Effects of 7-O substitutions on estrogenic and anti-estrogenic activities of daidzein analogues in MCF-7 breast cancer cells.

PubWeight™: 0.86‹?›

🔗 View Article (PMC 2956131)

Published in J Med Chem on August 26, 2010

Authors

Quan Jiang1, Florastina Payton-Stewart, Steven Elliott, Jennifer Driver, Lyndsay V Rhodes, Qiang Zhang, Shilong Zheng, Deepak Bhatnagar, Stephen M Boue, Bridgette M Collins-Burow, Jayalakshmi Sridhar, Cheryl Stevens, John A McLachlan, Thomas E Wiese, Matthew E Burow, Guangdi Wang

Author Affiliations

1: Department of Chemistry, Xavier University of Louisiana, New Orleans, Louisiana 70125, USA.

Articles cited by this

Genistein, a specific inhibitor of tyrosine-specific protein kinases. J Biol Chem (1987) 10.61

The structural basis of estrogen receptor/coactivator recognition and the antagonism of this interaction by tamoxifen. Cell (1998) 9.96

Surflex: fully automatic flexible molecular docking using a molecular similarity-based search engine. J Med Chem (2003) 4.49

NFkappaB selectivity of estrogen receptor ligands revealed by comparative crystallographic analyses. Nat Chem Biol (2008) 2.44

Estrogenic and antiproliferative properties of genistein and other flavonoids in human breast cancer cells in vitro. Nutr Cancer (1997) 1.65

Hammerhead: fast, fully automated docking of flexible ligands to protein binding sites. Chem Biol (1996) 1.61

Automatic identification and representation of protein binding sites for molecular docking. Protein Sci (1997) 1.43

Rapid screening of environmental chemicals for estrogen receptor binding capacity. Environ Health Perspect (1998) 1.27

Effects of soy phytoestrogens genistein and daidzein on breast cancer growth. Ann Pharmacother (2001) 1.20

Identification of the potent phytoestrogen glycinol in elicited soybean (Glycine max). Endocrinology (2008) 1.15

Mechanisms of action of the soy isoflavone genistein: emerging role for its effects via transforming growth factor beta signaling pathways. Am J Clin Nutr (1998) 1.15

Structure of daidzin, a naturally occurring anti-alcohol-addiction agent, in complex with human mitochondrial aldehyde dehydrogenase. J Med Chem (2008) 1.14

Differential effects of dietary phyto-oestrogens daidzein and equol on human breast cancer MCF-7 cells. Eur J Cancer (1997) 1.13

Phytochemical glyceollins, isolated from soy, mediate antihormonal effects through estrogen receptor alpha and beta. J Clin Endocrinol Metab (2001) 1.12

Estrogenic and antiestrogenic activities of flavonoid phytochemicals through estrogen receptor binding-dependent and -independent mechanisms. Nutr Cancer (2000) 1.08

Structure and mechanism of the oestrogen receptor. Biochem Soc Trans (2003) 1.07

Glyceollin I, a novel antiestrogenic phytoalexin isolated from activated soy. J Pharmacol Exp Ther (2009) 1.05

The mitochondrial monoamine oxidase-aldehyde dehydrogenase pathway: a potential site of action of daidzin. J Med Chem (2000) 1.03

Soy isoflavones suppress invasiveness of breast cancer cells by the inhibition of NF-kappaB/AP-1-dependent and -independent pathways. Int J Oncol (2004) 0.97

Synthesis of potential antidipsotropic isoflavones: inhibitors of the mitochondrial monoamine oxidase-aldehyde dehydrogenase pathway. J Med Chem (2001) 0.95

Studies on the anti-tumor activities of the soy isoflavone daidzein on murine neuroblastoma cells. Biomed Pharmacother (2007) 0.92

Synthesis of daidzin analogues as potential agents for alcohol abuse. Bioorg Med Chem (2003) 0.89

Synthesis and evaluation of the antiproliferative activities of derivatives of carboxyalkyl isoflavones linked to N-t-Boc-hexylenediamine. J Med Chem (2007) 0.84

Phytoalexin-enriched functional foods. J Agric Food Chem (2009) 0.83

Total syntheses of racemic, natural (-) and unnatural (+) glyceollin I. Org Lett (2008) 0.77

Articles by these authors

Randomized phase III trial of concurrent accelerated radiation plus cisplatin with or without cetuximab for stage III to IV head and neck carcinoma: RTOG 0522. J Clin Oncol (2014) 5.80

Reversal of H3K9me2 by a small-molecule inhibitor for the G9a histone methyltransferase. Mol Cell (2007) 5.49

Genome sequencing and analysis of Aspergillus oryzae. Nature (2005) 5.47

Two supporting factors greatly improve the efficiency of human iPSC generation. Cell Stem Cell (2008) 5.04

Pluripotent stem cells induced from mouse somatic cells by small-molecule compounds. Science (2013) 4.94

Chapel Hill bisphenol A expert panel consensus statement: integration of mechanisms, effects in animals and potential to impact human health at current levels of exposure. Reprod Toxicol (2007) 4.04

