2-(1H-indol-2-ylmethyl)-1H-indole (BioDeep_00000385531)
代谢物信息卡片
2-(1H-indol-2-ylmethyl)-1H-indole
化学式: C17H14N2 (246.1156924)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C2C(=C1)C=C(N2)CC3=CC4=CC=CC=C4N3
InChI: InChI=1S/C17H14N2/c1-3-7-16-12(5-1)9-14(18-16)11-15-10-13-6-2-4-8-17(13)19-15/h1-10,18-19H,11H2
描述信息
D020011 - Protective Agents > D016588 - Anticarcinogenic Agents
D000970 - Antineoplastic Agents
同义名列表
1 个代谢物同义名
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
- 35708 Arundo donax: 10.1007/BF02249703
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Jagadish Natesh, Priya Mondal, Dhanamjai Penta, Yahya Mukhlis, Devendra Jaganath Haware, Syed Musthapa Meeran. Protective effect of diindolylmethane-enriched dietary cabbage against doxorubicin-induced cardiotoxicity in mice.
Journal of applied toxicology : JAT.
2024 06; 44(6):874-891. doi:
10.1002/jat.4588. [PMID: 38327044] - Paolo Tucci, Iain Brown, Guy S Bewick, Roger G Pertwee, Pietro Marini. The Plant Derived 3-3'-Diindolylmethane (DIM) Behaves as CB2 Receptor Agonist in Prostate Cancer Cellular Models.
International journal of molecular sciences.
2023 Feb; 24(4):. doi:
10.3390/ijms24043620. [PMID: 36835033] - Yang Ye, Xue Li, Guoquan Feng, Ying Ma, Fen Ye, Haijun Shen, Kang Sun, Rongzhu Lu, Shuhan Miao. 3,3'-Diindolylmethane induces ferroptosis by BAP1-IP3R axis in BGC-823 gastric cancer cells.
Anti-cancer drugs.
2022 04; 33(4):362-370. doi:
10.1097/cad.0000000000001270. [PMID: 35266886] - Alexander P Lakeev, Elena A Yanovskaya, Daria V Tsuran, Olga S Bryushinina, Natalia Yu Abdrashitova, Yulia G Zyuz'kova, Vladimir V Udut, Vsevolod I Kiselev, Igor N Kuznetsov. A facile and sensitive HPLC-MS/MS method for quantification of 3,3'-diindolylmethane in plasma samples.
Biomedical chromatography : BMC.
2022 Mar; 36(3):e5296. doi:
10.1002/bmc.5296. [PMID: 34875720] - Monica L Vermillion Maier, Lisbeth K Siddens, Sandra L Uesugi, Jaewoo Choi, Scott W Leonard, Jamie M Pennington, Susan C Tilton, Jordan N Smith, Emily Ho, H H Sherry Chow, Bach D Nguyen, Siva K Kolluri, David E Williams. 3,3'-Diindolylmethane Exhibits Significant Metabolism after Oral Dosing in Humans.
Drug metabolism and disposition: the biological fate of chemicals.
2021 08; 49(8):694-705. doi:
10.1124/dmd.120.000346. [PMID: 34035125] - Arun Gokul, Mogamat Fahiem Carelse, Lee-Ann Niekerk, Ashwil Klein, Ndiko Ludidi, David Mendoza-Cozatl, Marshall Keyster. Exogenous 3,3'-Diindolylmethane Improves Vanadium Stress Tolerance in Brassica napus Seedling Shoots by Modulating Antioxidant Enzyme Activities.
Biomolecules.
2021 03; 11(3):. doi:
10.3390/biom11030436. [PMID: 33809550] - Jin He, Tao Huang, Lin Zhao. 3,3'‑Diindolylmethane mitigates lipopolysaccharide‑induced acute kidney injury in mice by inhibiting NOX‑mediated oxidative stress and the apoptosis of renal tubular epithelial cells.
Molecular medicine reports.
2019 Jun; 19(6):5115-5122. doi:
10.3892/mmr.2019.10178. [PMID: 31059037] - A Joseph Bloom, Pramod Upadhyaya, Evan D Kharasch. Strain-specific altered nicotine metabolism in 3,3'-diindolylmethane (DIM) exposed mice.
Biopharmaceutics & drug disposition.
2019 May; 40(5-6):188-194. doi:
10.1002/bdd.2182. [PMID: 31016737] - Asmita Magotra, Abhishek Gour, Deepak K Sharma, Ashutosh K Dash, Gurdarshan Singh, Debaraj Mukherjee, Utpal Nandi. Pharmacokinetic evaluation of medicinally important synthetic N,N' diindolylmethane glucoside: Improved synthesis and metabolic stability.
