TRENBOLONE ACETATE

EXPLANATION

Trenbolone acetate was considered at the twenty-sixth meeting of

the Joint FAO/WHO Expert Committee on Food Additives (Annex 1,

reference 59), but it could not be evaluated at that time because the

necessary documentation on residue levels, good animal husbandry in

relation to the use of the agent, and details of methods of analysis

were not available.

At the twenty-seventh meeting (Annex 1, reference 62) the

Committee provisionally accepted the use of trenbolone acetate as an

anabolic agent for the production of meat for human consumption in

accordance with good animal husbandry practice, and requested the

submission of the results of a study known to be in progress to

establish a no-hormonal-effect level in non-human primates.

This monograph contains the data previously considered by the

Committee, as well as data that have been submitted recently.

BIOLOGICAL DATA

Biochemical aspects

Absorption, distribution, excretion, and metabolism

Rats

Male Sprague-Dawley (bile duct cannulated) rats received single

i.v. doses of 28 mg/kg b.w. 3H-labelled trenbolone acetate (TBA).

Eighty-four percent of the administered radioactivity was excreted via

the bile in 24 hours after dosing (6% "free", 37% as the glucuronide,

and 37% as the sulfate). 3-Ketotrienic structures accounted for 66% of

biliary radioactivity; 17-alpha-hydroxytrenbolone (alpha-TBOH) was not

detected in the bile. The identified 3-ketotrienic metabolites are

presented in Figure 1 (Pottier et al., 1978).

Cattle

Two male calves, each given s.c. implantations with 140 mg TBA at

the base of the right ear, showed a high urinary elimination rate of

trenbolone (TBOH) (detected fluorometrically). Within 3 hours after

application relatively high concentrations were measured (50-80 ng/mg

creatinine); the maximum TBOH level was reached after 10 hours (about

120 ng/mg creatinine) followed by a sudden drop within two days.

Additional implantation of estradiol-17ß reduced TBOH excretion very

slightly (Bouffault, 1977).

Groups of 3 - 4 bull calves were given s.c. implantations of

20 mg 3H-estradiol-17ß or 20 mg 3H-estradiol-17ß + 140 mg TBOH.

TBOH caused a marked delay in estradiol excretion. In calves receiving

estradiol only, the maximum plasma estradiol-17ß level was 3 nmole/l,

and 95% of the applied radioactivity was excreted in the urine and

faeces within 20 days; after more than 31 days radioactivity was no

longer detectable in the urine or faeces. Calves treated with TBOH

showed a maximum plasma estradiol-17ß level of 0.33 nmole/l and

excretion of radioactivity was observed up to 107 days after

administration; at that time faecal and urinary radioactivity levels

were still 1.4 - 3 nCi/g (Riis & Suresh, 1976).

Twelve calves weighing 150 - 200 kg each received s.c. implants

in the ear containing 200 mg 3H-TBA. Half of the animals were

sacrificed at 15 days, the other half at 30 days after implantation.

Blood samples were taken at intervals between dosing and sacrifice. At

sacrifice, the liver, kidneys, and samples of muscle, fat, and bile

were taken for analysis. Concentrations of radioactivity in the plasma

were fairly constant during the experimental period, with mean levels

of 4 to 5 ng equivalents/ml. Tissue concentrations of radioactivity

were either similar at 15 and 30 days or were higher at 30 days.

Highest concentrations were found in the liver (42 and 49 ng

equivalents/g at 15 and 30 days, respectively). Lower concentrations

were found in the kidneys (15 - 20 ng equivalents/g) and muscle and

fat (2 - 3 ng equivalents/g). High concentrations of radioactivity in

the bile (1073 and 736 ng equivalents/ml at 15 and 30 days,

respectively) indicate its importance in excretion of this compound.

Comparison of total and non-volatile radioactivity showed that only a

small amount of tritiated water was produced. About 10% of the

radioactivity in the liver samples was extracted by diethyl ether or

ethyl acetate, and this proportion increased to about 20 - 30%

following incubation with ß-glucuronidase, indicating the presence of

a glucuronide(s) (Hawkins et al., 1984).

Two heifers were given single s.c. implantations with 300 mg

3H-labelled TBA. One heifer was killed 60 days after implantation;

the implant was removed from the other heifer after 60 days and the

animal was killed 16 days later. The H content in the liver, kidneys,

muscle, and fat varied from 0.5 to 25 ppb. Of these residues, 1 - 5%

was TBA, TBOH, and trenbolone glucuronide; up to 5% was found in other

organic-soluble material. Of the remaining radioactivity, about 50%

was water soluble, and the insoluble residue could be made water

soluble by treatment with the proteolytic enzymes pepsin and trypsin

(Ryan & Hoffman, 1978).

