The micronutrient indole-3-carbinol: Implications for disease and chemoprevention

Drug Metabolism and Drug Interactions

Volumn 17, Issue 1-4, 2000, Pages 159-188

  Shertzer, H G ^a   Senft, A P ^a  

^a UNIVERSITY OF CINCINNATI COLLEGE OF MEDICINE   (United States)

Author keywords

Aryl hydrocarbon receptor; Ascorbigen; Biotransformation; C hemoprotection; Cancer; Carcinogenesis; Chemoprevention; Cytochromes P450; Estrogen; Glucobrassicin; Indole 3 carbinol; Metabolism; Micronutrient; Revie w

Indexed keywords

3 INDOLEMETHANOL; AROMATIC HYDROCARBON RECEPTOR; CYTOCHROME P450; ESTROGEN; SCAVENGER; TRACE ELEMENT;

ANIMAL EXPERIMENT; ANIMAL MODEL; CELL CYCLE; CHEMICAL CARCINOGENESIS; CHEMOPROPHYLAXIS; CONTROLLED STUDY; CRUCIFERA; DRUG TRANSFORMATION; METASTASIS; MOUSE; NONHUMAN; PROPHYLAXIS; RAT; REVIEW; SIGNAL TRANSDUCTION; TUMOR CELL; VEGETABLE;

EID: 0034523251     PISSN: 07925077     EISSN: None     Source Type: Journal    
DOI: 10.1515/DMDI.2000.17.1-4.159     Document Type: Review

References (135)