Bioorganic & medicinal chemistry letters.
2019 04; 29(8):1007-1011. doi:
10.1016/j.bmcl.2019.02.010. [PMID: 30777609] - Juliane Mattiazzi, Marcel Henrique Marcondes Sari, Renata Lautenchleger, Morgana Dal Prá, Elizandra Braganhol, Letícia Cruz. Incorporation of 3,3'-Diindolylmethane into Nanocapsules Improves Its Photostability, Radical Scavenging Capacity, and Cytotoxicity Against Glioma Cells.
AAPS PharmSciTech.
2019 Jan; 20(2):49. doi:
10.1208/s12249-018-1240-8. [PMID: 30617655] - Susan Lanza-Jacoby, Guanjun Cheng. 3,3'-Diindolylmethane enhances apoptosis in docetaxel-treated breast cancer cells by generation of reactive oxygen species.
Pharmaceutical biology.
2018 Dec; 56(1):407-414. doi:
10.1080/13880209.2018.1495747. [PMID: 30301388] - Zun-En Xia, Juan-Li Xi, Lei Shi. 3,3'-Diindolylmethane ameliorates renal fibrosis through the inhibition of renal fibroblast activation in vivo and in vitro.
Renal failure.
2018 Nov; 40(1):447-454. doi:
10.1080/0886022x.2018.1490322. [PMID: 30101622] - Subhadip Hajra, Abhishek Basu, Somnath Singha Roy, Arup Ranjan Patra, Sudin Bhattacharya. Attenuation of doxorubicin-induced cardiotoxicity and genotoxicity by an indole-based natural compound 3,3'-diindolylmethane (DIM) through activation of Nrf2/ARE signaling pathways and inhibiting apoptosis.
Free radical research.
2017 Oct; 51(9-10):812-827. doi:
10.1080/10715762.2017.1381694. [PMID: 28922986] - Nieves Baenas, Clara Suárez-Martínez, Cristina García-Viguera, Diego A Moreno. Bioavailability and new biomarkers of cruciferous sprouts consumption.
Food research international (Ottawa, Ont.).
2017 10; 100(Pt 1):497-503. doi:
10.1016/j.foodres.2017.07.049. [PMID: 28873713] - Cynthia A Thomson, H H Sherry Chow, Betsy C Wertheim, Denise J Roe, Alison Stopeck, Gertraud Maskarinec, Maria Altbach, Pavani Chalasani, Chuan Huang, Meghan B Strom, Jean-Philippe Galons, Patricia A Thompson. A randomized, placebo-controlled trial of diindolylmethane for breast cancer biomarker modulation in patients taking tamoxifen.
Breast cancer research and treatment.
2017 Aug; 165(1):97-107. doi:
10.1007/s10549-017-4292-7. [PMID: 28560655] - Chandraiah Godugu, Ravi Doddapaneni, Stephen H Safe, Mandip Singh. Novel diindolylmethane derivatives based NLC formulations to improve the oral bioavailability and anticancer effects in triple negative breast cancer.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
2016 Nov; 108(?):168-179. doi:
10.1016/j.ejpb.2016.08.006. [PMID: 27586082] - Naomi Fujioka, Benjamin W Ransom, Steven G Carmella, Pramod Upadhyaya, Bruce R Lindgren, Astia Roper-Batker, Dorothy K Hatsukami, Vincent A Fritz, Charles Rohwer, Stephen S Hecht. Harnessing the Power of Cruciferous Vegetables: Developing a Biomarker for Brassica Vegetable Consumption Using Urinary 3,3'-Diindolylmethane.
Cancer prevention research (Philadelphia, Pa.).
2016 Oct; 9(10):788-793. doi:
10.1158/1940-6207.capr-16-0136. [PMID: 27538743] - Jason R Gee, Daniel R Saltzstein, Edward Messing, KyungMann Kim, Jill Kolesar, Wei Huang, Thomas C Havighurst, Linda Harris, Barbara W Wollmer, David Jarrard, Margaret House, Howard Parnes, Howard H Bailey. Phase Ib placebo-controlled, tissue biomarker trial of diindolylmethane (BR-DIMNG) in patients with prostate cancer who are undergoing prostatectomy.
European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP).
