Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLC
Autor(a) principal: | |
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Data de Publicação: | 2005 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://serv-bib.fcfar.unesp.br/seer/index.php/Cien_Farm/article/viewArticle/398 http://hdl.handle.net/11449/68637 |
Resumo: | Sparfloxacin, a third generation fluoroquinolone derivative, is a potent antibacterial agent active against a wide range of Gram-positive and Gram-negative organisms including Streptococcus pneuinoniae, Staphylococcus aureus, methicillin resistant S. aureus, Legionella spp., Mycoplasina spp., Chlamydia spp. and Mycobacterium spp. A drawback of fluoroquinolones is their photoreactivity. Sparfloxacin has been studied in terms of therapeutic activities. However, there are few published of analytical methods being applied to sparfloxacin. The aim in this study was to determine the photodegradation products of sparfloxacin, when submitted to UV light, and to characterize two of these products, designated SPAX-PDP1 and SPAX-PDP2. An accelerated study of stability in methanol solution was carried out by exposing a solution of sparfloxacin to UV light (peak wavelength 290 nm) for 36 hours at room temperature. The products were analyzed by NMR spectrophotometry, IR spectrometry and mass spectrophotometry. The results suggest that the products isolated here could be used to estimate the degradation of sparfloxacin in a stability study. However, the low activity exhibited by UV-irradiated sparfloxacin is a source of concern that demands further investigation of the mechanism of its photodegradation mechanism. |
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Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLCDegradation productsFluoroquinolonePhotodegradationQuality controlSparfloxacinStabilitydrug metabolitemethanolsparfloxacinsparfloxacin pdp1sparfloxacin pdp2unclassified drugantibacterial activitycarbon nuclear magnetic resonancedrug isolationdrug mechanismdrug structureGram negative bacteriumGram positive bacteriumhigh performance liquid chromatographyinfrared spectrometrymass spectrometrynonhumanphotodegradationproton nuclear magnetic resonanceroom temperatureultraviolet radiationSparfloxacin, a third generation fluoroquinolone derivative, is a potent antibacterial agent active against a wide range of Gram-positive and Gram-negative organisms including Streptococcus pneuinoniae, Staphylococcus aureus, methicillin resistant S. aureus, Legionella spp., Mycoplasina spp., Chlamydia spp. and Mycobacterium spp. A drawback of fluoroquinolones is their photoreactivity. Sparfloxacin has been studied in terms of therapeutic activities. However, there are few published of analytical methods being applied to sparfloxacin. The aim in this study was to determine the photodegradation products of sparfloxacin, when submitted to UV light, and to characterize two of these products, designated SPAX-PDP1 and SPAX-PDP2. An accelerated study of stability in methanol solution was carried out by exposing a solution of sparfloxacin to UV light (peak wavelength 290 nm) for 36 hours at room temperature. The products were analyzed by NMR spectrophotometry, IR spectrometry and mass spectrophotometry. The results suggest that the products isolated here could be used to estimate the degradation of sparfloxacin in a stability study. However, the low activity exhibited by UV-irradiated sparfloxacin is a source of concern that demands further investigation of the mechanism of its photodegradation mechanism.Depto. de Fármacos e Medicamentos Faculdade de Ciências Farmacêuticas UNESP, Rod. Araraquara-Jaú, km 1, CEP 14801-902 - Araraquara - SPInstituto de Química USP, São Paulo - SPInstituto de Química UFSM, Santa Maria - RSFaculdade de Farmácia UFRGS, Porto Alegre - RSDepartamento de Fármaeos e Medicamentos Faculdade de Ciências Farmacêuticas Universidade Estadual Paulista, Rod. Araraquara-Jaú, km 1, 14801-902, Araraquara, SPDepto. de Fármacos e Medicamentos Faculdade de Ciências Farmacêuticas UNESP, Rod. Araraquara-Jaú, km 1, CEP 14801-902 - Araraquara - SPDepartamento de Fármaeos e Medicamentos Faculdade de Ciências Farmacêuticas Universidade Estadual Paulista, Rod. Araraquara-Jaú, km 1, 14801-902, Araraquara, SPUniversidade Estadual Paulista (Unesp)Universidade de São Paulo (USP)Universidade Federal de Sergipe (UFS)Universidade Federal do Rio Grande do Sul (UFRGS)Salgado, Hérida Regina Nunes [UNESP]Moreno, P. R. H.Braga, A. L.Schapoval, E. E. S.2014-05-27T11:21:45Z2014-05-27T11:21:45Z2005-12-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article47-54application/pdfhttp://serv-bib.fcfar.unesp.br/seer/index.php/Cien_Farm/article/viewArticle/398Revista de Ciencias Farmaceuticas Basica e Aplicada, v. 26, n. 1, p. 47-54, 2005.1808-4532http://hdl.handle.net/11449/686372-s2.0-337456483632-s2.0-33745648363.pdfScopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengRevista de Ciências Farmacêuticas Básica e Aplicada0,131info:eu-repo/semantics/openAccess2024-06-24T13:44:55Zoai:repositorio.unesp.br:11449/68637Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T14:05:04.930869Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLC |
title |
Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLC |
spellingShingle |
Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLC Salgado, Hérida Regina Nunes [UNESP] Degradation products Fluoroquinolone Photodegradation Quality control Sparfloxacin Stability drug metabolite methanol sparfloxacin sparfloxacin pdp1 sparfloxacin pdp2 unclassified drug antibacterial activity carbon nuclear magnetic resonance drug isolation drug mechanism drug structure Gram negative bacterium Gram positive bacterium high performance liquid chromatography infrared spectrometry mass spectrometry nonhuman photodegradation proton nuclear magnetic resonance room temperature ultraviolet radiation |
title_short |
Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLC |
title_full |
Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLC |
title_fullStr |
Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLC |
title_full_unstemmed |
Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLC |
title_sort |
Photodegradation of sparfloxacin and isolation of its degradation products by preparative HPLC |
author |
Salgado, Hérida Regina Nunes [UNESP] |
author_facet |
Salgado, Hérida Regina Nunes [UNESP] Moreno, P. R. H. Braga, A. L. Schapoval, E. E. S. |
author_role |
author |
author2 |
Moreno, P. R. H. Braga, A. L. Schapoval, E. E. S. |
author2_role |
author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) Universidade de São Paulo (USP) Universidade Federal de Sergipe (UFS) Universidade Federal do Rio Grande do Sul (UFRGS) |
dc.contributor.author.fl_str_mv |
Salgado, Hérida Regina Nunes [UNESP] Moreno, P. R. H. Braga, A. L. Schapoval, E. E. S. |
dc.subject.por.fl_str_mv |
Degradation products Fluoroquinolone Photodegradation Quality control Sparfloxacin Stability drug metabolite methanol sparfloxacin sparfloxacin pdp1 sparfloxacin pdp2 unclassified drug antibacterial activity carbon nuclear magnetic resonance drug isolation drug mechanism drug structure Gram negative bacterium Gram positive bacterium high performance liquid chromatography infrared spectrometry mass spectrometry nonhuman photodegradation proton nuclear magnetic resonance room temperature ultraviolet radiation |
topic |
Degradation products Fluoroquinolone Photodegradation Quality control Sparfloxacin Stability drug metabolite methanol sparfloxacin sparfloxacin pdp1 sparfloxacin pdp2 unclassified drug antibacterial activity carbon nuclear magnetic resonance drug isolation drug mechanism drug structure Gram negative bacterium Gram positive bacterium high performance liquid chromatography infrared spectrometry mass spectrometry nonhuman photodegradation proton nuclear magnetic resonance room temperature ultraviolet radiation |
description |
Sparfloxacin, a third generation fluoroquinolone derivative, is a potent antibacterial agent active against a wide range of Gram-positive and Gram-negative organisms including Streptococcus pneuinoniae, Staphylococcus aureus, methicillin resistant S. aureus, Legionella spp., Mycoplasina spp., Chlamydia spp. and Mycobacterium spp. A drawback of fluoroquinolones is their photoreactivity. Sparfloxacin has been studied in terms of therapeutic activities. However, there are few published of analytical methods being applied to sparfloxacin. The aim in this study was to determine the photodegradation products of sparfloxacin, when submitted to UV light, and to characterize two of these products, designated SPAX-PDP1 and SPAX-PDP2. An accelerated study of stability in methanol solution was carried out by exposing a solution of sparfloxacin to UV light (peak wavelength 290 nm) for 36 hours at room temperature. The products were analyzed by NMR spectrophotometry, IR spectrometry and mass spectrophotometry. The results suggest that the products isolated here could be used to estimate the degradation of sparfloxacin in a stability study. However, the low activity exhibited by UV-irradiated sparfloxacin is a source of concern that demands further investigation of the mechanism of its photodegradation mechanism. |
publishDate |
2005 |
dc.date.none.fl_str_mv |
2005-12-01 2014-05-27T11:21:45Z 2014-05-27T11:21:45Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://serv-bib.fcfar.unesp.br/seer/index.php/Cien_Farm/article/viewArticle/398 Revista de Ciencias Farmaceuticas Basica e Aplicada, v. 26, n. 1, p. 47-54, 2005. 1808-4532 http://hdl.handle.net/11449/68637 2-s2.0-33745648363 2-s2.0-33745648363.pdf |
url |
http://serv-bib.fcfar.unesp.br/seer/index.php/Cien_Farm/article/viewArticle/398 http://hdl.handle.net/11449/68637 |
identifier_str_mv |
Revista de Ciencias Farmaceuticas Basica e Aplicada, v. 26, n. 1, p. 47-54, 2005. 1808-4532 2-s2.0-33745648363 2-s2.0-33745648363.pdf |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Revista de Ciências Farmacêuticas Básica e Aplicada 0,131 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
47-54 application/pdf |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
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UNESP |
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UNESP |
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Repositório Institucional da UNESP |
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Repositório Institucional da UNESP |
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Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
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