1. Chemical and biological properties of glucosinolates (glucobrassicins): A review
2. Ascorbigen and other indole-derived compounds from Brassica vegetables and their analogs as anticarcinogenic and immunomodulating agents
3. Polyfunctional indole-3-carbinol derivatives: 1-(indol-3-yl)glycerols and related compounds, beta-hydroxytryptamines and ascorbigens. Chemistry and biological properties
4. A review of mechanisms underlying anticarcinogenicity by Brassica vegetables
5. 1. The chemistry and pharmacology of indole-3-carbinol (indole-3-methanol) and 3-(methoxymethyl)indole. [Part II]
6. Functional role of estrogen metabolism in target cells: Review and perspectives
7. Multifunctional aspects of the action of indole-3-carbinol as an antitumor agent
8. Inhibitory effects of phenolic compounds on benzo(a)pyrene-induced neoplasia
9. Glutathione S-transferase activity: Enhancement by compounds inhibiting chemical carcinogenesis and by dietary constituents
10. Dietary constituents altering the responses to chemical carcinogens
11. Inhibition of carcinogenesis by naturally-occurring and synthetic compounds
12. Inhibition of neoplasia by minor dietary constituents
13. Inhibition of polycyclic aromatic hydrocarbon-induced neoplasia by naturally occurring indoles
14. Inhibitors of chemical carcinogens
15. Aryl hydrocarbon hydroxylase induction in rat tissues by naturally occurring indoles of cruciferous plants
16. Effect of dietary indole-3-carbinol on the induction of the mixed-function oxidases of rat tissue
17. Inhibition of hepatic toxicities from polybrominated biphenyls and aflatoxin B in rats fed cauliflower
18. Comparison of the effects of Brussels sprouts, glucosinolates, and glucosinolate metabolite consumption on rat hepatic polysubstrate monooxygenases
19. 1-induced enzyme altered foci in rats fed fractions of Brussels sprouts
20. Protective effect of dietary Brussels sprouts against mammary carcinogenesis in Sprague-Dawley rats
21. The effect of feeding Brassica vegetables and intact glucosinolates on mixed-function-oxidase activity in the livers and intestines of rats
22. Effect of dietary indole-3-carbinol on intestinal and hepatic monooxygenase, glutathione S-transferase and epoxide hydrolase activities in the rat
23. Differential induction of mixed-function oxidase (MFO) activity in rat liver and intestine by diets containing processed cabbage: Correlation with cabbage levels of glucosinolates and glucosinolate hydrolysis products
24. Glucobrassicin, the precursor of the thiocyanate ion, 3-indolylacetonitrile, and ascorbigen in Brassica oleracea (and related) species
25. Indole-3-carbinol and indole-3-acetonitrile influence on hepatic microsomal metabolism
26. Protection by indole-3-carbinol against covalent binding of benzo(a)pyrene metabolites to mouse liver DNA and protein
27. Indole-3-carbinol protects against covalent binding of benzo(a)pyrene and N-nitrosodimethylamine metabolites to mouse liver macro-molecules
28. The aryl hydrocarbon receptor complex
29. Induction of cytochrome P4501A1
30. Role of the aromatic hydrocarbon receptor and [Ah] gene battery in the oxidative stress response, cell cycle control, and apoptosis
31. Structure-activity relationships of dietary indoles: A proposed mechanism of action as modifiers of xenobiotic metabolism
32. High-performance liquid chromatographic analysis of anticarcinogenic indoles in Brassica oleracea
33. Structure elucidation of acid reaction products of indole-3-carbinol: Detection in vivo and enzyme induction in vitro
34. Oligomerization of indole-3-carbinol in aqueous acid
35. Aromatic hydrocarbon responsiveness-receptor agonists generated from indole-3-carbinol in vitro and in vivo: Comparisons with 2,3,7,8-tetrachlorodibenzo-p-dioxin
36. Mechanisms of tumor modulation by indole-3-carbinol. Disposition and excretion in male Fischer 344 rats
37. Über die struktur des ascorbigens
38. Interactions of indoles with specific binding sites for 2,3,7,8-tetrachlorodibenzo-p-dioxin in rat liver
39. N-Methoxyindole-3-carbinol is a more efficient inducer of cytochrome P-450 1A1 in cultured cells than indol-3-carbinol
40. Nucleophilic index value: Implication in the protection by indole-3-carbinol from N-nitrosodimethylamine cyto- and genotoxicity in mouse liver
41. Mechanisms of chemical mediated cytotoxicity and chemoprevention in isolated rat hepatocytes
42. Intervention in free radical mediated hepatotoxicity and lipid peroxidation by indole-3-carbinol
43. Lipoprotein oxidation and measurement of thiobarbituric acid reacting substances formation in a single microtiter plate: Its use for evaluation of antioxidants
44. Molecular modeling parameters predict antioxidant efficacy of 3-indolyl compounds
45. Characterization of novel indenoindoles. Part I. Structure-activity relationships in different model systems of lipid peroxidation
46. Intrinsic acute toxicity and hepatic enzyme inducing properties of the chemoprotectants indole-3-carbinol and 5,10-dihydroindeno[1,2-b]indole in mice
47. Chemoprotective and hepatic enzyme induction properties of indole and indenoindole antioxidants in rats
48. New antioxidants incorporating indole and indoline chromophores
49. Protection against carbon tetrachloride hepatotoxicity by pretreatment with indole-3-carbinol