2016 07; 25(4):312-20. doi:
10.1097/cej.0000000000000189. [PMID: 26313229] - Lianguo Chen, Rui Ye, Weipeng Zhang, Chenyan Hu, Bingsheng Zhou, Drew R Peterson, Doris W T Au, Paul K S Lam, Pei-Yuan Qian. Endocrine Disruption throughout the Hypothalamus-Pituitary-Gonadal-Liver (HPGL) Axis in Marine Medaka (Oryzias melastigma) Chronically Exposed to the Antifouling and Chemopreventive Agent, 3,3'-Diindolylmethane (DIM).
Chemical research in toxicology.
2016 06; 29(6):1020-8. doi:
10.1021/acs.chemrestox.6b00074. [PMID: 27092574] - B Prabhu, D Balakrishnan, S Sundaresan. Antiproliferative and anti-inflammatory properties of diindolylmethane and lupeol against N-butyl-N-(4-hydroxybutyl) nitrosamine induced bladder carcinogenesis in experimental rats.
Human & experimental toxicology.
2016 Jun; 35(6):685-92. doi:
10.1177/0960327115597985. [PMID: 26251508] - Arun Gokul, Enrico Roode, Ashwil Klein, Marshall Keyster. Exogenous 3,3'-diindolylmethane increases Brassica napus L. seedling shoot growth through modulation of superoxide and hydrogen peroxide content.
Journal of plant physiology.
2016 Jun; 196-197(?):93-8. doi:
10.1016/j.jplph.2016.03.013. [PMID: 27100938] - Naomi Fujioka, Vincent Fritz, Pramod Upadhyaya, Fekadu Kassie, Stephen S Hecht. Research on cruciferous vegetables, indole-3-carbinol, and cancer prevention: A tribute to Lee W. Wattenberg.
Molecular nutrition & food research.
2016 06; 60(6):1228-38. doi:
10.1002/mnfr.201500889. [PMID: 26840393] - Geum-A Lee, Kyung-A Hwang, Kyung-Chul Choi. Roles of Dietary Phytoestrogens on the Regulation of Epithelial-Mesenchymal Transition in Diverse Cancer Metastasis.
Toxins.
2016 05; 8(6):. doi:
10.3390/toxins8060162. [PMID: 27231938] - Tien-Yuan Wu, Ying Huang, Chengyue Zhang, Zheng-Yuan Su, Sarandeep Boyanapalli, Tin Oo Khor, Hu Wang, Hongxia Lin, Murugesan Gounder, Leonid Kagan, Ioannis P Androulakis, Ah-Ng Tony Kong. Pharmacokinetics and pharmacodynamics of 3,3'-diindolylmethane (DIM) in regulating gene expression of phase II drug metabolizing enzymes.
Journal of pharmacokinetics and pharmacodynamics.
2015 Aug; 42(4):401-8. doi:
10.1007/s10928-015-9421-5. [PMID: 26138223] - Dina Nikitina, Marcia Llacuachaqui, Daniel Sepkovic, H Leon Bradlow, Steven A Narod, Joanne Kotsopoulos. The effect of oral 3,3'-diindolylmethane supplementation on the 2:16α-OHE ratio in BRCA1 mutation carriers.
Familial cancer.
2015 Jun; 14(2):281-6. doi:
10.1007/s10689-015-9783-2. [PMID: 25613194] - S Tomar, M Nagarkatti, P S Nagarkatti. 3,3'-Diindolylmethane attenuates LPS-mediated acute liver failure by regulating miRNAs to target IRAK4 and suppress Toll-like receptor signalling.
British journal of pharmacology.
2015 Apr; 172(8):2133-47. doi:
10.1111/bph.13036. [PMID: 25521277] - Poornima Jayakumar, Kodukkur Vishwanath Pugalendi, Mirunalini Sankaran. Attenuation of hyperglycemia-mediated oxidative stress by indole-3-carbinol and its metabolite 3, 3'- diindolylmethane in C57BL/6J mice.
Journal of physiology and biochemistry.
