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Quoted phrase not found in phrase index: "vinclozolin metabolite M1"
Page 1
Mode of action: inhibition of androgen receptor function--vinclozolin-induced malformations in reproductive development.
Kavlock R, Cummings A. Kavlock R, et al. Crit Rev Toxicol. 2005 Oct-Nov;35(8-9):721-6. doi: 10.1080/10408440591007377. Crit Rev Toxicol. 2005. PMID: 16417039 Review.
Vinclozolin is a fungicide that has been shown to cause Leydig cell tumors and atrophy of the accessory sex glands in adult rodents. ...A wealth of standard toxicological studies and targeted research efforts is available related to this adverse effect, and these were used …
Vinclozolin is a fungicide that has been shown to cause Leydig cell tumors and atrophy of the accessory sex glands in adult rodents. …
Analysis of 3',5'-dichloro-2,3,4-trihydroxy-2-methylbutylanilide (DTMBA) as a new potential biomarker of exposure to vinclozolin in urine.
Cruz-Hurtado M, López-González ML, Escobar-Wilches DC, Sierra-Santoyo A. Cruz-Hurtado M, et al. Toxicol Appl Pharmacol. 2018 May 1;346:1-8. doi: 10.1016/j.taap.2018.03.009. Epub 2018 Mar 8. Toxicol Appl Pharmacol. 2018. PMID: 29526525
The mean urine concentrations of V and M1 metabolite were fitted to a two-compartmental model for pharmacokinetic analysis. ...M1 was the second most abundant metabolite and was detected up to 144 h after being void. ...
The mean urine concentrations of V and M1 metabolite were fitted to a two-compartmental model for pharmacokinetic analysis. .. …
Steroid receptor profiling of vinclozolin and its primary metabolites.
Molina-Molina JM, Hillenweck A, Jouanin I, Zalko D, Cravedi JP, Fernández MF, Pillon A, Nicolas JC, Olea N, Balaguer P. Molina-Molina JM, et al. Toxicol Appl Pharmacol. 2006 Oct 1;216(1):44-54. doi: 10.1016/j.taap.2006.04.005. Epub 2006 Jun 5. Toxicol Appl Pharmacol. 2006. PMID: 16750840
Although vinclozolin and its metabolites were characterized as anti-androgens, relatively little is known about their effects on the function of the progesterone (PR), glucocorticoid (GR), mineralocorticoid (MR) or estrogen receptors (ERalpha and ERbeta). ...Interes …
Although vinclozolin and its metabolites were characterized as anti-androgens, relatively little is known about their effects …
Intracellular distribution of vinclozolin and its metabolites differently affects 5alpha-dihydrotestosterone (DHT)-induced PSA secretion in LNCaP cells.
Marcoccia D, Smeriglio A, Mantovani A, Trombetta D, Lorenzetti S. Marcoccia D, et al. Reprod Toxicol. 2022 Aug;111:83-91. doi: 10.1016/j.reprotox.2022.05.006. Epub 2022 May 17. Reprod Toxicol. 2022. PMID: 35595151
The anti-androgenic properties of the fungicide vinclozolin (VIN) and its active metabolites - 2-[[(3,5- dichlorophenyl)-carbamoyl]oxy]- 2-methyl-3-butenoic acid (M1) and 3'5'-dichloro-2-hydroxy-2- methylbut-3-enanilide (M2) - were assessed on human prostate- …
The anti-androgenic properties of the fungicide vinclozolin (VIN) and its active metabolites - 2-[[(3,5- dichlorophenyl)-carba …
Biotransformation of vinclozolin in rat precision-cut liver slices: comparison with in vivo metabolic pattern.
Bursztyka J, Debrauwer L, Perdu E, Jouanin I, Jaeg JP, Cravedi JP. Bursztyka J, et al. J Agric Food Chem. 2008 Jun 25;56(12):4832-9. doi: 10.1021/jf0728045. Epub 2008 Jun 4. J Agric Food Chem. 2008. PMID: 18522408
Vinclozolin is a dicarboxymide fungicide that presents antiandrogenic properties through its two hydrolysis products M1 and M2, which bind to the androgen receptor. ...M5 is produced by dihydroxylation of the vinyl group of M2. Other metabolites have been ide …
Vinclozolin is a dicarboxymide fungicide that presents antiandrogenic properties through its two hydrolysis products M1 and M2 …
Androgen receptor antagonist versus agonist activities of the fungicide vinclozolin relative to hydroxyflutamide.
