The DOI matches its Crossref record; 33 of the 33 references it cites were found in a registry or an index.
Characteristics of interaction of the antiandrogen flutamide with the androgen receptor in various target tissues.
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.
Overview
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
In the citing paper
“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]
In the citing paper
“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]
In the citing paper
“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]
In the citing paper
“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]
Citations
Cites
Yung-Chi, C., & Prusoff, W. H. (1973) · Biochemical Pharmacology · doi:10.1016/0006-2952(73)90196-2 · Cited by 12,922
Extension of Multiple Range Tests to Group Means with Unequal Numbers of Replications
Kramer, C. Y. (1956) · Biometrics · doi:10.2307/3001469 · Cited by 3,146
Important Advances in Oncology: 1986
Merrill, J. M. (1986) · JAMA · doi:10.1001/jama.1986.03380040106043 · Cited by 909
NERI, R. O., FLORANCE, K., Koziol, P., & CLEAVE, S. V. (1972) · Endocrinology · doi:10.1210/endo-91-2-427 · Cited by 326
A SOLUBLE ANDROGEN RECEPTOR IN THE CYTOPLASM OF RAT PROSTATE
Mainwaring, W. I. P. (1969) · Journal of Endocrinology · doi:10.1677/joe.0.0450531 · Cited by 292
Selective Effect of Androgens on LH and FSH Release in Anterior Pituitary Cells in Culture
Drouin, J., & Labrie, F. (1976) · Endocrinology · doi:10.1210/endo-98-6-1528 · Cited by 255
Self-citationBaulieu, É.-É., & Jung, I. (1970) · Biochemical and Biophysical Research Communications · doi:10.1016/0006-291x(70)90623-6 · Cited by 179
Peets, E. A., HENSON, M. F., & NERI, R. O. (1974) · Endocrinology · doi:10.1210/endo-94-2-532 · Cited by 163
THE BINDING OF [1,2-3H]TESTOSTERONE WITHIN NUCLEI OF THE RAT PROSTATE
Mainwaring, W. I. P. (1969) · Journal of Endocrinology · doi:10.1677/joe.0.0440323 · Cited by 137
Liao, S., HOWELL, D. K., & Chang, T. H. (1974) · Endocrinology · doi:10.1210/endo-94-4-1205 · Cited by 135
Research works printed but not linked: 6
- Asselin, 1980, Cancer Res., 40, 1612
- Fang, 1969, Mol. Pharmacol., 5, 428
- Labrie, 1986, Prostate
- Labrie, 1982, J. Clin. Invest. Med., 5, 267
- Labrie, 1985, J. Steroid Biochem.
- Neumann, 1970, Recent Progr. Horm. Res., 26, 337
Cited by
Sorted by citations
Items 201–258 of 258
Tissue Levels of Androgens in Castration-Recurrent Prostate Cancer
Mohler, J. L., & Titus, M. A. (2009) · Springer eBooks · doi:10.1007/978-0-387-69179-4_23 · Cited by 4
Lacoste, D., Dubé, D., Bélanger, A., & Labrie, F. (1989) · Molecular and Cellular Endocrinology · doi:10.1016/0303-7207(89)90202-5 · Cited by 4
Self-citationLabrie, F. (1998) · Endocrine Related Cancer · doi:10.1677/erc.0.0050341 · Cited by 4
Self-citationControversies in the Treatment of Prostate Cancer with Maximal Androgen Deprivation
McLeod, D. G., & Moul, J. W. (1995) · Surgical Oncology Clinics of North America · doi:10.1016/s1055-3207(18)30459-9 · Cited by 4
Alopecia androgenetica der Frau
Lutz, G. (2018) · ästhetische dermatologie & kosmetologie · doi:10.1007/s12634-018-5562-z · Cited by 3
Effects of lupeol and flutamide on experimentally-induced polycystic ovary syndrome in mice.