2014 Jun; 70(2):525-34. doi:
10.1007/s13105-014-0332-5. [PMID: 24715233] - Justin Moussata, Zhijun Wang, Jeffrey Wang. Development and validation of an HPLC method for the simultaneous quantification of indole-3-carbinol acetate, indole-3-carbinol, and 3,3'-diindolylmethane in mouse plasma, liver, and kidney tissues.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2014 May; 958(?):1-9. doi:
10.1016/j.jchromb.2014.02.026. [PMID: 24686233] - Naomi Fujioka, Cheryl E Ainslie-Waldman, Pramod Upadhyaya, Steven G Carmella, Vincent A Fritz, Charles Rohwer, Yunhua Fan, Diane Rauch, Chap Le, Dorothy K Hatsukami, Stephen S Hecht. Urinary 3,3'-diindolylmethane: a biomarker of glucobrassicin exposure and indole-3-carbinol uptake in humans.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2014 Feb; 23(2):282-7. doi:
10.1158/1055-9965.epi-13-0645. [PMID: 24357105] - Philip B Busbee, Mitzi Nagarkatti, Prakash S Nagarkatti. Natural indoles, indole-3-carbinol and 3,3'-diindolymethane, inhibit T cell activation by staphylococcal enterotoxin B through epigenetic regulation involving HDAC expression.
Toxicology and applied pharmacology.
2014 Jan; 274(1):7-16. doi:
10.1016/j.taap.2013.10.022. [PMID: 24200994] - Jayakumar Poornima, Sankaran Mirunalini. Regulation of carbohydrate metabolism by indole-3-carbinol and its metabolite 3,3'-diindolylmethane in high-fat diet-induced C57BL/6J mice.
Molecular and cellular biochemistry.
2014 Jan; 385(1-2):7-15. doi:
10.1007/s11010-013-1808-2. [PMID: 24072613] - Cheryl E Ainslie-Waldman, Scott W Simpkins, Pramod Upadhyaya, Steven G Carmella, Stephen S Hecht, Sabrina P Trudo. Contamination of deconjugation enzymes derived from Helix pomatia with the plant bioactive compounds 3,3'-diindolylmethane, 5-methoxypsoralen, and 8-methoxypsoralen.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2013 Dec; 62(?):188-93. doi:
10.1016/j.fct.2013.08.055. [PMID: 23994708] - Somnath Kandekar, Ranjan Preet, Maneesh Kashyap, M U Renu Prasad, Purusottam Mohapatra, Dipon Das, Shakti Ranjan Satapathy, Sumit Siddharth, Vaibhav Jain, Maitrayee Choudhuri, Chanakya N Kundu, Sankar K Guchhait, Prasad V Bharatam. Structural elaboration of a natural product: identification of 3,3'-diindolylmethane aminophosphonate and urea derivatives as potent anticancer agents.
ChemMedChem.
2013 Nov; 8(11):1873-84. doi:
10.1002/cmdc.201300273. [PMID: 23983049] - Yangchao Luo, Thomas T Y Wang, Zi Teng, Pei Chen, Jianghao Sun, Qin Wang. Encapsulation of indole-3-carbinol and 3,3'-diindolylmethane in zein/carboxymethyl chitosan nanoparticles with controlled release property and improved stability.
Food chemistry.
2013 Aug; 139(1-4):224-30. doi:
10.1016/j.foodchem.2013.01.113. [PMID: 23561099] - Chen Chen, Shi-Ming Chen, Bin Xu, Zhe Chen, Fei Wang, Jie Ren, Yong Xu, Yan Wang, Bo-Kui Xiao, Ze-Zhang Tao. In vivo and in vitro study on the role of 3,3'-diindolylmethane in treatment and prevention of nasopharyngeal carcinoma.
Carcinogenesis.
2013 Aug; 34(8):1815-21. doi:
10.1093/carcin/bgt122. [PMID: 23568953] - Y-C Fang, C-T Chou, C-C Chi, K-L Lin, Y-D Li, H-H Cheng, Y-C Lu, J-S Cheng, C-C Kuo, C-R Jan. Effect of diindolylmethane on Ca(2+) homeostasis and viability in MDCK renal tubular cells.
Human & experimental toxicology.
2013 Apr; 32(4):344-53. doi:
10.1177/0960327112462727. [PMID: 23613483] - Briana R De Miranda, James A Miller, Ryan J Hansen, Paul J Lunghofer, Stephen Safe, Daniel L Gustafson, Dorothy Colagiovanni, Ronald B Tjalkens. Neuroprotective efficacy and pharmacokinetic behavior of novel anti-inflammatory para-phenyl substituted diindolylmethanes in a mouse model of Parkinson's disease.
The Journal of pharmacology and experimental therapeutics.
2013 Apr; 345(1):125-38. doi:
10.1124/jpet.112.201558. [PMID: 23318470] - Alexandre Semov, Ludmila Iourtchenco, Lin Fang Liu, Shengmin Li, Yan Xu, Xiaoxue Su, Ekaterina Muyjnek, Vsevolod Kiselev, Valery Alakhov. Diindolilmethane (DIM) selectively inhibits cancer stem cells.
