NDLI: Radiolytic activation of a cytarabine prodrug possessing a 2-oxoalkyl group: one-electron reduction and cytotoxicity characteristics

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Organic & Biomolecular Chemistry Vol - 7 Issue - 3

Organic & Biomolecular Chemistry Vol -6

Organic & Biomolecular Chemistry Vol -5

Organic & Biomolecular Chemistry Vol -4

Organic & Biomolecular Chemistry Vol -3

Organic & Biomolecular Chemistry Vol -2

Radiolytic activation of a cytarabine prodrug possessing a 2-oxoalkyl group: one-electron reduction and cytotoxicity characteristics

Content Provider	Royal Society of Chemistry (RSC)
Author	Hiraoka, Masahiro Tanabe, Kazuhito Fujisawa, Yusuke Nishimoto, Sei-ichi Hirata, Nao Harada, Hiroshi
Copyright Year	2009
Abstract	An anti-tumour agent of cytarabine (ara-C) was conjugated with a 2-oxopropyl group at the N(4) position to obtain a radiation-activated prodrug (oxo-ara-C) that targeted hypoxic tumour tissues with selective cytotoxicity. The parent anti-tumour agent, ara-C, was confirmed to be released from oxo-ara-Cvia one-electron reduction upon hypoxic X-ray treatment. The prodrug oxo-ara-C had dramatically reduced cytotoxicity against human lung adenocarcinoma A549 cells relative to ara-C because of the effect of 2-oxopropyl substituent. In contrast, X-ray treatment of hypoxic A549 cells containing oxo-ara-C enhanced the cytotoxic effect, indicating that toxic ara-C was preferentially released in hypoxic cellsvia radiolytic one-electron reduction by hydrated electrons (eaq−).
Starting Page	651
Ending Page	654
Page Count	4
File Format	HTM / HTML PDF
ISSN	14770520
Volume Number	7
Issue Number	4
Journal	Organic & Biomolecular Chemistry
DOI	10.1039/b816194a
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Adenocarcinoma Cytarabine Lung Cytotoxicity Prodrug Substituent CT scan
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Biochemistry Physical and Theoretical Chemistry

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Radiolytic activation of a cytarabine prodrug possessing a 2-oxoalkyl group: one-electron reduction and cytotoxicity characteristics

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