TY - JOUR
T1 - 2-Nitroimidazol-5-ylmethyl as a potential bioreductively activated prodrug system: reductively triggered release of the parp inhibitor 5-bromoisoquinolinone
AU - Shah, Ifat
AU - Naughton, Declan P.
AU - Whish, William J. D.
AU - Threadgill, Michael D.
PY - 1999/7/19
Y1 - 1999/7/19
N2 - 5-Chloromethyl-1-methyl-2-nitroimidazole reacted efficiently with the anion derived from 5-bromo-isoquinolin-1-one to give 5-bromo-2-((1-methyl-2-nitroimidazol-5-yl)methyl)isoquinolin-1-one. Biomimetic reduction effected release of the 5-bromoisoquinolin-1-one. The 2-nitroimidazol-5-ylmethyl unit thus has potential for development as a general prodrug system for selective drug delivery to hypoxic tissues.
AB - 5-Chloromethyl-1-methyl-2-nitroimidazole reacted efficiently with the anion derived from 5-bromo-isoquinolin-1-one to give 5-bromo-2-((1-methyl-2-nitroimidazol-5-yl)methyl)isoquinolin-1-one. Biomimetic reduction effected release of the 5-bromoisoquinolin-1-one. The 2-nitroimidazol-5-ylmethyl unit thus has potential for development as a general prodrug system for selective drug delivery to hypoxic tissues.
UR - http://hdl.handle.net/2160/43499
UR - http://www.scopus.com/inward/record.url?scp=0033584157&partnerID=8YFLogxK
U2 - 10.1016/S0960-894X(99)00306-6
DO - 10.1016/S0960-894X(99)00306-6
M3 - Article
SN - 0960-894X
VL - 9
SP - 2031
EP - 2036
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 14
ER -