title: Development of first photoresponsive prodrug of paclitaxel.
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.
authors.affiliation: Department of Medicinal Chemistry, Center for Frontier Research in Medicinal Science and 21st Century COE Program, Kyoto Pharmaceutical University, Yamashina-ku, Japan.
authors.forename: Mariusz
authors.initials: M
authors.lastname: Skwarczynski
authors.forename: Mayo
authors.initials: M
authors.lastname: Noguchi
authors.forename: Shun
authors.initials: S
authors.lastname: Hirota
authors.forename: Youhei
authors.initials: Y
authors.lastname: Sohma
authors.forename: Tooru
authors.initials: T
authors.lastname: Kimura
authors.forename: Yoshio
authors.initials: Y
authors.lastname: Hayashi
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Kiso
mesh_terms: D015394:Molecular Structure; D017239:Paclitaxel / Q000138:chemical synthesis / Q000737:chemistry*; D017319:Photosensitizing Agents / Q000138:chemical synthesis* / Q000737:chemistry; D011355:Prodrugs / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D017319:Photosensitizing Agents; D011355:Prodrugs; D017239:Paclitaxel