Rezaei-Golmisheh, A., Sadrkhanlou, R., Ahmadi, A., & Malekinejad, H. (2024) · PubMed Central · doi:10.22038/ijbms.2024.77602.16783 · Cited by 3
Cristofani, R., Tedesco, B., Ferrari, V., Chierichetti, M., Cozzi, M., Pramaggiore, P., Cornaggia, L., Mohamed, A. A., Casarotto, E., Brodňanová, M., et al. (2025) · Cell Communication and Signaling · doi:10.1186/s12964-025-02351-4 · Cited by 3
Metabolism of natural and synthetic steroids used in cancer treatment
Sandberg, A. A., & Kirdani, R. Y. (1988) · Pharmacology & Therapeutics · doi:10.1016/0163-7258(88)90107-6 · Cited by 3
Lauro, F., Díaz-Cedillo, F., Elodia, G.-C., Eduardo, P.-G., Maria, L., Marcela, R., Lenin, H.-H., Sarabia-Alcocer, B., & Monica, V.-S. B. (2014) · BioMed Research International · doi:10.1155/2014/217865 · Cited by 3
GRAEF, V., Golf, S. W., Tyrell, C. J., & Fehler, M. (1987) · Steroids · doi:10.1016/0039-128x(87)90095-x · Cited by 3
The Direct Effect of Hepatic Peroxisome Proliferators on Rat Leydig Cell Function in Vitro1
Liu, R. C. M., HAHN, C., & Hurtt, M. E. (1996) · Toxicological Sciences · doi:10.1093/toxsci/30.1.102 · Cited by 3
Castelo‐Branco, C., Hernández-Angeles, C., Alvarez-Olivares, L., & Balasch, J. (2016) · Gynecological Endocrinology · doi:10.1080/09513590.2016.1184640 · Cited by 3
Simard, J., Labrie, C., Mérand, Y., Dufour, J., Lévesque, C., & Labrie, F. (1990) · Annals of the New York Academy of Sciences · doi:10.1111/j.1749-6632.1990.tb34325.x · Cited by 3
Self-citationTakezawa, Y., Nakano, K., Ohtake, N., & Yamanaka, H. (1996) · International Journal of Urology · doi:10.1111/j.1442-2042.1996.tb00634.x · Cited by 3
Perspectives on Mathematical Modeling for Receptor-Mediated Processes
Potter, L. K., & Tobin, F. L. (2007) · Journal of Receptors and Signal Transduction · doi:10.1080/10799890601069980 · Cited by 3
COMBINATION THERAPY IN PROSTATE CANCER
Labrie, F., Dupont, A., Emond, J., & Monfette, G. (1986) · The Lancet · doi:10.1016/s0140-6736(86)90488-5 · Cited by 3
Self-citationJiménez-Rubio, G., Herrera‐Perez, J. J., & Martı́nez-Mota, L. (2025) · Hormones and Behavior · doi:10.1016/j.yhbeh.2025.105711 · Cited by 2
Panichi, R., Dieni, C. V., Sullivan, J. A., Biscarini, A., Contemori, S., Faralli, M., & Pettorossi, V. E. (2022) · The Journal of Comparative Neurology · doi:10.1002/cne.25318 · Cited by 2
Rabe, T., Albring, C., Blume‐Peytavi, U., Egarter, C., Geisthövel, F., König, K., Kühl, H., Merkle, E., Ao, M., Reisch, N., et al. (2015) · Journal für Kardiologie (Krause & Pachernegg GmbH) · Cited by 2
Guzmán, D. C., Bratoeff, E., López, E. R., García, E. H., Rioja, F. P., Brizuela, N. O., Jiménez, F. T., Mejía, G. B., Olguı́n, H. J., & del Ángel, D. S. (2011) · Andrologia · doi:10.1111/j.1439-0272.2010.01051.x · Cited by 2
Efectos del danazol y hemisuccinato de danazol sobre la presión de perfusión y resistencia vascular
Lauro, F., Diaz-Ku, E., Díaz-Cedillo, F., Baqueiro-Bricaire, A. C., & Camacho‐Luis, A. (2010) · LA Referencia (Red Federada de Repositorios Institucionales de Publicaciones Científicas) · Cited by 2
