1,12-Substituted tetracyclines as antioxidant agents

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dc.contributor.authorJ Lertvorachon-
dc.contributor.authorJong Pyung Kim-
dc.contributor.authorD V Soldatov-
dc.contributor.authorJ Boyd-
dc.contributor.authorG Roman-
dc.contributor.authorS J Cho-
dc.contributor.authorT Popek-
dc.contributor.authorY S Jung-
dc.contributor.authorP C K Lau-
dc.contributor.authorY Konishi-
dc.date.accessioned2017-04-19T09:02:59Z-
dc.date.available2017-04-19T09:02:59Z-
dc.date.issued2005-
dc.identifier.issn0968-0896-
dc.identifier.uri10.1016/j.bmc.2005.04.032ko
dc.identifier.urihttps://oak.kribb.re.kr/handle/201005/7000-
dc.description.abstractNovel hydroxypyrazoline derivatives of tetracycline and minocycline have been synthesized through the reaction of these tetracyclines with hydrazine. The formation of a new chiral center at C12 is stereospecific to give 12S-12-hydroxy-1,12-pyrazolinotetracycline. A reaction mechanism for the formation of these novel tetracycline derivatives has been proposed. Hydroxypyrazolinotetracyclines exhibit no binding to Mg2+ and Zn 2+, features that are required for antibiotic activity and matrix metalloproteinase (MMP) inhibitions, respectively. The modification toward their hydroxypyrazolino derivatives significantly improved the antioxidant activities of tetracycline and minocycline, as shown by three commonly used assays (DPPH, ABTS+, and superoxide scavenging). 12S-Hydroxy-1,12- pyrazolinominocycline is a promising tetracycline-based antioxidant devoid of antibiotic properties and MMP inhibitory activity, which could be beneficial in the treatment of complications related to oxidative stress.-
dc.publisherElsevier-
dc.title1,12-Substituted tetracyclines as antioxidant agents-
dc.title.alternative1,12-Substituted tetracyclines as antioxidant agents-
dc.typeArticle-
dc.citation.titleBioorganic & Medicinal Chemistry-
dc.citation.number15-
dc.citation.endPage4637-
dc.citation.startPage4627-
dc.citation.volume13-
dc.contributor.affiliatedAuthorJong Pyung Kim-
dc.contributor.alternativeNameLertvorachon-
dc.contributor.alternativeName김종평-
dc.contributor.alternativeNameSoldatov-
dc.contributor.alternativeNameBoyd-
dc.contributor.alternativeNameRoman-
dc.contributor.alternativeName조성주-
dc.contributor.alternativeNamePopek-
dc.contributor.alternativeName정영식-
dc.contributor.alternativeNameLau-
dc.contributor.alternativeNameKonishi-
dc.identifier.bibliographicCitationBioorganic & Medicinal Chemistry, vol. 13, no. 15, pp. 4627-4637-
dc.identifier.doi10.1016/j.bmc.2005.04.032-
dc.subject.keywordantioxidant-
dc.subject.keywordpyrazole derivatives-
dc.subject.keywordtetracyclines-
dc.subject.localAntioxidants-
dc.subject.localantioxidant-
dc.subject.localAnti-oxidant-
dc.subject.localantioxidants-
dc.subject.localANTIOXIDANT-
dc.subject.localanti-oxidants-
dc.subject.localAntioxidant-
dc.subject.localpyrazole derivatives-
dc.subject.localtetracyclines-
dc.description.journalClassY-
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Ochang Branch Institute > Natural Product Research Center > 1. Journal Articles
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