Abstract. Experience with imaging of the multi-drug
resistance (MDR) phenotype in tumours using techne-
tium-99m sestamibi, a substrate of the P-glycoprotein
(Pgp) transporter, suggests that better quantification of
images and separation of MDR from other variables
affecting tracer uptake in tumours are required. One
approach to these problems is the development of short
half-life positron-emitting tracers which are substrates of
Pgp. Several lipophilic cationic copper(I) bis(diphos-
phine) complexes labelled with copper-64 have been
synthesised and evaluated in vitro as substrates for Pgp.
The synthesis is rapid and efficient with no need for
purification steps. The chemistry is suitable for use
with very short half-life radionuclides such as copper-62
(9.7 min) and copper-60 (23.7 min). Incubation of the
complexes with human serum in vitro showed that they
are sufficiently stable in serum to support clinical imag-
ing, and the more lipophilic members of the series are
taken up rapidly by cells (Chinese hamster ovary and hu-
man ovarian carcinoma) in vitro with great avidity. Up-
take in human ovarian carcinoma cells is significantly
reduced after several months of conditioning in the pres-
ence of doxorubicin, which induces increased Pgp ex-
pression. Uptake in hooded rat sarcoma (HSN) cells,
which express Pgp, is significantly increased in the pres-
ence of the MDR modulator cyclosporin A. Biodistribu-
tion studies in hooded rats show rapid blood clearance,
excretion through both kidneys and liver, and low uptake
in other tissues. The one complex investigated in HSN
tumour-bearing rats showed uptake in tumour increasing
up to 30 min p.i. while it was decreasing in other tissues.
We conclude that diphosphine ligands offer a good basis
for development of radiopharmaceuticals containing
copper radionuclides, and that this series of compl
should undergo further evaluation in vivo as positr
emission tomography imaging agents for MDR.
Key words: Copper-64 – Multi-drug resistance – Diphos
phines – Positron emission tomography – Tumour
Eur J Nucl Med (2000) 27:638–646
Introduction
The use of radionuclide imaging methods to detect
multi-drug resistance (MDR) phenotype [1, 2] in tu
mours has attracted growing interest in recent years [3
and has the potential to inform decisions on manageme
of individual cancer patients [4]. MDR can arise throug
several mechanisms, the best understood of which
volve one or more membrane transport systems that ac
tively pump anti-tumour drugs from cells. The earliest o
these to be identified was the mdr-1 gene product P-gly
coprotein, Pgp (P-170). Other efflux pumps have si
been described: multi-drug resistance associated prote
(MRP-1) [5] and its more recently discovered homo
logues MRP-2 to -6 [6]. MRP-1 has a similar “portfolio”
of drug substrates to Pgp. Despite incomplete unde
standing of the transport mechanisms, the observat
that lipophilic cations are a generic class of molec
able to act as substrates for Pgp has led to the identific
tion and assessment of technetium-99m sestamibi [
and other
99m
Tc-containing lipophilic cations (e.g.
99m
Tc-
tetrofosmin [8] and
99m
Tc-furifosmin [9] and analogues
[10]) as prototype imaging agents for imaging of Pgp ex
pression in vivo [11]. Uptake of this tracer in tumours i
often higher than in surrounding normal tissue [12], pr
sumably as a result of abnormal blood flow and m
chondrial volume or activity [13]. However, uptake is re
duced if the tumour cells are multi-drug resistant [11, 1
Present address: J.S. Lewis, Mallinckrodt Institute of Radiology,
Washington University, School of Medicine, St Louis, MO63110,
USA
Correspondence to: Philip J Blower, Nuclear Medicine Depart-
ment, Kent and Canterbury Hospital, Canterbury CT1 3NG, UK,
e-mail: P.J.Blower@ukc.ac.uk, Tel.: +44-1227-766877 ext 4774,
Fax: +44-1227-783059
Original article
Copper bis(diphosphine) complexes: radiopharmaceuticals
for the detection of multi-drug resistance in tumours by PE
Jason S. Lewis
1
, Jason L.J. Dearling
1
, Jane K. Sosabowski
2
, Jamal Zweit
2
, Paul Carnochan
2
, Lloyd R. Kelland
2
,
Helen M. Coley
2
, Philip J. Blower
1
1
Research School of Biosciences, University of Kent, Canterbury CT2 7NJ, UK
2
Joint Department of Physics and CRC Centre for Cancer Therapeutics, Institute for Cancer Research, Royal Marsden Hospital,
Sutton SM2 5PT, UK
Received 14 December 1999 and in revised form 12 February 2000
European Journal of Nuclear Medicine
Vol. 27, No. 6, June 2000 – © Springer-Verlag 2000