Yu, F. H., Yun, Y. W., Yuen, B. H., & Moon, Y. S. (1991) · Canadian Journal of Physiology and Pharmacology · doi:10.1139/y91-027 · Cited by 2
Hass, U., Boberg, J., Axelstad, M., Isling, L. K., Christiansen, S., Jacobsen, P. R., Mandrup, K. R., Vinggaard, A. M., Taxvig, C., Poulsen, M. E., et al. (2012) · Technical University of Denmark, DTU Orbit (Technical University of Denmark, DTU) · Cited by 2
Sabouni, R., Archer, D. F., & Jacot, T. A. (2021) · Reproductive Sciences · doi:10.1007/s43032-020-00433-x · Cited by 2
Anastassakis, K. (2022) · Springer eBooks · doi:10.1007/978-3-031-08057-9_17 · Cited by 2
Evaluation of Positive Inotropic Activity Induced bya Danazol Derivative in Isolated Rat Heart Model
Figueroa-Valverde, L., Díaz-Cedillo, F., García-Cervera, E., Gómez, E. P., López-Ramos, M., Rosas-Nexticapa, M., Mendoza-López, M. R., May-Gil, I., & Sarao', A. (2013) · Pharmacology & Pharmacy · doi:10.4236/pp.2013.44058 · Cited by 1
Dupont, A., Labrie, F., Cusan, L., Gomez, J.-L., Tremblay, M., Lacourcière, Y., Emond, J., & Monfette, G. (1992) · Recent results in cancer research/Recent Results in Cancer Research · doi:10.1007/978-88-470-2186-0_5 · Cited by 1
Self-citationArias, M., & Gerardo, A. (2005) · LA Referencia (Red Federada de Repositorios Institucionales de Publicaciones Científicas) · Cited by 1
Ononye, S. N. (2013) · OpenCommons at University of Connecticut (University of Connecticut) · Cited by 1
Adrenal Androgen Action in Breast Cancer
Boccuzzi, G., & Brignardello, E. (1996) · Annals of the New York Academy of Sciences · doi:10.1111/j.1749-6632.1996.tb16249.x · Cited by 1
Govindan, M. V., Burelle, M., Cantin, C., Devic, M., Labrie, C., Labrie, F., Lachance, Y., Leblanc, G., Lefebvre, C., Patel, P., et al. (1988) · Springer eBooks · doi:10.1007/978-1-4684-5541-0_14 · Cited by 1
Self-citationLabrie, F., Dupont, A., Bélanger, A., Simard, J., Labrie, C., Poulin, R., Lüthy, I. A., Veilleux, R., Lacoste, D., Marchetti, B., et al. (1988) · Springer eBooks · doi:10.1007/978-1-4684-8801-2_6
Self-citationTRATAMIENTO DEL SÍNDROME DE OVARIO POLIQUÍSTICO. ANTIANDRÓGENOS
Ablan, F., & Nottola, N. (2007) · Revista Venezolana de Endocrinología y Metabolismo
Fail, P. A., & Anderson, S. A. (2002) · Current Protocols in Toxicology · doi:10.1002/0471140856.tx1605s13
Lauro, F., Francisco, D.-C., Ma, L.-R., Elodia, G.-C., & Quijano-Ascencio, K. (2010) · African Journal of Pharmacy and Pharmacology · doi:10.5897/ajpp.9000011
For information on reprint requests of more than 101 and commercial reprints contact
Barbour, L. A., Cobin, R. H., DeGroot, L. J., Glinoer, D., Mandel, S. J., & Edwards, H. A. (2008)
Protective Effect of Vitamin D 3 Against Flutamide Induced Genotoxicity
Salman, A. S., Salem, L. M., Farghaly, A. A., & Mahrous, K. F. (2014)
mez, E. P.-G. (2013) · African Journal of Pharmacy and Pharmacology · doi:10.5897/ajpp12.925
