Characteristics of interaction of the antiandrogen flutamide with the androgen receptor in various target tissues.

Simard, J.; Luthy, I.; Guay, J.; Bélanger, A.; Labrie, F.

doi:10.1016/0303-7207(86)90132-2

Cited by 258Prostate Cancer Treatment and ResearchEstrogen and related hormone effectsHormonal and reproductive studies

Characteristics of interaction of the antiandrogen flutamide with the androgen receptor in various target tissues.

Simard, J., Luthy, I., Guay, J., Bélanger, A., Labrie, F.·1986·Molecular and Cellular Endocrinology

DOI 10.1016/0303-7207(86)90132-2

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Abstract

In rat adenohypophysial cells in primary culture, the specific uptake of [3H] testosterone (T) is completely blocked by increasing concentrations of the pure antiandrogen flutamide-OH, the active metabolite of flutamide at an IC50 value of 50 nM while unlabeled T causes a similar inhibition at an IC50 value of 0.5 nM. After 210 min of incubation of 3 nM [3H]T with the anterior pituitary cells, 80% of radioactivity is still present as unchanged T. Direct binding studies show that flutamide-OH and flutamide interact with the rat anterior pituitary androgen receptor at Ki values of 55 and 1275 nM, respectively. In rat ventral prostate (cytosolic and nuclear fractions) and cytosol from human prostatic carcinoma, rat uterus and mouse Shionogi mammary carcinoma, the Ki values ranged from 0.1 to 0.47, 0.6 to 2.7, 62 to 205 and 1450 to 7550 nM for dihydrotestosterone, T, flutamide-OH and flutamide, respectively . Since the ability of flutamide-OH to inhibit the uptake of [3H]T in intact adenohypophysial cells and to compete for binding to the adenohypophysial androgen receptor shows almost identical values at approximately 1% of the potency of T itself, it is most likely that the antiandrogen activity of flutamide-OH can be completely explained by the ability of the pure antiandrogen to displace androgen from their specific receptor in target tissues. In addition, the finding of similar binding characteristics in a series of other tissues suggests that a similar potency of the antiandrogen can be expected in the other androgen-target tissues.

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The antiandrogen OH-flutamide competitively reversed the effect of DHT and 4-dione with an apparent dissociation constant (Ki, ~110 nM) consistent with its known affinity for the AR.
“the antiandrogen OH-flutamide competitively reversed the effect of DHT and 4-dione with an apparent dissociation constant (K i , ϳ110 nm) consistent with its known affinity for the AR (226,227).”
From Endocrine and intracrine sources of androgens in women: inhibition of breast cancer and other roles of androgens and their precursor dehydroepiandrosterone (2003) · cites this paper as [227]
The addition of hydroxyflutamide competitively reversed the inhibition of [3H]E2 specific uptake by DHT.
“The addition of hydroxyflutamide, a nonsteroidal antiandrogen devoid of agonistic activity and with no significant affinity for receptors other than the AR (226, 227) competitively reversed inhibition of [ 3 H]E 2 specific uptake by DHT.”
From Endocrine and intracrine sources of androgens in women: inhibition of breast cancer and other roles of androgens and their precursor dehydroepiandrosterone (2003) · cites this paper as [227]
The inhibitory effect of DHT on ER content was competitively reversed by the antiandrogen hydroxyflutamide.
“Moreover, the inhibitory effect of DHT on ER content was competitively reversed by the antiandrogen hydroxyflutamide (226,227).”
From Endocrine and intracrine sources of androgens in women: inhibition of breast cancer and other roles of androgens and their precursor dehydroepiandrosterone (2003) · cites this paper as [227]
The inhibition constant (Ki) value for the reversal of DHT action by hydroxyflutamide was estimated at 39 nM, in agreement with the affinity of the antagonist for the AR.
“The inhibition constant (K i ) value for the reversal of DHT action by hydroxyflutamide was estimated at 39 nm (233), in agreement with the affinity of the antagonist for the AR (227).”
From Endocrine and intracrine sources of androgens in women: inhibition of breast cancer and other roles of androgens and their precursor dehydroepiandrosterone (2003) · cites this paper as [227]

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Authors: Simard, J., Luthy, I., Guay, J., Bélanger, A., & Labrie, F.
Affiliations: Université Laval (CA)
ORCID: Simard, J.
Venue: Molecular and Cellular Endocrinology
Publisher: Elsevier BV
Published: 1986-03
Volume: 44
Issue: 3
Pages: 261-270
ISSN: 0303-7207 (ISSN-L)
DOI: 10.1016/0303-7207(86)90132-2
OpenAlex: W2036335596
Cited by: 256
References: 33
Citations by year: 2026: 3 · 2025: 6 · 2024: 2 · 2023: 5 · 2022: 5 · 2021: 4 · 2020: 3 · 2019: 1 · 2018: 6 · 2017: 1 · 2016: 5 · 2015: 6 · 2014: 9 · 2013: 7 · 2012: 5
FWCI: 26.48
Type: journal article
Language: en
Open access: closed
Licence: www.elsevier.com/tdm/userlicense/1.0/ (tdm)
Locations: Molecular and Cellular Endocrinology (publishedVersion)
PubMed (publishedVersion)
Funders: Fonds de Recherche du Québec - Santé
Medical Research Council
Topics: Health Sciences › Medicine › Pulmonary and Respiratory Medicine › Prostate Cancer Treatment and Research
Life Sciences › Biochemistry, Genetics and Molecular Biology › Genetics › Estrogen and related hormone effects
Health Sciences › Medicine › Endocrinology, Diabetes and Metabolism › Hormonal and reproductive studies
Keywords: flutamide, androgen receptor antagonists, androgen receptor, receptor binding affinity, testosterone uptake, anterior pituitary, ventral prostate, uterus, breast cancer, dihydrotestosterone
MeSH terms: Anilides, Animals, Cells, Cultured, Female, Flutamide, Humans, Kinetics, Male, Mammary Neoplasms, Experimental, Mice, Inbred Strains, Organ Specificity, Pituitary Gland, Anterior, Prostate, Prostatic Neoplasms, Rats, Inbred Strains, Receptors, Androgen, Testosterone, Uterus, Mice, Rats

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Characteristics of interaction of the antiandrogen flutamide with the androgen receptor in various target tissues.

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