[CANCER RESEARCH 47, 1571-1576, March 15, 1987]
Facilitated Transport of Melphalan at the Rat Blood-Brain Barrier by the Large
Neutral Amino Acid Carrier System
Nigel H. Greig,1 Seiji Momma, Daniel J. Sweeney, Quentin R. Smith, and Stanley I. Rapoport
Laboratory of Neurosciences, National Institute on Aging, NIH, Bethesda, Maryland 20892
ABSTRACT
Melphalan has been reported to be actively transported into tumor
cells by two amino acid carrier systems. As amino acids are transported
across cerebral capillaries by a facilitated mechanism, studies were
undertaken to assess whether or not melphalan was transported similarly,
and additionally to determine melphalan's plasma and brain pharma-
cokinetics. The brain uptake of [MC]melphalan was measured by an in
situ brain perfusion technique in the anesthetized rat utilizing [I4C|-
melphalan. The cerebrovascular permeability-surface area product of
|'4C]melphalan was calculated at cold melphalan concentrations from 0
to 16.3 Aunol/iul.The permeability-surface area product was concentra
tion dependent and decreased from 10.8 ±0.6 (±SE)x 10~V at 0.02
iiiiiiil/inl melphalan to 5.4 ±0.3 x 10 \ ' at 16.3 ¿imol/ml. The system
became saturated at a concentration in excess of 0.1 ^mol/ml. The
lYIichaelis-Menten parameters (',„„, and A',,,,determined by nonlinear
regression analysis of the permeability-surface area product data, equaled
0.9 ±0.3 x 10""Mmol/s/gand 0.15 ±0.06 nmol/ml, respectively, for the
saturable component of melphalan's brain uptake. The A,,of the nonsat-
urable component was 5.3 ±0.03 x 10 's '. Addition of the amino acid
l.-phenylalanine to the brain perfusate inhibited the saturable component
of melphalan's brain uptake. The analysis of the plasma and brain
concentrations of melphalan by high-performance liquid chromatography,
following i.v. melphalan administration, demonstrated that approximately
15% of the drug that was present in plasma entered the brain. These
data suggest that the brain uptake of melphalan is facilitated, demon
strating concentration-dependent uptake, saturation, and inhibition, and
that melphalan shares the large neutral amino acid carrier system at the
blood-brain barrier.
INTRODUCTION
Antineoplastic drugs have been responsible for considerable
improvements in the treatment of a variety of extracerebral
malignancies. However, the mainstays for the treatment of
brain tumors remain surgery and radiation therapy (1). The
presence of a blood-brain barrier, although of variable integrity
in brain tumors (1, 2), restricts the brain uptake of water soluble
compounds (3). While stereospecific, saturable carrier-mediated
transport systems exist at the level of the cerebral capillary
endothelium to regulate and facilitate the brain uptake of essen
tial water soluble compounds (o-glucose, L-amino acids, and
certain nucleic acid precursors and ions) (3, 4), no exogenous
drugs have yet been demonstrated to be similarly transported
(5).
Melphalan is an anticancer alkylating agent proven to be
effective in the treatment of multiple myeloma (6) and of
carcinoma of the breast and ovary (7, 8). It is a nitrogen mustard
derivative of the large neutral amino acid L-phenylalanine (Fig.
1), and has been demonstrated to be transported into tumor
cells via two amino acid carrier systems (9-18). Experiments
were undertaken to assess whether melphalan was similarly
transported across the blood-brain barrier. A brain perfusion
technique was utilized to measure the brain uptake of melphalan
Received 8/25/86; revised 12/3/86; accepted 12/5/86.
The costs of publication of this article were defrayed in part by the payment
of page charges. This article must therefore be hereby marked advertisement in
accordance with 18 U.S.C. Section 1734 solely to indicate this fact.
1To whom requests for reprints should be addressed, at Laboratory of Neu-
rosciences. Building 10. Room 6C 103, NIH, Bethesda, MD 20892.
independent of the uptake of the endogenous amino acids,
which compete for the large neutral amino acid carrier system
(19). In addition, as the brain pharmacokinetics of melphalan
have not previously been reported, plasma and brain concentra
tions of drug were measured up to 4 h following the i.v.
administration of melphalan to rats. Part of this work has been
published as an abstract (20).
MATERIALS AND METHODS
Pharmacokinetic Study
Adult male rats (Fischer 344 strain), weighing 200-250 g, were
anesthetized with sodium pentobarbital (40 mg/kg, i.p.). The left sa-
phenous vein was exposed and melphalan (Sigma Chemical Co., St.
Louis, MO), 10 mg/kg, was injected i.v. (1 ml/kg). At intervals from
15 min to 4 h following melphalan administration, blood was collected
by cardiac puncture and the brain was removed and placed on 0.9%
NaCl, ice-chilled filter paper. A minimum of five animals were killed
per time point. The blood was centrifuged (7000 x g, l min), and the
plasma removed and stored immediately at —70°C. Plasma and brain
samples were analyzed for melphalan by high-performance liquid chro
matography, as described by Sweeney and colleagues (21).
Brain Perfusion Study
Surgical Procedure. Adult male rats (Osborne-Mendel strain), weigh
ing 250-350 g, were anesthetized with sodium pentobarbital (50 mg/
kg, i.p.). The right external carotid artery was cannulated with a
polyethylene catheter for retrograde infusion. In addition, the right
pterygopalatine artery was ligated, the right occipital and thyroid arter
ies were coagulated and cut, and the right common carotid artery was
encircled with silk thread (Fig. 2). Blood flow through the right common
carotid artery was never interrupted during the surgical procedure.
Following the surgery, a heat lamp connected to a feedback device (YSI
Indicating Controller, Yellow Springs, OH) maintained rectal temper
ature at 37°C.
Brain Perfusion. The cannula to the right external carotid artery was
connected to a syringe containing 0.3 iiCi/ml [l4C]melphalan, 1.0 iiCi/
ml |'M |iiiiilin, 0-16.3 iimol/ml of unlabeled melphalan (Sigma Chem
ical Co., St. Louis, MO), and 0-100 ^mol/ml of L-phenylalanine
(Sigma) dissolved in an HCOj-buffered physiological saline (in (¿mol/
ml, 142 NaCl, 28 NaHCO3,6.0 dextrose, 4.2 KH2PO4, 1.7 CaSO4, and
1.0 MgSO4). This perfusion fluid was prepared just prior to use to
minimize any hydrolysis of the melphalan. The radiochemical purities
(>98%) of the [14C] and [3H]tracers were confirmed by thin-layer
chromatography and gel chromatography (22, 23), respectively. The
perfusion fluid was filtered through a 10-^m polypropylene filter (Gel-
man Sciences, Ann Arbor, MI), oxygenated with 95% O2:5% CO2 and
warmed to 37°C. The pH and CO? tension of the perfusion fluid were
7.40 and 32 mm Hg, respectively. One second before perfusion, the
right common carotid artery was ligated. Then perfusion fluid was
infused retrograde into the external carotid artery at a constant rate of
8.3 x 10~2 ml/s with an infusion pump (no. 944; Harvard Apparatus,
South Natick, MA). At this infusion rate, the measured carotid artery
pressure was between 130 and 140 mm Hg [below 160-190 mm Hg,
which has been reported to damage the blood-brain barrier (3)], and
circulating blood contributed less than 5% of the net flow to the right
cerebral hemisphere (19). After 60-65-s brain perfusion, the rat was
decapitated. A 100-iil aliquot of perfusion fluid was transferred to a
vial and stored at -70°C for radiochemical analysis by thin-layer
chromatography, to determine whether any hydrolysis of melphalan
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