Two heifers were given single s.c. implantations with 300 mg

3H-labelled TBA. After 60 days the implants, which still contained

31% of the initial radioactivity, were removed. One heifer was killed

immediately, the other was maintained for 16 days after implant

removal and then killed. Ethyl acetate-extractable radioactivity in

blood plasma could largely be ascribed to TBOH; in most cases no TBA

was found in plasma. Plasma concentrations during days 1 - 55 after

dosing were 5 - 13 ppb; after 58 days a large increase in both total

and nonvolatile radioactivity was observed (17 - 20 ppb). The

half-lives for plasma disappearance of total and non-volatile

radioactivity were 32 and 29 days, respectively, during the

implantation period and 18 and 14 days, respectively, during the

withdrawal period. Plasma ethyl acetate-extractable radioactivity

amounted to 10 - 74% of the total radioactivity during days 1 - 55

after implantation, and this declined to 5% at 16 days after implant

removal. In the 16 days from implant removal to sacrifice,

radioactivity decreased by 58% in muscle, 75% in liver, 77% in

kidneys, and 74% in fat (Chasseaud et al., 1976).

Heifers (aged 15 months, number not given) were given daily oral

doses of 0.4 or 8 mg TBA per animal for 9 weeks. After 1 and 2 weeks

TBA was detected in the urine. Two weeks after drug withdrawal the

compound was detected in some urine samples, whereas after 3 weeks no

TBA was detected (Stephany et al., 1976).

A 14-month-old heifer, after i.v. administration of 10 mg/kg b.w.

TBA, excreted 80% of the administered radioactivity in the bile during

the first 24 hours; 3.5% was in the free form, 30% was excreted as

glucuronides, and 30% as sulfates. Metabolites with the 3-ketotrienic

structure that were identified in the bile are presented in Figure 2.

Three compounds that had lost their ketotrienic structure were also

isolated; these metabolites are presented in Figure 3. Less than 1% of

the administered radioactivity was isolated as tritiated water

(Pottier et al., 1978).

Specimens of muscle from the back and rear leg and specimens from

the liver were taken from two heifers that had been implanted two

months earlier with 300 mg 3H-TBA. In addition, bile was collected

by catheterization of one heifer on days preceding slaughter. The

radioactivity content of muscle, independent of its location, was

one-tenth the level in liver, whereas radioactivity levels in the bile

were 15 times higher than in liver tissue, alpha-TBOH and ß-TBOH

concentrations were determined by reverse isotopic dilution. On

average, the concentration of ß-TBOH was 0.05 to 0.1 ppb in various

tissues, whereas that of alpha-TBOH, which was only 0.005 ppb in the

muscle, reached 0.88 ppb in the liver. Following enzymolysis, ß-TBOH

was not detected in the bile, which contained, by contrast, nearly

200 ppb alpha-TBOH. Thus, alpha-TBOH represented 10% of total TBOH in

muscle, 90 - 95% in the liver, and more than 99% of the total in bile

(Pottier, 1979).

3H-TBA was implanted in the ears of two heifers (300 mg;

388 mCi) and the distribution of the radioactivity in liver and muscle

tissue was determined, applying rigorously standardized organic or

aqueous extraction procedures, either directly or following enzymatic

hydrolysis and proteolytic procedures. These steps yielded almost 100%

recovery of the radioactivity and indicate that only 5 to 15% of the

total residues were extractable with organic solvents. The remaining

radioactivity was either soluble in aqueous media or remained bound to

tissue structures. In another experiment, liver tissue from a calf

treated with 3500 mg TBA 68 days prior to slaughter was examined by

applying radioimmunoassay techniques to determine TBA/TBOH ratios.

Trienic-steroid type residues were obtained only from fractions

containing residues extractable with organic solvents (Hoffman et al.,

1984).

Two barren cows, after i.v. administration of 10 mg 3H-TBA per

animal, displayed very rapid hydrolysis of 3H-TBA in the blood

plasma; after 0.1 hour, only 2% of the radioactivity was recovered as

TBA, whereas 70% was recovered as TBOH. After 2 hours, radioactivity

could no longer be extracted, and in the extracted fraction polar

components predominated. From 3 - 8 hours TBOH disappeared from the

blood (half-life, 1.5 hours) (Pottier et al., 1975).

In two barren cows after s.c. implantation of 300 mg 3H-TBA per

animal at the base of the ear, slow resorption from the implant

occurred; the half-life of disappearance from the implant was 68 - 84

days. About 33% of the radioactivity was extracted in the blood plasma

over the 3-month period after implantation, 70% of which was accounted

for by TBOH. The main routes of excretion were via the bile and urine.

Tissue levels after 3 months were about 1 ppb, except in the liver

(6.5 ppb) and kidneys (4.5 ppb). Twenty-five percent of the tissue

radioactivity was extractable, 40% of which was TBOH. In the liver and

kidneys, however, only 10% was extractable, while in perirenal fat up

to 88% of the radioactivity was extractable. In perirenal fat 50% of

the radioactivity was TBA. Radioactivity levels in the implantation

zone were 8 - 21% of the implanted quantity (Pottier et al., 1973;

Pottier et al., 1975).