Biochemical and biophysical research communications.
2012 Jul; 424(1):45-51. doi:
10.1016/j.bbrc.2012.06.062. [PMID: 22727906] - Apurva R Patel, Shawn D Spencer, Mahavir B Chougule, Stephen Safe, Mandip Singh. Pharmacokinetic evaluation and in vitro-in vivo correlation (IVIVC) of novel methylene-substituted 3,3' diindolylmethane (DIM).
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2012 May; 46(1-2):8-16. doi:
10.1016/j.ejps.2012.01.012. [PMID: 22342559] - Daniel W Sepkovic, Laura Raucci, Johann Stein, Antoine D Carlisle, Karen Auborn, H Barbara Ksieski, Themba Nyirenda, H Leon Bradlow. 3,3'-Diindolylmethane increases serum interferon-γ levels in the K14-HPV16 transgenic mouse model for cervical cancer.
In vivo (Athens, Greece).
2012 Mar; 26(2):207-11. doi:
NULL. [PMID: 22351660] - Ronald A Lubet, Brandy M Heckman, Silvio L De Flora, Vernon E Steele, James A Crowell, M Margaret Juliana, Clinton J Grubbs. Effects of 5,6-benzoflavone, indole-3-carbinol (I3C) and diindolylmethane (DIM) on chemically-induced mammary carcinogenesis: is DIM a substitute for I3C?.
Oncology reports.
2011 Sep; 26(3):731-6. doi:
10.3892/or.2011.1316. [PMID: 21617870] - Daniel W Sepkovic, Johann Stein, Antoine D Carlisle, H Barbara Ksieski, Karen Auborn, Laura Raucci, Themba Nyirenda, H Leon Bradlow. Results from a dose-response study using 3,3'-diindolylmethane in the K14-HPV16 transgenic mouse model: cervical histology.
Cancer prevention research (Philadelphia, Pa.).
2011 Jun; 4(6):890-6. doi:
10.1158/1940-6207.capr-10-0369. [PMID: 21383027] - Shilpi Rajoria, Robert Suriano, Perminder Singh Parmar, Yushan Lisa Wilson, Uchechukwu Megwalu, Augustine Moscatello, H Leon Bradlow, Daniel W Sepkovic, Jan Geliebter, Stimson P Schantz, Raj K Tiwari. 3,3'-diindolylmethane modulates estrogen metabolism in patients with thyroid proliferative disease: a pilot study.
Thyroid : official journal of the American Thyroid Association.
2011 Mar; 21(3):299-304. doi:
10.1089/thy.2010.0245. [PMID: 21254914] - Fuad Fares, Naiel Azzam, Boaz Appel, Basem Fares, Avi Stein. The potential efficacy of 3,3'-diindolylmethane in prevention of prostate cancer development.
European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP).
2010 May; 19(3):199-203. doi:
10.1097/cej.0b013e328333fbce. [PMID: 20010430] - Lei Dong, Suhua Xia, Fengbo Gao, Dachuan Zhang, Jiangning Chen, Junfeng Zhang. 3,3'-Diindolylmethane attenuates experimental arthritis and osteoclastogenesis.
Biochemical pharmacology.
2010 Mar; 79(5):715-21. doi:
10.1016/j.bcp.2009.10.010. [PMID: 19854159] - Daniel W Sepkovic, Johann Stein, Antoine D Carlisle, H Barbara Ksieski, Karen Auborn, H Leon Bradlow. Diindolylmethane inhibits cervical dysplasia, alters estrogen metabolism, and enhances immune response in the K14-HPV16 transgenic mouse model.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2009 Nov; 18(11):2957-64. doi:
10.1158/1055-9965.epi-09-0698. [PMID: 19861518] - Alphi P Elackattu, Lining Feng, Zhi Wang. A controlled safety study of diindolylmethane in the immature rat model.
The Laryngoscope.
2009 Sep; 119(9):1803-8. doi:
10.1002/lary.20526. [PMID: 19544380] - Ewa Ciska, Ruud Verkerk, Joanna Honke. Effect of boiling on the content of ascorbigen, indole-3-carbinol, indole-3-acetonitrile, and 3,3'-diindolylmethane in fermented cabbage.
Journal of agricultural and food chemistry.
2009 Mar; 57(6):2334-8. doi:
10.1021/jf803477w. [PMID: 19292468] - Amit Roy, Agneyo Ganguly, Somdeb BoseDasgupta, Benu Brata Das, Churala Pal, Parasuraman Jaisankar, Hemanta K Majumder. Mitochondria-dependent reactive oxygen species-mediated programmed cell death induced by 3,3'-diindolylmethane through inhibition of F0F1-ATP synthase in unicellular protozoan parasite Leishmania donovani.
