[CANCER RESEARCH 50, 7789-7792, December 15, 1990]
Activation of Mitomycin C by NADPH:Cytochrome P-450 ReducÃ-ase1
H. Frances J. Bligh, Agnieszka Bartoszek,2 Craig N. Robson, Ian D. Hickson, Charles B. Kasper, Jean D. Beggs, and
C. Roland Wolf3
Department of Molecular Biology, Kings Buildings, University of Edinburgh, Edinburgh EH9 3JR, United Kingdom [H. F. J. B., J. D. B.J; Imperial Cancer Research
Fund, Molecular Pharmacology Group, Department of Biochemistry, University of Edinburgh, Edinburgh EH8 9XD, United Kingdom [A. B., C. R. W.j; Imperial Cancer
Research Fund, Institute of Molecular Medicine, John Radcliffe Hospital, Headington, Oxford OX3 9DU, United Kingdom [C. N. R., I. D. H.J; and McArdle Laboratory
for Cancer Research, University of Wisconsin, Madison, Wisconsin 53706 [C. B. K.J
ABSTRACT
Mitomycin C is an alkylating agent used in cancer chemotherapy that
shows some specificity towards hypoxic cells. The therapeutic effects of
this compound are thought to result from its metabolic activation by
enzymes such as NADPH:cytochrome P-450 reducÃ-ase.In a previous
report we described a Chinese hamster ovary cell line resistant to
mitomycin C, which had a decreased NADPH:cytochrome P-450 reduc-
tase activity coupled with a lower rate of mitomycin C metabolism. In
order to provide further evidence that the lower reducÃ-aseactivity is a
factor in the resistance mechanism, we incorporated NADPH:cytochronte
P-450 reducÃ-aseinto cytotoxicity assays and showed that it significantly
sensitizes cells to mitomycin C. Also, the difference in drug sensitivity
between the wild-type and drug-resistant Chinese hamster ovary cells
was no longer observed. In addition to these studies, we expressed a rat
liver NADPH:cytochrome P-450 reducÃ-asecDNA in a Salmonella ty-
phimurium strain, LR5000. The bacteria expressing the rat NADPH:
cytochrome P-450 reducÃ-aseshowed increased sensitivily to mitomycin
C when incubated with Ihis compound under aerobic condilions. However,
under hypoxic condilions increased sensitivity was not observed. This
parallels Ihe previous finding wilh milomycin ( -resistant Chinese ham
ster ovary cells. These dala provide direct evidence for Ihe role of
NADPH:cylochrome P-450 reducÃ-asein Ihe cyloloxic aclion of Ihis
milomycin C under aerobic bui noi hypoxic condilions and suggesl thai
reduced levels of Ihis enzyme can lead lo drug resislance. P-450 reducÃ-ase
expressed in S. typhimurium may provide a valuable tool for evaluating
the role of Ihis enzyme in Ihe loxicily of drugs activaled Ihrough a one
electron reduction palhway.
INTRODUCTION
In order to exert its cytotoxic effects, the anticancer antibiotic
MMC4 appears to require reductive activation to products that
either bind covalently to DNA or induce the formation of DNA
cross-links (1-3). Several enzymes have been implicated in this
activation pathway including xanthine oxidase, DT diaphorase,
NADPHxytochrome P-450 reducÃ-ase, and mitochondrial
NADPH reducÃ-ase (4-6). The cytotoxic effect of MMC has
been shown to be often greater in cells grown under hypoxic
conditions (7, 8). Hypoxia is considered to be an important
factor in the treatment of solid tumors with ionizing radiation
(9). Enhanced toxicity in the absence of oxygen has been
attributed to the preferential activation to reactive metabolites
under these conditions (10). Under aerobic conditions the semi-
Received6/11/90;accepted9/10/90.
The costs of publication of this article were defrayed in part by the payment
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1This work was supported by funds from the Science and Engineering Research
Council and the Imperial Cancer Research Fund. J. D. B. holds a Royal Society
E.P.A. Cephalosporin Fund Senior Research Fellowship.