Slow resorption from s.c. implants of 300 mg 3H-TBA occurred in

2 lactating cows. The half-life for disappearance from the implant was

approximately 60 days. About 17% of the radioactivity present in the

blood plasma over the period of 5 months after implantation was

extractable. Less than 1% of the radioactivity was excreted in milk.

Ten percent of the milk radioactivity was extractable and 25% of this

extractable radioactivity was TBOH. Tissue levels after 5 months were

about 1 ppb, except in the liver (3.4 ppb) and kidneys (2.7 ppb).

About 25% of the tissue radioactivity was extractable, except in the

liver and kidneys (both 10%); about 40% of this extractable

radioactivity was TBOH. In contrast, 88% of total radioactivity in

perirenal fat was extractable, of which 50% was TBA. Unchanged TBA was

found in no other tissues. Radioactivity levels in the implantation

zone were 8 - 21% of the implanted quantity after 5 months (Pottier

et al., 1973; Pottier et al., 1975).

Two steers were given by single s.c. implantations 300 mg

3H-TBA in combination with 40 mg estradiol; the implants were

removed 60 days later, at which time 28% of the radioactivity remained

in them. Ethyl acetate-extractable radioactivity in blood plasma was

primarily ascribed to TBOH; in most cases no TBA was found in the

plasma. One animal was killed immediately after removal of the

implant. Plasma concentrations in this animal declined with half-lives

of 26 days for both total and non-volatile radioactivity; ethyl

acetate-extractable radioactivity in the plasma of this animal ranged

between 3 - 5% of the total radioactivity. In the other animal, which

was killed 16 days after removal of the implant, plasma concentrations

declined during days 1 - 60, with half-lives of 50 and 55 days for

total and non-volatile radioactivity, respectively. In the 16 days

from implant removal to sacrifice, radioactivity decreased by 46% in

muscle, 2% in liver and kidneys, and 29% in fat (Chasseaud et al.,

1976).

Relay bioavailability

Groups of 3 rats were fed freeze-dried or ethyl acetate-extracted

liver, kidney, or muscle obtained from two heifers killed 60 days

after s.c. implantation with 300 mg 3H-TBA. 3H-TBA levels in the

heifers averaged 30 ng equivalents/g in the liver, 24 ng equivalents/g

in the kidneys, and 3.2 ng equivalents/g in muscle. Radioactivity

excretion during the 3 days after feeding these tissues to rats is

presented in Table 1 (Hawkins et al., 1979).

Groups of 3 bile duct-cannulated rats that had been fasted for 24

hours were fed during 1 hour freeze dried liver, kidney, or muscle

from the two heifers described in the previous paragraph.

Radioactivity disposition during 48 hours after feeding of these

tissues is presented in Table 2 (Hawkins et al., 1979).

Table 1. Excretion of radioactivity by rats after being fed tissues

from heifers implanted with 3H-TBA

Excretion in percent of

administered radioactivity

Treatment Tissue Urine Faeces Total

Freeze-dried tissue Liver 3 81 84

Kidney 2 93 94

Muscle 6 85 91

Extracted tissue Liver 5 78 83

Kidney 2 103 105

Muscle 2 73 75

Table 2. Excretion of radioactivity by bile duct-cannulated rats

after feeding of tissue from heifers implanted with 3H-TBA

Excretion in percent of administered radioactivity

Tissue Bile Urine Faeces GI tract + contents Total

Liver 7 5 59 2 74

Kidney 3 1 31 60 95

Muscle 3 2 56 not detected 61

Effects on protein binding

The affinity of alpha-TBOH and ß-TBOH for corticosteroid binding

globulin, measured in vitro using the human plasma of elderly women,

was very low, less than 0.1% bound, compared with 10% for testos-

terone. The affinity of alpha-TBOH and ß-TBOH for testosterone and

estradiol binding globulin was 1% of that measured for testosterone.

When alpha-3H-TBOH was incubated in vitro with female human plasma,

it readily bound to the albumin fraction; only 4% was present

as free TBOH. The total blood clearance of ß-TBOH was twice that of

testosterone (Philibert & Moguilewsky, 1983).

Effects on estradiol-17ß excretion and nitrogen retention

Cattle

Plasma residues of estradiol-17ß in cattle were affected by the

presence of TBA in the s.c. implant. Plasma levels of estradiol-17ß

remained greater than 0.05 ppb for nine weeks in steers after

treatment with 200 mg TBA in combination with 40 mg estradiol-17ß,

whereas the residual levels decreased below 0.05 ppb within 5 weeks

after implantation of 40 mg estradiol-17ß alone (Heitzman & Hardwood,

1977).