Molecular pharmacology.
2008 Nov; 74(5):1292-307. doi:
10.1124/mol.108.050161. [PMID: 18703668] - Gregory A Reed, Jean M Sunega, Debra K Sullivan, John C Gray, Matthew S Mayo, James A Crowell, Aryeh Hurwitz. Single-dose pharmacokinetics and tolerability of absorption-enhanced 3,3'-diindolylmethane in healthy subjects.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2008 Oct; 17(10):2619-24. doi:
10.1158/1055-9965.epi-08-0520. [PMID: 18843002] - Erin L Hsu, Natalie Chen, Aya Westbrook, Feng Wang, Ruixue Zhang, Robert T Taylor, Oliver Hankinson. CXCR4 and CXCL12 down-regulation: a novel mechanism for the chemoprotection of 3,3'-diindolylmethane for breast and ovarian cancers.
Cancer letters.
2008 Jun; 265(1):113-23. doi:
10.1016/j.canlet.2008.02.033. [PMID: 18378071] - Ling Xue, James J Pestka, Maoxiang Li, Gary L Firestone, Leonard F Bjeldanes. 3,3'-Diindolylmethane stimulates murine immune function in vitro and in vivo.
The Journal of nutritional biochemistry.
2008 May; 19(5):336-44. doi:
10.1016/j.jnutbio.2007.05.004. [PMID: 17707631] - Churala Pal, Sumit Dey, Sanjit Kumar Mahato, Jayaraman Vinayagam, Prasun K Pradhan, Venkatachalam Sesha Giri, Parasuraman Jaisankar, Tanvir Hossain, Shikhi Baruri, Debjit Ray, Suparna Mandal Biswas. Eco-friendly synthesis and study of new plant growth promoters: 3,3'-Diindolylmethane and its derivatives.
Bioorganic & medicinal chemistry letters.
2007 Sep; 17(17):4924-8. doi:
10.1016/j.bmcl.2007.06.025. [PMID: 17583501] - Susan C Tilton, Jerry D Hendricks, Gayle A Orner, Cliff B Pereira, George S Bailey, David E Williams. Gene expression analysis during tumor enhancement by the dietary phytochemical, 3,3'-diindolylmethane, in rainbow trout.
Carcinogenesis.
2007 Jul; 28(7):1589-98. doi:
10.1093/carcin/bgm017. [PMID: 17272308] - Gregory A Reed, Dora W Arneson, William C Putnam, Holly J Smith, John C Gray, Debra K Sullivan, Matthew S Mayo, James A Crowell, Aryeh Hurwitz. Single-dose and multiple-dose administration of indole-3-carbinol to women: pharmacokinetics based on 3,3'-diindolylmethane.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2006 Dec; 15(12):2477-81. doi:
10.1158/1055-9965.epi-06-0396. [PMID: 17164373] - James A Crowell, John G Page, Barry S Levine, Michael J Tomlinson, Charles D Hebert. Indole-3-carbinol, but not its major digestive product 3,3'-diindolylmethane, induces reversible hepatocyte hypertrophy and cytochromes P450.
Toxicology and applied pharmacology.
2006 Mar; 211(2):115-23. doi:
10.1016/j.taap.2005.06.011. [PMID: 16043203] - Richard E Staub, Bruce Onisko, Leonard F Bjeldanes. Fate of 3,3'-diindolylmethane in cultured MCF-7 human breast cancer cells.
Chemical research in toxicology.
2006 Mar; 19(3):436-42. doi:
10.1021/tx050325z. [PMID: 16544949] - Kiranmayi Tadi, Yushan Chang, Badithe T Ashok, Yuangen Chen, Augustine Moscatello, Steven D Schaefer, Stimsom P Schantz, Anthony J Policastro, Jan Geliebter, Raj K Tiwari. 3,3'-Diindolylmethane, a cruciferous vegetable derived synthetic anti-proliferative compound in thyroid disease.
Biochemical and biophysical research communications.
2005 Nov; 337(3):1019-25. doi:
10.1016/j.bbrc.2005.09.143. [PMID: 16219298] - Maya Nachshon-Kedmi, Fuad A Fares, Shmuel Yannai. Therapeutic activity of 3,3'-diindolylmethane on prostate cancer in an in vivo model.
The Prostate.
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