Wong C, Kelce WR, Sar M, Wilson EM. Wong C, et al. J Biol Chem. 1995 Aug 25;270(34):19998-20003. doi: 10.1074/jbc.270.34.19998. J Biol Chem. 1995. PMID: 7650017 Free article.
The two primary metabolites of vinclozolin in plants and mammals are M1 (2-[[3,5-dichlorophenyl)-carbamoyl]oxy]-2-methyl-3-butenoic acid) and M2 (3',5'-dichloro-2-hydroxy-2-methylbut-3-enanilide). Both metabolites, in a dose-dependent manner, target AR …
The two primary metabolites of vinclozolin in plants and mammals are M1 (2-[[3,5-dichlorophenyl)-carbamoyl]oxy]-2-methy …
Vinclozolin does not alter progesterone receptor (PR) function in vivo despite inhibition of PR binding by its metabolites in vitro.
Laws SC, Carey SA, Kelce WR, Cooper RL, Gray LE Jr. Laws SC, et al. Toxicology. 1996 Sep 2;112(3):173-82. doi: 10.1016/0300-483x(96)03354-9. Toxicology. 1996. PMID: 8845038
In contrast, neither metabolite exhibited the ability to bind ER. Subsequent in vivo studies to evaluate the potential of vinclozolin to alter ER or PR function demonstrate that, (1) the estrogen-dependent increases in uterine weight and PR induction were not altere …
In contrast, neither metabolite exhibited the ability to bind ER. Subsequent in vivo studies to evaluate the potential of vinclozo …
Pharmacokinetics and dosimetry of the antiandrogen vinclozolin after oral administration in the rat.
Sierra-Santoyo A, Castañeda-Hernández G, Harrison RA, Barton HA, Hughes MF. Sierra-Santoyo A, et al. Toxicol Sci. 2008 Nov;106(1):55-63. doi: 10.1093/toxsci/kfn167. Epub 2008 Aug 14. Toxicol Sci. 2008. PMID: 18703562
M5 was the main metabolite in serum and tissues. Serum M5 levels were 5-fold higher than V and 2-fold greater than M1 at all times. At 48 h, M5 remained the main metabolite (t(1/2 elim) = 13.1 h). Liver and kidney exhibited the highest levels of M5, V, and …
M5 was the main metabolite in serum and tissues. Serum M5 levels were 5-fold higher than V and 2-fold greater than M1 at all t …
Environmental hormone disruptors: evidence that vinclozolin developmental toxicity is mediated by antiandrogenic metabolites.
Kelce WR, Monosson E, Gamcsik MP, Laws SC, Gray LE Jr. Kelce WR, et al. Toxicol Appl Pharmacol. 1994 Jun;126(2):276-85. doi: 10.1006/taap.1994.1117. Toxicol Appl Pharmacol. 1994. PMID: 8209380 Free article.
Although the ability of vinclozolin to compete with androgen for binding to the androgen receptor was weak (Ki > 700 microM), the two vinclozolin metabolites, M1 and M2, were effective antagonists of androgen receptor binding (Ki = 92 and 9.7 microM …
Although the ability of vinclozolin to compete with androgen for binding to the androgen receptor was weak (Ki > 700 microM), the …
In vitro phase I metabolism of vinclozolin by human liver microsomes.
Cruz-Hurtado M, López-González ML, Mondragón V, Sierra-Santoyo A. Cruz-Hurtado M, et al. Xenobiotica. 2019 Aug;49(8):895-904. doi: 10.1080/00498254.2018.1523485. Epub 2018 Dec 21. Xenobiotica. 2019. PMID: 30215542
1. Vinclozolin (Vin) is a fungicide used in agricultural settings and is classified as an endocrine disruptor. Vin is non-enzymatically hydrolyzed to 2-[[(3,5-dichlorophenyl)-carbamoyl]oxy]-2-methyl-3-butenoic acid (M1) and 3',5'-dichloro-2-hydroxy-2-methylbut-3-ena …
1. Vinclozolin (Vin) is a fungicide used in agricultural settings and is classified as an endocrine disruptor. Vin is non-enzymatical …
18 results