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@ARTICLE{Rsler:201263,
author = {Rösler, Thomas W. and Matusch, Andreas and Librizzi,
Damiano and Arias-Carrión, Oscar and Freundlieb, Nils and
Hoeffken, Helmut and Oertel, Wolfgang H. and Depboylu,
Candan and Höglinger, Günter U.},
title = {{D}iesterified {D}erivatives of
5-{I}odo-2′-{D}eoxyuridine as {C}erebral {T}umor
{T}racers},
journal = {PLoS one},
volume = {9},
number = {7},
issn = {1932-6203},
address = {Lawrence, Kan.},
publisher = {PLoS},
reportid = {FZJ-2015-03568},
pages = {e102397},
year = {2014},
abstract = {With the aim to develop beneficial tracers for cerebral
tumors, we tested two novel 5-iodo-2′-deoxyuridine (IUdR)
derivatives, diesterified at the deoxyribose residue. The
substances were designed to enhance the uptake into brain
tumor tissue and to prolong the availability in the
organism. We synthesized carrier added
5-[125I]iodo-3′,5′-di-O-acetyl-2′-deoxyuridine
(Ac2[125I]IUdR),
5-[125I]iodo-3′,5′-di-O-pivaloyl-2′-deoxyuridine
(Piv2[125I]IUdR) and their respective precursor molecules
for the first time. HPLC was used for purification and to
determine the specific activities. The iodonucleoside tracer
were tested for their stability against human thymidine
phosphorylase. DNA integration of each tracer was determined
in 2 glioma cell lines (Gl261, CRL2397) and in PC12 cells in
vitro. In mice, we measured the relative biodistribution and
the tracer uptake in grafted brain tumors. Ac2[125I]IUdR,
Piv2[125I]IUdR and [125I]IUdR (control) were prepared with
labeling yields of $31–47\%$ and radiochemical purities of
$>99\%$ (HPLC). Both diesterified iodonucleoside tracers
showed a nearly $100\%$ resistance against degradation by
thymidine phosphorylase. Ac2[125I]IUdR and Piv2[125I]IUdR
were specifically integrated into the DNA of all tested
tumor cell lines but to a less extend than the control
[125I]IUdR. In mice, 24 h after i.p. injection, brain
radioactivity uptakes were in the following order
Piv2[125I]IUdR>Ac2[125I]IUdR>[125I]IUdR. For Ac2[125I]IUdR
we detected lower amounts of radioactivities in the thyroid
and stomach, suggesting a higher stability toward
deiodination. In mice bearing unilateral graft-induced brain
tumors, the uptake ratios of tumor-bearing to healthy
hemisphere were 51, 68 and 6 for [125I]IUdR, Ac2[125I]IUdR
and Piv2[125I]IUdR, respectively. Esterifications of both
deoxyribosyl hydroxyl groups of the tumor tracer IUdR lead
to advantageous properties regarding uptake into brain tumor
tissue and metabolic stability.},
cin = {INM-2},
ddc = {500},
cid = {I:(DE-Juel1)INM-2-20090406},
pnm = {333 - Pathophysiological Mechanisms of Neurological and
Psychiatric Diseases (POF2-333)},
pid = {G:(DE-HGF)POF2-333},
typ = {PUB:(DE-HGF)16},
UT = {WOS:000341306600072},
doi = {10.1371/journal.pone.0102397},
url = {https://juser.fz-juelich.de/record/201263},
}