50. Protection from N-nitrosodimethylamine mediated liver damage by indole-3-carbinol
51. Retardation of benzo[a]pyrene-induced epidermal tumor formation by the potent antioxidant 4b,5,9b, 10-tetrahydroindeno[1,2-b]indole
52. 1-induced carcinogenesis by indole-3-carbinol in rat liver - Predicting the outcome using early biomarkers
53. Mechanisms of action of indole-3-carbinol as a chemopreventive agent
54. Effect of the plant compound indole-3-carbinol on hepatic cholesterol homoeostasis
55. Induction of estradiol metabolism by dietary indole-3-carbinol in humans
56. Effects of dietary indole-3-carbinol on estradiol metabolism and spontaneous mammary tumors in mice
57. Infuence of indole-3-carbinol on the hepatic microsomal formation of catechol estrogens
58. Altered estrogen metabolism and excretion in humans following consumption of indole-3-carbinol
59. Estrogen metabolism and human papillomavirus-induced tumors of the larynx: Chemo-prophylaxis with indole-3-carbinol
60. Treatment of recurrent respiratory papillomatosis with indole-3-carbinol
61. Alterations in estradiol metabolism in MCF-7 cells induced by treatment with indole-3-carbinol and related compounds
62. Catechol estrogen production in rat microsomes after treatment with indole-3-carbinol, ascorbigen, or beta-naphthaflavone: A comparison of stable isotope dilution gas chromatography-mass spectrometry and radiometric methods
63. Selective responsiveness of human breast cancer cells to indole-3-carbinol, a chemopreventive agent
64. Interaction between a semisynthetic diet and indole-3-carbinol on mammary tumor incidence in Balb/cfC3H mice
65. Changes in levels of urinary estrogen metabolites after oral indole-3-carbinol treatment in humans
66. Inhibition of proliferation and modulation of estradiol metabolism: Novel mechanisms for breast cancer prevention by the phytochemical indole-3-carbinol
67. Inhibition of proliferation and modulation of estradiol metabolism: Novel mechanisms for breast cancer prevention by the phytochemical indole-3-carbinol
68. Anti-estrogenic activities of indole-3-carbinol in cervical cells: Implication for prevention of cervical cancer
69. Placebo-controlled trial of indole-3-carbinol in the treatment of CIN
70. Preliminary results of the use of indole-3-carbinol for recurrent respiratory papillomatosis
71. The major cyclic trimeric product of indole-3-carbinol is a strong agonist of the estrogen receptor signaling pathway
72. Indole-3-carbinol inhibits the expression of cyclin-dependent kinase-6 and induces a G1 cell cycle arrest of human breast cancer cells independent of estrogen receptor signaling
73. Indole-3-carbinol and tamoxifen cooperate to arrest the cell cycle of MCF-7 human breast cancer cells
74. Suppression of breast cancer invasion and migration by indole-3-carbinol: Associated with up-regulation of BRCA1 and E-cadherin/catenin complexes
75. Indole-3-carbinol
76. 1 and the ambivalent modulator indole-3-carbinol: Inhibitory versus promotional potency
77. Effects of indole-3-carbinol on lung tumorigenesis and DNA methylation induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and on the metabolism and disposition of NNK in A/J mice
78. Inhibitory effect of sinigrin and indole-3-carbinol on diethylnitrosamine-induced hepatocarcinogenesis in male ACI/N rats
79. 1 activation
80. Mutagen formation on nitrite treatment of indole compounds derived from indole-glucosinolate
81. Modulation of mycotoxin and nitrosamine carcinogenesis by indole-3-carbinol: Quantitative analysis of inhibition versus promotion
82. Modifying responses of allyl sulfide, indole-3-carbinol and germanium in a rat multi-organ carcinogenesis model
83. 1 carcinogenesis by the natural tumor modulator indole-3-carbinol: Influence of dose, duration, and intermittent exposure on indole-3-carbinol promotional potency
84. Inhibitory effects of the natural products indole-3-carbinol and sinigrin during initiation and promotion phases of 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis
85. Organ-selective induction of cytochrome P-450-dependent activities by indole-3-carbinol-derived products: Influence on covalent binding of benzo[a]pyrene to hepatic and pulmonary DNA in the rat
86. Genotoxicities of nitropyrenes and their modulation by apigenin, tannic acid, ellagic acid and indole-3-carbinol in the Salmonella and CHO systems
87. 1 in the rat
88. 1 exo-epoxide. Association with reduced levels of hepatic aflatoxin-DNA adducts in vivo
89. Biphasic modifying effect of indole-3-carbinol on diethylnitrosamine-induced preneoplastic glutathione S-transferase placental form-positive liver cell foci in Sprague-Dawley rats
90. Anticarcinogenic activity of indole-3-carbinol acid products: Ultrasensitive bioassay by trout embryo microinjection
91. Chemoprevention of chemically-induced mammary carcinogenesis by indole-3-carbinol
92. Inhibition of DNA adduct formation of 2-amino-1- methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) by dietary indole-3-carbinol (I3C) in the mammary gland, colon, and liver of the female F-344 rat
93. 1 hepatocarcinogenesis in rainbow trout
94. 1-DNA adduction and mutagenesis by I3C acid condensation products
