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VP Androutsopoulos, A Papakyriakou, D Vourloumis, DA Spandidos (2011)
Comparative CYP1A1 and CYP1B1 substrate and inhibitor profile of dietary flavonoidsBioorg Med Chem, 19
J Russo, IH Russo (2006)
The role of estrogen in the initiation of breast cancerJ Steroid Biochem Mol Biol, 102
DC Spink, HP Eugster, DW Lincoln, JD Schuetz, EG Schuetz, JA Johnson, LS Kaminsky, JF Gierthy (1992)
17 beta-estradiol hydroxylation catalyzed by human cytochrome P450 1A1: a comparison of the activities induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin in MCF-7 cells with those from heterologous expression of the cDNAArch Biochem Biophys, 293
F Liu, LM Luo, YG Wei, B Li, WT Wang, TF Wen, JY Yang, MQ Xu, LN Yan (2015)
Polymorphisms of the CYP1B1 gene and hepatocellular carcinoma risk in a Chinese populationGene, 564
CL Hayes, DC Spink, BC Spink, JQ Cao, NJ Walker, TR Sutter (1996)
17 beta-estradiol hydroxylation catalyzed by human cytochrome P450 1B1Proc Natl Acad Sci USA, 93
I Persson (2000)
Estrogens in the causation of breast, endometrial and ovarian cancers—evidence and hypotheses from epidemiological findingsJ Steroid Biochem Mol Biol , 74
M Sankhwar, SN Sankhwar, A Abhishek, N Gupta, S Rajender (2016)
CYP1B1 gene polymorphisms correlate with an increased risk of urinary bladder cancer in IndiaUrol Oncol, 34
T Tokizane, H Shiina, M Igawa, H Enokida, S Urakami, T Kawakami, T Ogishima, ST Okino, LC Li, Y Tanaka, N Nonomura, A Okuyama, R Dahiya (2005)
Cytochrome P450 1B1 is overexpressed and regulated by hypomethylation in prostate cancerClin Cancer Res, 11
K Gajjar, PL Martin-Hirsch, FL Martin (2012)
CYP1B1 and hormone-induced cancerCancer Lett, 324
H Takemura, T Itoh, K Yamamoto, H Sakakibara, K Shimoi (2010)
Selective inhibition of methoxyflavonoids on human CYP1B1 activityBioorg Med Chem, 18
SB Brown, SE Hankinson (2015)
Endogenous estrogens and the risk of breast, endometrial, and ovarian cancersSteroids, 99
J Russo, SV Fernandez, PA Russo, R Fernbaugh, FS Sheriff, HM Lareef, J Garber, IH Russo (2006)
17-Beta-estradiol induces transformation and tumorigenesis in human breast epithelial cellsFASEB J, 20
VP Androutsopoulos, A Papakyriakou, D Vourloumis, DA Spandidos (2010)
Dietary flavonoids in cancer therapy and prevention: substrates and inhibitors of cytochrome P450 CYP1 enzymesPharmacol Ther, 126
GI Murray (2000)
The role of cytochrome P450 in tumour development and progression and its potential in therapyJ Pathol, 192
H Luo, M Liu, S Luo, T Yu, C Wu, G Yang, G Tu (2016)
Dynamic monitoring of GPER-mediated estrogenic effects in breast cancer associated fibroblasts: an alternative role of estrogen in mammary carcinoma developmentSteroids, 112
LK Siddens, KL Bunde, TA Harper, TJ McQuistan, CV Lohr, LM Bramer, KM Waters, SC Tilton, SK Krueger, DE Williams, WM Baird (2015)
Cytochrome P450 1b1 in polycyclic aromatic hydrocarbon (PAH)-induced skin carcinogenesis: tumorigenicity of individual PAHs and coal–tar extract, DNA adduction and expression of select genes in the Cyp1b1 knockout mouseToxicol Appl Pharmacol, 287
17β-Estradiol (E2) is hydrolyzed to 2-hydroxy-E2 and 4-hydroxy-E2 (4-OH-E2) via cytochrome P450 (CYP) 1B1. In estrogen target tissues including the mammary gland, ovaries and uterus, CYP1B1 is highly expressed, and 4-OH-E2 is predominantly formed in cancerous tissues. In the present study, we investigated the inhibitory activity of α-naphthoflavone and β-naphthoflavone against CYP1B1 using estrogen E2 as substrate in vitro to reveal structure–activity relationship between structure of flavonoids and inhibition. The results showed that α-naphthoflavone and β-naphthoflavone possessed inhibitory activity against CYP1B1-mediated E2 and the inhibition of α-naphthoflavone was stronger than β-naphthoflavone. By kinetic analyses, α-naphthoflavone displayed uncompetitive inhibition, while β-naphthoflavone displayed mixed inhibition. Taken together, the data suggested that the benzo at A ring of flavonoids play a prominent role in CYP1B1 inhibition, especially 7,8-benzo is better than 5,6-benzo. This study may help to reveal the relationship between the structure of flavonoids and the inhibition CYP1B1 for discovering new drugs in cancer therapy and prevention.
International Journal of Peptide Research and Therapeutics – Springer Journals
Published: Oct 14, 2016
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