Protein Information

Name CYP1A1
Synonyms AHH; AHRR; Arylhydrocarbon hydroxylase; CP11; CYP 1; CYP1; CYP1A1; CYPIA 1…

Compound Information

Name piperonyl butoxide
CAS 5-[[2-(2-butoxyethoxy)ethoxy]methyl]-6-propyl-1,3-benzodioxole

Reference List

PubMed Abstract RScore(About this table)
9233375 Ryu DY, Levi PE, Hodgson E: Regulation of hepatic CYP1A isozymes by piperonyl butoxide and acenaphthylene in the mouse. Chem Biol Interact. 1997 Jun 6;105(1):53-63.

The regulation of CYP1A1 and CYP1A2 isozymes by piperonyl butoxide (PBO) and acenaphthylene (ACN) was studied in the liver of male C57BL/6 and DBA/2 mice.
9(0,0,1,4) Details
18648771 Muguruma M, Kawai M, Dewa Y, Nishimura J, Saegusa Y, Yasuno H, Jin M, Matsumoto S, Takabatake M, Arai K, Mitsumori K: Threshold dose of piperonyl butoxide that induces reactive oxygen species-mediated hepatocarcinogenesis in rats. Arch Toxicol. 2009 Feb;83(2):183-93. Epub 2008 Jul 22.

Real-time RT-PCR showed that the expression of the CYP1A1, UDPGTr-2, and Mrp3 genes was significantly upregulated in rats given 0.03% PBO or higher.
2(0,0,0,2) Details
8794879 Ryu DY, Levi PE, Fernandez-Salguero P, Gonzalez FJ, Hodgson E: Piperonyl butoxide and acenaphthylene induce cytochrome P450 1A2 and 1B1 mRNA in aromatic hydrocarbon-responsive receptor knock-out mouse liver. Mol Pharmacol. 1996 Sep;50(3):443-6.

PBO and ACN were used to examine the expression of CYP1A1, CYP1A2 and CYP1B1 in mouse liver.
1(0,0,0,1) Details
3800966 Smith AG, Francis JE, Kay SJ, Greig JB, Stewart FP: Mechanistic studies of the inhibition of hepatic uroporphyrinogen decarboxylase in C57BL/10 mice by iron-hexachlorobenzene synergism. Biochem J. 1986 Sep 15;238(3):871-8.

Although, in further studies, total microsomal cytochrome P-450 content and ethoxyphenoxazone de-ethylase activity reached a peak a few days after dosing and had declined significantly at the time of maximum inhibition of the decarboxylase, additional treatment of HCB-dosed mice with a cytochrome P1-450 inducer, beta-naphthoflavone, enhanced the inhibition, whereas piperonyl butoxide, an inhibitor of cytochrome P-450, partially protected.
Although, in further studies, total microsomal cytochrome P-450 content and ethoxyphenoxazone de-ethylase activity reached a peak a few days after dosing and had declined significantly at the time of maximum inhibition of the decarboxylase, additional treatment of HCB-dosed mice with a cytochrome P1-450 inducer, beta-naphthoflavone, enhanced the inhibition, whereas piperonyl butoxide, an inhibitor of cytochrome P-450, partially protected.
1(0,0,0,1) Details
8222053 Pratt PF, Myers CR: Enzymatic reduction of chromium (VI) by human hepatic microsomes. . Carcinogenesis. 1993 Oct;14(10):2051-7.

Cr (VI) reduction was not inhibited by metyrapone, carbon monoxide, aminopyrine, piperonyl butoxide or chloroform, suggesting that cytochrome P450s did not play a major role.
Thallium trichloride (0.13 and 0.26 mM), a known flavoprotein inhibitor, caused a complete inhibition of both Cr (VI) reduction and NADPH:cytochrome P450 (c) reductase activity.
1(0,0,0,1) Details
17498859 Muguruma M, Unami A, Kanki M, Kuroiwa Y, Nishimura J, Dewa Y, Umemura T, Oishi Y, Mitsumori K: Possible involvement of oxidative stress in piperonyl butoxide induced hepatocarcinogenesis in rats. Toxicology. 2007 Jul 1;236(1-2):61-75. Epub 2007 Apr 6.

Additionally, a significant up-regulation of stress response related genes such as CYP1A1 was observed in PBO-treated groups in real-time RT-PCR.
1(0,0,0,1) Details
19690152 Kawai M, Saegusa Y, Jin M, Dewa Y, Nishimura J, Harada T, Shibutani M, Mitsumori K: Mechanistic study on hepatocarcinogenesis of piperonyl butoxide in mice. Toxicol Pathol. 2009;37(6):761-9. Epub 2009 Aug 18.

Real-time reverse transcription-polymerase chain reaction (RT-PCR) analysis showed up-regulation of genes related to metabolism, such as cytochrome P450 1A1 and 2B10, and metabolic stress, such as Por, Nqo1, Nrf2, abcc3, and abcc4.
1(0,0,0,1) Details
20101389 Kawai M, Saegusa Y, Dewa Y, Nishimura J, Kemmochi S, Harada T, Ishii Y, Umemura T, Shibutani M, Mitsumori K: Elevation of cell proliferation via generation of reactive oxygen species by piperonyl butoxide contributes to its liver tumor-promoting effects in mice. Arch Toxicol. 2010 Feb;84(2):155-64. Epub 2010 Jan 26.

In real-time RT-PCR, PBO upregulated the expression of genes related to metabolism, such as Cytochrome P450 1a1, 2a5, and 2b10, and metabolic stress, such as Por and Nqo1, but downregulated Egfr and Ogg1.
1(0,0,0,1) Details
9473531 Miranda CL, Henderson MC, Buhler DR: Evaluation of chemicals as inhibitors of trout cytochrome P450s. Toxicol Appl Pharmacol. 1998 Feb;148(2):237-44.

Three monooxygenase activities, namely, lauric acid (omega-1)-hydroxylase (LA-OH), 7,12-dimethylbenz [a] anthracene hydroxylase (DMBA-OH), and progesterone 6beta-hydroxylase (PROG-OH) activities were used as functional markers for trout hepatic CYP2K1, CYP1A1, and CYP3A27, respectively.
In addition, isosafrole, piperonyl butoxide, gestodene, 17alpha-ethynylestradiol, 1-aminobenzotriazole, and 5,8,11,14-eicosatetraynoic acid strongly inhibited PROG-OH activity.
1(0,0,0,1) Details
7062265 Kuo CH, Rush GF, Hook JB: Renal cortical accumulation of phenobarbital in rats and rabbits: lack of correlation with induction of renal microsomal monooxygenases. J Pharmacol Exp Ther. 1982 Mar;220(3):547-51.


Renal cortical accumulation of phenobarbital in rats was also inhibited by piperonyl butoxide.
0(0,0,0,0) Details