Development of first photoresponsive prodrug of paclitaxel

Skwarczynski, Mariusz, Noguchi, Mayo, Hirota. Shun, Sohma, Youhei, Kimura, Tooru, Hayashi, Yoshio and Kiso, Yoshiaki (2006) Development of first photoresponsive prodrug of paclitaxel. Bioorganic and Medicinal Chemistry Letters, 16 17: 4492-4496. doi:10.1016/j.bmcl.2006.06.030

Author Skwarczynski, Mariusz
Noguchi, Mayo
Hirota. Shun
Sohma, Youhei
Kimura, Tooru
Hayashi, Yoshio
Kiso, Yoshiaki
Title Development of first photoresponsive prodrug of paclitaxel
Journal name Bioorganic and Medicinal Chemistry Letters   Check publisher's open access policy
ISSN 0960-894X
Publication date 2006-09-01
Sub-type Article (original research)
DOI 10.1016/j.bmcl.2006.06.030
Open Access Status
Volume 16
Issue 17
Start page 4492
End page 4496
Total pages 5
Place of publication Kidlington, Oxford, United Kingdom
Publisher Pergamon
Language eng
Formatted abstract
A prodrug of paclitaxel which has a coumarin derivative conjugated to the amino acid moiety of isotaxel (O-acyl isoform of paclitaxel) has been synthesized. The prodrug was selectively converted to isotaxel by visible light irradiation (430 nm) with the cleavage of coumarin. Finally, paclitaxel was released by subsequent spontaneous O-N intramolecular acyl migration.
© 2006 Elsevier Ltd. All rights reserved.

Keyword Coumarin
O-N intramolecular acyl migration
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Unknown

Document type: Journal Article
Sub-type: Article (original research)
Collection: School of Chemistry and Molecular Biosciences
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Citation counts: TR Web of Science Citation Count  Cited 37 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 41 times in Scopus Article | Citations
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Created: Sun, 03 Apr 2011, 23:22:47 EST by Dr Mariusz Skwarczynski on behalf of School of Chemistry & Molecular Biosciences