Implantation of 40 mg TBA in the dewlap of Friesian bulls

(11 - 16 weeks of age) did not affect nitrogen retention. Implantation

of 140 mg TBA in combination with 20 mg estradiol-17ß at the same

site, however, resulted in a 47% decrease in nitrogen retention

(van der Wal, 1975).

Pigs

Pigs (males, females, and castrated males) were given s.c.

implantations with either 20 mg estradiol-17ß or 20 mg estradiol-17ß

in combination with 140 mg TBA. At 5 weeks after implantation, steroid

estrogens were hardly detectable in the faeces, and serum values for

estradiol-17ß were very low in both groups. Urine estradiol-17ß levels

were 6 - 82 µg/l in the estradiol-17ß group and 16 - 135 µg/l in the

combination group (Kroes et al., 1976a).

Toxicological studies

Special studies on carcinogenicity potential

Rats

Male Wistar rats (number not specified) were injected i.p.

with 15 µg/kg b.w. 3H-estradiol-17ß (53.6 Ci/mmole), 19 µg/kg

b.w. 3H-testosterone (54.0 Ci/mmole), 17 µg/kg b.w. 3H-TBA,

(57.0 Ci/mmole), or 30 µg/kg b.w. 3H-zeranol (50.0 Ci/mmole), all in

95% ethanol solution. The animals were sacrificed 16 hours after

injection and the Covalent Binding Indices (CBI, Lutz, 1979) of the

chemicals to DNA in the liver were quantitated. The CBIs were 11.4,

4.80, 5.62, and 1.65 for estradiol-17ß, testosterone, TBA, and

zeranol, respectively (weak carcinogens have a CBI approx. or equal

10, Lutz, 1979). The positive control, N-hydroxy-acetylaminofluorene,

had a CBI value of 262 (Barraud et al., 1983).

The CBI of TBA as a function of time was measured by

administering 0.83 mCi (22 - 40 µg/kg b.w.) 3H-TBA i.p. to 8 male

rats. The animals were killed at 4, 8, 12, 20, 24, 36, 48, and 96

hours. The highest CBI, 7.82 was obtained after 24 hours; after 96

hours the CBI was 1.11 (Barraud et al., 1983).

Treatment of rodents with initiators of liver cancer can give

rise to phenotypically altered cells which, under suitable conditions,

will develop into foci of potentially pre-neoplastic cells. These foci

may either regress or develop into malignant nodules, but because they

only take a few weeks to become apparent, induction of such foci

represents a useful short-term indication of tumour-initiating

capacity.

alpha-TBOH or ß-TBOH (2.5, 5, or 10 mg/kg b.w.), ethinyl

estradiol (0.05 mg/kg b.w.), testosterone (10 mg/kg b.w.),

nitrosomorpholine (25 mg/kg b.w.), or diethylnitrosamine (200 mg/kg

b.w.) were administered by i.p. injection approximately 18 hours after

partial hepatectomy to Fisher 344 CDF rats (5 males and 5 females per

group). Two groups presented only with vehicle and one untreated group

of 5 males and 5 females each were used as controls. The animals were

allowed to recover for a further 13 days after treatment with the test

agent. The animals then were supplied with tap water and powdered diet

containing 0.02% 2-acetylaminofluorene, except that the diet supplied

to animals in one of the vehicle control groups contained no

acetylaminofluorene. Seven days after commencing the new dietary

regime the animals were treated with carbon tetrachloride at 2 ml per

kg b.w. by intragastric gavage (animals in the vehicle control group

not given acetylaminofluorene were not treated with carbon

tetrachloride). Seven days later the animals were killed by cervical

dislocation and the livers were removed for microscopic examination.

Most of the animals showed moderate lethargy and other clinical

signs for two or three days following the operative procedure, but no

compound-related adverse signs were evident. No significant

treatment-related effects on body or liver weight were reported. Only

animals treated with nitrosomorpholine or diethylnitrosamine showed

significant increases in liver foci compared with the vehicle control

or untreated groups.

None of the steroids examined in this study (including alpha-TBOH

and ß-TBOH) showed any evidence of inducing pre-neoplastic liver foci

at the dose levels tested. The authors concluded that none of these

steroids showed any evidence of being a liver rumour initiator in this

assay (Allen & Proudlock, 1987).

Special study on immunoresponse

Cattle

Antibody production in male and female calves (about 25 animals

per group) was investigated after s.c. implantation of placebo

(lactose), 20 mg estradiol-17ß, 140 mg TBA, or 140 mg TBA + 20 mg

estradiol-17ß. A slight, non-significant immunodepressive effect was

seen in male calves treated with either estradiol-17ß or TBA alone. In

the males treated with the combination, this effect was significant.

In female calves the immunoresponse was unaffected (Gropp et al.,