In vitro molecular mechanisms of bisphenol A action. Reprod Toxicol (2007) 3.69

Why public health agencies cannot depend on good laboratory practices as a criterion for selecting data: the case of bisphenol A. Environ Health Perspect (2008) 3.27

Clustered pathway genes in aflatoxin biosynthesis. Appl Environ Microbiol (2004) 3.21

Genome sequencing reveals insights into physiology and longevity of the naked mole rat. Nature (2011) 3.19

Long-term results of RTOG 91-11: a comparison of three nonsurgical treatment strategies to preserve the larynx in patients with locally advanced larynx cancer. J Clin Oncol (2012) 3.18

Tobacco smoking and increased risk of death and progression for patients with p16-positive and p16-negative oropharyngeal cancer. J Clin Oncol (2012) 3.04

The use and interpretation of competing risks regression models. Clin Cancer Res (2012) 3.01

The effect of sedimentation and diffusion on cellular uptake of gold nanoparticles. Nat Nanotechnol (2011) 2.98

Lifestyle change and mobility in obese adults with type 2 diabetes. N Engl J Med (2012) 2.90

Gold nanocages covered by smart polymers for controlled release with near-infrared light. Nat Mater (2009) 2.85

Tumor evasion of the immune system by converting CD4+CD25- T cells into CD4+CD25+ T regulatory cells: role of tumor-derived TGF-beta. J Immunol (2007) 2.69

Groundwater arsenic contamination throughout China. Science (2013) 2.64

Vascular endothelial growth factor receptor-3 mediates induction of corneal alloimmunity. Nat Med (2004) 2.64

The HIV epidemic in Yunnan Province, China, 1989-2007. J Acquir Immune Defic Syndr (2010) 2.61

Reactive oxygen species as a signal in glucose-stimulated insulin secretion. Diabetes (2007) 2.59

The ERBB4/HER4 receptor tyrosine kinase regulates gene expression by functioning as a STAT5A nuclear chaperone. J Cell Biol (2004) 2.41

Controlling the synthesis and assembly of silver nanostructures for plasmonic applications. Chem Rev (2011) 2.40

Prion detection by an amyloid seeding assay. Proc Natl Acad Sci U S A (2007) 2.34

In vivo molecular photoacoustic tomography of melanomas targeted by bioconjugated gold nanocages. ACS Nano (2010) 2.29

Autoimmunity in dry eye is due to resistance of Th17 to Treg suppression. J Immunol (2009) 2.19

Energy policy: A low-carbon road map for China. Nature (2013) 2.18

Patellar resurfacing versus nonresurfacing in total knee arthroplasty: a meta-analysis of randomised controlled trials. Int Orthop (2013) 2.13

Sorafenib enhances pemetrexed cytotoxicity through an autophagy-dependent mechanism in cancer cells. Cancer Res (2011) 2.13

Corneal immunity is mediated by heterogeneous population of antigen-presenting cells. J Leukoc Biol (2003) 2.08

The corneal stroma is endowed with a significant number of resident dendritic cells. Invest Ophthalmol Vis Sci (2003) 2.05

Generation of iPSCs from mouse fibroblasts with a single gene, Oct4, and small molecules. Cell Res (2010) 2.04

Addition of bevacizumab to standard chemoradiation for locoregionally advanced nasopharyngeal carcinoma (RTOG 0615): a phase 2 multi-institutional trial. Lancet Oncol (2011) 2.03

Mechanism and regulation of acetylated histone binding by the tandem PHD finger of DPF3b. Nature (2010) 2.02

The extended distally based sural neurocutaneous flap for foot and ankle reconstruction: a retrospective review of 10 years of experience. Ann Plast Surg (2014) 2.00

Effects of retinal ganglion cell loss on magno-, parvo-, koniocellular pathways in the lateral geniculate nucleus and visual cortex in glaucoma. Prog Retin Eye Res (2003) 1.98

Gold nanocages as photothermal transducers for cancer treatment. Small (2010) 1.92

De novo assembly and characterisation of the transcriptome during seed development, and generation of genic-SSR markers in peanut (Arachis hypogaea L.). BMC Genomics (2012) 1.90

Phase II trial of neoadjuvant/adjuvant imatinib mesylate for advanced primary and metastatic/recurrent operable gastrointestinal stromal tumors: long-term follow-up results of Radiation Therapy Oncology Group 0132. Ann Surg Oncol (2011) 1.86

Structural basis of site-specific histone recognition by the bromodomains of human coactivators PCAF and CBP/p300. Structure (2008) 1.86

Functional erythropoietin receptor is undetectable in endothelial, cardiac, neuronal, and renal cells. Blood (2010) 1.84

Novel characterization of MHC class II-negative population of resident corneal Langerhans cell-type dendritic cells. Invest Ophthalmol Vis Sci (2002) 1.80

Gold nanocages: from synthesis to theranostic applications. Acc Chem Res (2011) 1.80

Draining lymph nodes of corneal transplant hosts exhibit evidence for donor major histocompatibility complex (MHC) class II-positive dendritic cells derived from MHC class II-negative grafts. J Exp Med (2002) 1.79

