence of the 8-F and then injected subcutaneously into guinea pigs, the animals produced IgG class antibody specific to the 8-F and its UVA-irradiation product. No such phenomenon, however, was observed when the parent compound, i.e., BLFX which possesses a methoxy group at the 8-position, was used instead of the 8-F. In a subsequent experiment, the 8-F was administered either orally or topically to the shaved neck of guinea pigs and then irradiated with UVA (5 J\/cm&lt;sup&gt;2&lt;\/sup&gt;) once daily for 5 days. When the treated animals were challenged by a combination of UVA irradiation (5 J\/cm&lt;sup&gt;2&lt;\/sup&gt;) and either an oral or intradermal administration of the 8-F, 2 and 3 of the 5 animals showed redness and erythema on the irradiated area, respectively. However, no change was observed when BLFX was used instead of the 8-F. These results suggest that the introduction of a fluorine substituent to the 8-position of quinoline ring of fluoroquinolones induces photoallergic responses in which the fluoroquinolone or its photo-denatured product(s) act as an allergen.<\/jats:p>","DOI":"10.1159\/000029832","type":"journal-article","created":{"date-parts":[[2003,4,15]],"date-time":"2003-04-15T17:26:45Z","timestamp":1050427605000},"page":"232-240","source":"Crossref","is-referenced-by-count":8,"title":["Photoallergenicity of a Fluoroquinolone Antibacterial Agent with a Fluorine Substituent at the 8-Position in Guinea Pigs Exposed to Long-Wavelength UV Light"],"prefix":"10.1159","volume":"11","author":[{"given":"Kiyoshi","family":"Marutani","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yohko","family":"Otabe","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Masahiro","family":"Nagamuta","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Shuzo","family":"Matsubara","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hajime","family":"Otani","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"127","published-online":{"date-parts":[[1999,1,22]]},"reference":[{"key":"ref1","doi-asserted-by":"publisher","DOI":"10.1016\/0378-4274(90)90197-T"},{"key":"ref2","doi-asserted-by":"publisher","DOI":"10.1001\/archderm.130.6.808"},{"key":"ref3","doi-asserted-by":"publisher","DOI":"10.1001\/archderm.130.2.261"}],"container-title":["Skin Pharmacology and Physiology"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.karger.com\/Article\/Pdf\/29832","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.karger.com\/Article\/Pdf\/29832","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,4,24]],"date-time":"2025-04-24T04:27:34Z","timestamp":1745468854000},"score":1,"resource":{"primary":{"URL":"https:\/\/karger.com\/article\/doi\/10.1159\/000029832"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[1998]]},"references-count":3,"journal-issue":{"issue":"4-5","published-online":{"date-parts":[[1998,10,1]]}},"URL":"https:\/\/doi.org\/10.1159\/000029832","archive":["Portico"],"relation":{},"ISSN":["1660-5527","1660-5535"],"issn-type":[{"type":"print","value":"1660-5527"},{"type":"electronic","value":"1660-5535"}],"subject":[],"published":{"date-parts":[[1998]]}}}