Source:http://linkedlifedata.com/resource/pubmed/id/18440235
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
10
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pubmed:dateCreated |
2008-5-26
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pubmed:abstractText |
A novel coumarin-based highly water-soluble photocleavable protective group was designed and synthesized, and then this photosensitive protecting group was used to design paclitaxel prodrugs. These novel paclitaxel conjugates demonstrated excellent water solubility, over 100mgmL(-1). Thus, the use of a detergent in the formulation can be omitted completely, even at high doses. Phototaxel 11 released the parent drug, paclitaxel, quickly and efficiently by minimal tissue-damaging 365nm UV light irradiation at low power, while laser activation at 355nm led to extensive decomposition of the prodrug. The carbamate-type prodrug, phototaxel 11, was stable in the dark prior to activation, whereas carbonate-type phototaxel 9 demonstrated poor stability under aqueous conditions. For such prodrugs, tumor-tissue targeting after administration could be achieved by selective light delivery, similar to that used in photodynamic therapy. In addition, newly designed coumarin derivative 8 can be applied in organic chemistry as a photosensitive protective group and for the design of caged compounds.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Coumarins,
http://linkedlifedata.com/resource/pubmed/chemical/Paclitaxel,
http://linkedlifedata.com/resource/pubmed/chemical/Photosensitizing Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Prodrugs,
http://linkedlifedata.com/resource/pubmed/chemical/Water,
http://linkedlifedata.com/resource/pubmed/chemical/coumarin
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pubmed:status |
MEDLINE
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pubmed:month |
May
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pubmed:issn |
1464-3391
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:day |
15
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pubmed:volume |
16
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
5389-97
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pubmed:meshHeading |
pubmed-meshheading:18440235-Chromatography, High Pressure Liquid,
pubmed-meshheading:18440235-Coumarins,
pubmed-meshheading:18440235-Drug Design,
pubmed-meshheading:18440235-Lasers,
pubmed-meshheading:18440235-Molecular Conformation,
pubmed-meshheading:18440235-Paclitaxel,
pubmed-meshheading:18440235-Photochemistry,
pubmed-meshheading:18440235-Photolysis,
pubmed-meshheading:18440235-Photosensitizing Agents,
pubmed-meshheading:18440235-Prodrugs,
pubmed-meshheading:18440235-Solubility,
pubmed-meshheading:18440235-Stereoisomerism,
pubmed-meshheading:18440235-Ultraviolet Rays,
pubmed-meshheading:18440235-Water
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pubmed:year |
2008
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pubmed:articleTitle |
Development of novel water-soluble photocleavable protective group and its application for design of photoresponsive paclitaxel prodrugs.
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pubmed:affiliation |
Department of Medicinal Chemistry, Center for Frontier Research in Medicinal Science and 21st Century COE Program, Kyoto Pharmaceutical University, Yamashina-ku, Kyoto 607-8412, Japan.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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