Protein Information

Name CYP19
Synonyms ARO; Microsomal monooxygenase; Flavoprotein linked monooxygenase; ARO 1; ARO1; Aromatase; Aromatase cytochrome P450; CPV 1…

Compound Information

Name prochloraz
CAS

Reference List

PubMed Abstract RScore(About this table)
16618508 Jensen KM, Ankley GT: Evaluation of a commercial kit for measuring vitellogenin in the fathead minnow (Pimephales promelas). Ecotoxicol Environ Saf. 2006 Jun;64(2):101-5. Epub 2006 Apr 17.

Plasma samples for this comparison came from three studies in which fathead minnows had been exposed to different model EDCs, including an androgen (17beta-trenbolone), an anti-androgen (flutamide), and two CYP19 (aromatase) inhibitors (prochloraz, fadrozole).
31(0,1,1,1) Details
15901916 Ankley GT, Jensen KM, Durhan EJ, Makynen EA, Butterworth BC, Kahl MD, Villeneuve DL, Linnum A, Gray LE, Cardon M, Wilson VS: Effects of two fungicides with multiple modes of action on reproductive endocrine function in the fathead minnow (Pimephales promelas). Toxicol Sci. 2005 Aug;86(2):300-8. Epub 2005 May 18.

The two fungicides inhibited in vitro CYP19 aromatase activity in brain and ovarian homogenates from the fish, with prochloraz exhibiting a greater potency than fenarimol.
31(0,1,1,1) Details
15091443 Johnston G, Dawson A, Walker CH: Effects of prochloraz and malathion on the red-legged partridge: a semi-natural field study. Environ Pollut. 1996;91(2):217-25.

Cytochrome P-450, aldrin epoxidase and 7-ethoxyresorufin-O-deethylase (EROD) activities were found to be significantly higher in the group exposed to prochloraz alone compared to controls, suggesting that induction of the hepatic microsomal monooxygenase system had occurred by ingestion of prochloraz-treated wheat.
6(0,0,1,1) Details
16330141 Trosken ER, Fischer K, Volkel W, Lutz WK: Inhibition of human CYP19 by azoles used as antifungal agents and aromatase inhibitors, using a new LC-MS/MS method for the analysis of estradiol product formation. Toxicology. 2006 Feb 15;219(1-3):33-40. Epub 2005 Dec 5.

However, azoles used as fungicides, e.g. prochloraz, or as antifungal drugs, e.g. bifonazole, were almost as potent inhibitors of aromatase as the drugs used in tumor therapy.
3(0,0,0,3) Details
15554355 Trosken ER, Scholz K, Lutz RW, Volkel W, Zarn JA, Lutz WK: Comparative assessment of the inhibition of recombinant human CYP19 (aromatase) by azoles used in agriculture and as drugs for humans. Endocr Res. 2004 Aug;30(3):387-94.

Most potent fungicides included prochloraz, flusilazole, and imazalil, and most potent medicinal antifungals were bifonazole, miconazole, and clotrimazole.
3(0,0,0,3) Details
10806373 Vinggaard AM, Hnida C, Breinholt V, Larsen JC: Screening of selected pesticides for inhibition of CYP19 aromatase activity in vitro. Toxicol In Vitro. 2000 Jun;14(3):227-34.

Prochloraz, imazalil, propioconazole, fenarimol, triadimenol, triadimefon (all fungicides), and dicofol (an acaricide) gave rise to a statistically significant inhibition of aromatase activity.
2(0,0,0,2) Details
2683412 Walker CH, Ronis MJ: The monooxygenases of birds, reptiles and amphibians. Xenobiotica. 1989 Oct;19(10):1111-21.

Microsomal monooxygenase systems which contain cytochrome P-450 forms as their active centres are found in birds, reptiles and amphibians.
Prochloraz is a stronger inducer in birds than in the rat; it is an inducer of mixed type in birds. 5.
2(0,0,0,2) Details
12127262 Sanderson JT, Boerma J, Lansbergen GW, van den Berg M: Induction and inhibition of aromatase (CYP19) activity by various classes of pesticides in H295R human adrenocortical carcinoma cells. Toxicol Appl Pharmacol. 2002 Jul 1;182(1):44-54.

Imazalil and prochloraz were potent mixed inhibitors (K (i)/K (i)(') = 0.04/0.3 and 0.02/0.3 microM, respectively), whereas propiconazole, difenoconazole, and penconazole were less potent competitive inhibitors (K (i) = 1.9, 4.5, and 4.7 microM, respectively).
2(0,0,0,2) Details
16996190 Laville N, Balaguer P, Brion F, Hinfray N, Casellas C, Porcher JM, Ait-Aissa S: Modulation of aromatase activity and mRNA by various selected pesticides in the human choriocarcinoma JEG-3 cell line. Toxicology. 2006 Nov 10;228(1):98-108. Epub 2006 Aug 24.

Four pesticides inhibited aromatase activity after 2 h of exposure: prochloraz (IC (50)<1 microM), fenbuconazole (IC (50)=1.1 microM), propiconazole (IC (50)=1.5 microM) and fenarimol (IC (50)=3.3 microM).
To further investigate the mechanisms of aromatase induction we measured CYP19 mRNA expression and showed that methoxychlor, aldrin, chlordane and tributyltin induced the transcription of the cyp19 gene.
1(0,0,0,1) Details
18800561 Zhang X, Hecker M, Tompsett AR, Park JW, Jones PD, Newsted J, Au D, Kong R, Wu RS, Giesy JP: Responses of the medaka HPG axis PCR array and reproduction to prochloraz and ketoconazole. Environ Sci Technol. 2008 Sep 1;42(17):6762-9.

Exposure to PCZ caused a compensatory upregulation in cytochrome P450 c17alphahydroxylase, 17,20-lyase (CYP17) and aromatase (CYP19) expression in the ovary, while KTC did not.
1(0,0,0,1) Details
11884232 Andersen HR, Vinggaard AM, Rasmussen TH, Gjermandsen IM, Bonefeld-Jorgensen EC: Effects of currently used pesticides in assays for estrogenicity, androgenicity, and aromatase activity in vitro. Toxicol Appl Pharmacol. 2002 Feb 15;179(1):1-12.

Estrogen-like effects on MCF-7 cell proliferation and effects on CYP19 aromatase activity in human placental microsomes were also investigated.
Pesticides (endosulfan, methiocarb, methomyl, pirimicarb, propamocarb, deltamethrin, fenpropathrin, dimethoate, chlorpyriphos, dichlorvos, tolchlofos-methyl, vinclozolin, iprodion, fenarimol, prochloraz, fosetyl-aluminum, chlorothalonil, daminozid, paclobutrazol, chlormequat chlorid, and ethephon) were selected according to their frequent use in Danish greenhouses.
1(0,0,0,1) Details