1On leave from the Department of Pharmaceutical Technology and Biochem
istry, The Technical University of Gdansk, Poland.
3To whom requests for reprints should be addressed, at Imperial Cancer
Research Fund, Hugh Robson Building, George Square, Edinburgh EH8 9XD,
United Kingdom.
4 The abbreviations used are: MMC, mitomycin C; P-450 reducÃ-ase,
NADPH:cytochrome P-450 reducÃ-ase;CHO, Chinese hamster ovary; cDNA,
complementary DNA; MTT, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazo-
lium bromide.
quinone free radical generated by one electron reduction reacts
with molecular oxygen to generate Superoxide, and as a conse
quence the MMC then reverts to the parent molecule. The
recovery of unmetabolized drug and the proteclive effect of
oxygen radical scavengers against MMC cytotoxicity under
aerobic conditions support this reaction pathway (2, 11). These
data provide circumstantial evidence that the products gener
ated, e.g., by P-450 reductase-mediated one electron reduction,
are cytotoxic. However, this has not been formally shown to be
the case.
Recently a CHO cell line (CHO-MMC') was established,
which exhibited a 17-fold resistance to MMC under aerobic
conditions but had the same sensitivity as the parental cell line
in the absence of oxygen (8). The reduced level of MMC-
induced cytotoxicity in CHO-MMC' appeared to be due to a
reduced rate of metabolic activation. This possibility was sub
stantiated by the finding that the drug-resistant cell line con
tained lower cytochrome P-450 reducÃ-aseactivity. In order to
show unequivocally that P-450 reducÃ-ase activates MMC to
cytotoxic products and to determine whether the change in P-
450 reducÃ-asemay be directly involved in the resistance mech
anism, we have added P-450 reducÃ-aseexogenously in cytotox
icity assays. In addition, we have expressed rat liver P-450
reducÃ-ase in Salmonella typhimurium and have shown that
these cells become significantly more sensitive to MMC-in-
duced toxicity. This effect is only observed under aerobic con
ditions, which parallels the findings obtained using mammalian
cells.
MATERIALS AND METHODS
Escherìchiacoli strain MM294 (end A, thi A, hsd R) was used to
propagate recombinant plasmid DNA. 5. typhimurium strain LR5000
[met A, met B, Irp B, leu, val (unstable), sir (rps L) hsd LT, hsd SA, hsd
SB] was used to express P-450 reductase cDNA for cytoloxicity lesls.
The mammalian cell lines used were Ihe wild lype, Chinese hamster
ovary cell line (CHO-K1), the mitomycin C-resistanl variant (CHO-
MMC1) (5), and Ihe human mammary carcinoma cell line, MCF-7.
CHO-K1 and CHO-MMC' cells were cultured as described previously
(8). MCF-7 cells were cultured in RPMI 1640 (Gibco) supplemenled
wilh 10% felal calf serum, 100 units ml"1 penicillin, and 100 fig/ml
slreplomycin. All chemicals were obtained from Sigma Chemical Com
pany. Reslriction enzymes and T4 DNA ligase were obtained from
Boehringer-Mannheim Corporation.
Cytoloxicily Assays. MCF-7 cells (7-9 x 103/well) were plaled out
in 180 fil of medium in 96-well microtiler plates and left al 37'C for
16h to adhere. Cells were ihen treated for 3 h at 37°Cwith appropriate
concentrations of MMC plus NADPH plus P-450 reductase all added
in a volume of 20 n\. The total volume of culture medium was 200 n\.
Final concentrations were NADPH, 1 HIM,and P-450 reductase, 250
units/ml. In control experimenls, either NADPH, P-450 reductase, or
MMC was omitted. After 3 h, the medium was replaced and the cells
allowed to grow for 72 h. Cell survival was then assessed using the
MTT assay as described previously (12). In experiments using CHO
cells, the cells were plated out in 30-mm l'etri dishes at a density of
250-1000 cells/plate and left for 4 h at 37'C to adhere. The medium
7789
Research.
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