Labrie, F., Dupont, A., Cusan, L., Manhès, G., Lacourcière, Y., Monfette, G., & Emond, J. (1990) · Springer eBooks · doi:10.1007/978-94-009-0723-2_9
Self-citationSteroidogenesis in vitro : towards relevant models for endocrine disruptor screening
Roelofs, M. J. E. (2016) · Utrecht University Repository (Utrecht University)
Alopecia androgenetica der Frau
Lutz, G. (2018) · gynäkologie + geburtshilfe · doi:10.1007/s15013-018-1472-4
Zakari, M. O. (2018) · The Scholarship East Carolina University's Institutional Repository (East Carolina University)
Combined exposure to anti-androgens causes markedly increased frequencies of hypospadias in the rat
Christiansen, S., Scholze, M., Axelstad, M., Boberg, J., Kortenkamp, A., & Hass, U. (2010) · International Journal of Andrology · doi:10.1111/j.1365-2605.2007.00866.x
(1991) · Endocrinology · doi:10.1210/endo-129-1-565
Roy, J., Fournier, M.-A., Maltais, R., Kenmogne, L. C., & Poirier, D. (2015) · The Journal of Steroid Biochemistry and Molecular Biology · doi:10.1016/j.jsbmb.2015.08.014
Dupont, A., Labrie, F., Giguère, M., Borsanyi, J.-P., Lacourcière, Y., Bèlanger, A., Lachance, R., Emond, J., & Monfette, G. (1988) · Springer eBooks · doi:10.1007/978-3-642-73530-1_6
Self-citationAndrogen receptor antagonists: From steroidal to first-generation nonsteroidal agents
Chen, Q. (2025) · Elsevier eBooks · doi:10.1016/b978-0-443-23585-6.00008-x
Ouchaoui, A. A., Hadad, S. E. E., Bouricha, E. M., Boutayeb, S., Belyamani, L., & Bourais, I. (2025) · Computational Biology and Chemistry · doi:10.1016/j.compbiolchem.2025.108709
Antoniou-Tsigkos, A., Καρράς, Γ., Papagianni, M., CHRISTOPOULOS, P. F., Vlahos, N. F., & Mastorakos, G. M. (2025) · Endocrine · doi:10.1007/s12020-025-04527-x
Chong, C., Kim, D., Kang, K., & Choi, J. (2026) · Frontiers in Toxicology · doi:10.3389/ftox.2026.1751726
Automated radiosynthesis and biodistribution of [18F]fluoroflutamide
Kaup, G., Witek, J. A., Cingoranelli, S. J., Stauff, J., Raffel, D. M., Brooks, A. F., Scott, P. J. H., & Wright, J. S. (2026) · EJNMMI Radiopharmacy and Chemistry · doi:10.1186/s41181-026-00453-z
Sex-specific spinal neurotrophin receptors mediate chronic stress-induced tactile allodynia in rats
Escoto-Rosales, M. J., Crisóstomo-Jiménez, A., Pizaña-Encarnación, J. M., Guerrero-Morán, R. E., Curiel-Gomez, E., Rodríguez-Palma, E. J., Islas-Espinoza, A. M., Herrera‐Perez, J. J., Fernández‐Guasti, A., Caram‐Salas, N. L., et al. (2026) · Journal of Pain · doi:10.1016/j.jpain.2026.106449
Metadata
- 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)
- 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
- Locations
- Molecular and Cellular Endocrinology (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Fonds de Recherche du Québec - Santé
- Medical Research Council
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Prostate Cancer Treatment and Research
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Endocrinology › 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
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