95. Protection by chlorophyllin and indole-3-carbinol against 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-induced DNA adducts and colonic aberrant crypts in the F344 rat
96. Reversal of multidrug resistance in vivo by dietary administration of the phytochemical indole-3-carbinol
97. Protection by green tea, black tea, and indole-3-carbinol against 2-amino-3-methylimidazo[4,5-f]quinoline-induced DNA adducts and colonic aberrant crypts in the F344 rat
98. Effects of 1,4-phenylenebis(methylene)selenocyanate, phenethyl isothiocyanate, indole-3-carbinol, and d-limonene individually and in combination on the tumorigenicity of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in A/J mouse lung
99. Enhancement by indole-3-carbinol of liver and thyroid gland neoplastic development in a rat medium-term multiorgan carcinogenesis model
100. Effects of indole-3-carbinol on the metabolism of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in smokers
101. Long term dietary indole-3-carbinol inhibits diethylnitrosamine-initiated hepatocarcinogenesis in the infant mouse model
102. Inhibition of 2-amino-3-methylimidazo[4,5-f]quinoline-DNA adducts by indole-3-carbinol: Dose-response studies in the rat colon
103. Effects of the sulforaphane analog compound 30, indole-3-carbinol, D-limonene or relafen on glutathione S-transferases and glutathione peroxidase of the rat digestive tract
104. Antitumour promoting activity of indole-3-carbinol in mouse skin carcinogenesis
105. Prevention of cyclophosphamide-induced micronucleus formation in mouse bone marrow by indole-3-carbinol
106. Effect of some indole derivatives on xenobiotic metabolism and xenobiotic-induced toxicity in cultured rat liver slices
107. 1-initiated hepatocarcinogenesis: Results from a 9000 animal tumor study
108. Inhibition of DNA adduct formation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and 2-amino-3-methylimidazo[4,5-f]quinoline by dietary indole-3-carbinol in female rats
109. Indole-3-carbinol as a chemopreventive agent in 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) carcinogenesis: Inhibition of Ph1P-DNA adduct formation, acceleration of PhIP metabolism, and induction of cytochrome P450 in female F344 rats
110. Prevention of chromosomal aberration in mouse bone marrow by indole-3-carbinol
111. Inhibition of cigarette smoke-related DNA adducts in rat tissues by indole-3-carbinol
112. The anti-carcinogenic plant compound indole-3-carbinol differentially modulates P450-mediated steroid hydroxylase activities in mice
113. Chemoprevention of spontaneous endometrial cancer in female Donryu rats by dietary indole-3-carbinol
114. Long-term responses of women to indole-3-carbinol or a high fiber diet
115. Induction of estradiol-2-hydroxylase and ethoxyresorufin-O-deethylase by 3-substituted indole compounds
116. Increased estrogen 2-hydroxylation in obese women using oral indole-3-carbinol
117. Dietary indole derivatives induce apoptosis in human breast cancer cells
118. Indole-3-carbinol inhibits the expression of cyclin-dependent kinase-6 and induces a G1 cell cycle arrest of human breast cancer cells independent of estrogen receptor signaling
119. Indole-3-carbinol prevents cervical cancer in human papilloma virus type 16 (HPV16) transgenic mice
120. Cytostatic and antiestrogenic effects of 2-(indol-3-ylmethyl)-3,3′-diindolylmethane, a major in vivo product of dietary indole-3-carbinol
121. Induction of cytochrome P450IA1 in rat colon and liver by indole-3-carbinol and 5,6-benzoflavone
122. Production of Ah receptor ligands in rat fecal suspensions containing tryptophan or indole-3-carbinol
123. Aromatic hydrocarbon responsiveness-receptor agonists generated from indole-3-carbinol in vitro and in vivo: Comparisons with 2,3,7,8-tetrachlorodibenzo-p-dioxin
124. Acid reaction products of indole-3-carbinol and their effects on cytochrome P450 and phase II enzymes in rat and monkey hepatocytes
125. Effects of indole-3-carbinol on biotransformation enzymes in the rat: In vivo changes in liver and small intestinal mucosa in comparison with primary hepatocyte cultures
126. 3H]methyltrienolone. Inhibition of steroid-binding activity by the anticarcinogen indole-3-carbinol
127. Distinct forms of hepatic androgen 6β-hydroxylase induced in the rat by indole-3-carbinol and pregnenolone carbonitrile
128. Regulation of hepatic cytochrome P4501A by indole-3-carbinol: Transient induction with continuous feeding in rainbow trout
129. Indole-3-carbinol and diindolylmethane as aryl hydrocarbon (Ah) receptor agonists and antagonists in T47D human breast cancer cells
130. Indole-3-carbinol as a scavenger of free radicals
131. Dietary indole-3-carbinol inhibits FMO activity and the expression of flavin-containing monooxygenase form 1 in rat liver and intestine
132. Effects of developmental exposure to indole-3-carbinol or 2,3,7,8-tetrachlorodibenzo-p-dioxin on reproductive potential of male rat offspring
133. Expression of the human aryl hydrocarbon receptor complex in yeast. Activation of transcription by indole compounds
134. In vitro and in vivo inhibition of human flavincontaining monooxygenase form 3 (FMO3) in the presence of dietary indoles
135. Dietary indole-3-carbinol alters immune functions in rats