Long-term follow-up of the RTOG 9501/intergroup phase III trial: postoperative concurrent radiation therapy and chemotherapy in high-risk squamous cell carcinoma of the head and neck. Int J Radiat Oncol Biol Phys (2012) 1.77

Reduction of transient signal oscillations in true-FISP using a linear flip angle series magnetization preparation. Magn Reson Med (2003) 1.73

China's international trade and air pollution in the United States. Proc Natl Acad Sci U S A (2014) 1.66

ROS signaling, oxidative stress and Nrf2 in pancreatic beta-cell function. Toxicol Appl Pharmacol (2009) 1.63

Combination of atorvastatin and celecoxib synergistically induces cell cycle arrest and apoptosis in colon cancer cells. Int J Cancer (2008) 1.63

Promising nucleic acid analogs and mimics: characteristic features and applications of PNA, LNA, and morpholino. Appl Microbiol Biotechnol (2006) 1.61

Epigenetics, evolution, endocrine disruption, health, and disease. Endocrinology (2006) 1.60

Female reproductive disorders: the roles of endocrine-disrupting compounds and developmental timing. Fertil Steril (2008) 1.60

St. John's wort attenuates irinotecan-induced diarrhea via down-regulation of intestinal pro-inflammatory cytokines and inhibition of intestinal epithelial apoptosis. Toxicol Appl Pharmacol (2006) 1.60

Versatile synthesis strategy for carboxylic acid-functionalized upconverting nanophosphors as biological labels. J Am Chem Soc (2008) 1.56

Solution structure of the MAPK phosphatase PAC-1 catalytic domain. Insights into substrate-induced enzymatic activation of MKP. Structure (2003) 1.54

In vitro and in vivo anticancer activity of a novel puerarin nanosuspension against colon cancer, with high efficacy and low toxicity. Int J Pharm (2012) 1.54

CFTR Expression in human neutrophils and the phagolysosomal chlorination defect in cystic fibrosis. Biochemistry (2006) 1.54

Automated rectilinear self-gated cardiac cine imaging. Magn Reson Med (2004) 1.52

Retracted GREB1 functions as a growth promoter and is modulated by IL6/STAT3 in breast cancer. PLoS One (2012) 1.52

Genetic evolution of swine influenza A (H3N2) viruses in China from 1970 to 2006. J Clin Microbiol (2008) 1.52

Satellite-Based Spatiotemporal Trends in PM2.5 Concentrations: China, 2004-2013. Environ Health Perspect (2015) 1.51

Projections of global mercury emissions in 2050. Environ Sci Technol (2009) 1.51

Targeting triple-negative breast cancer cells with the histone deacetylase inhibitor panobinostat. Breast Cancer Res (2012) 1.51

The effects of size, shape, and surface functional group of gold nanostructures on their adsorption and internalization by cells. Small (2010) 1.50

Environmental exposure, DNA methylation, and gene regulation: lessons from diethylstilbesterol-induced cancers. Ann N Y Acad Sci (2003) 1.50

Low-level arsenic impairs glucose-stimulated insulin secretion in pancreatic beta cells: involvement of cellular adaptive response to oxidative stress. Environ Health Perspect (2010) 1.47

Cytokine receptor CXCR4 mediates estrogen-independent tumorigenesis, metastasis, and resistance to endocrine therapy in human breast cancer. Cancer Res (2010) 1.45

Two-pronged binding with bromodomain-containing protein 4 liberates positive transcription elongation factor b from inactive ribonucleoprotein complexes. J Biol Chem (2011) 1.43

Alterations in corneal stromal dendritic cell phenotype and distribution in inflammation. Arch Ophthalmol (2003) 1.43

Differences in gastric carcinoma microenvironment stratify according to EBV infection intensity: implications for possible immune adjuvant therapy. PLoS Pathog (2013) 1.43

Anti-angiogenesis effect of the novel anti-inflammatory and pro-resolving lipid mediators. Invest Ophthalmol Vis Sci (2009) 1.42

Oncogenic HER2{Delta}16 suppresses miR-15a/16 and deregulates BCL-2 to promote endocrine resistance of breast tumors. Carcinogenesis (2010) 1.42

Absence of functional EpoR expression in human tumor cell lines. Blood (2010) 1.41

Completed sequence of aflatoxin pathway gene cluster in Aspergillus parasiticus. FEBS Lett (2004) 1.41

A nonhuman primate model of lung regeneration: detergent-mediated decellularization and initial in vitro recellularization with mesenchymal stem cells. Tissue Eng Part A (2012) 1.39

MEK5/ERK5 pathway: the first fifteen years. Biochim Biophys Acta (2011) 1.39

Comparison of KRAS and EGFR gene status between primary non-small cell lung cancer and local lymph node metastases: implications for clinical practice. J Exp Clin Cancer Res (2011) 1.38

Introducing the external link model for studying spine fixation and misalignment: part 1--need, rationale, and applications. J Manipulative Physiol Ther (2007) 1.38

Patients with spina bifida and bladder cancer: atypical presentation, advanced stage and poor survival. J Urol (2007) 1.38

Dual-targeting daunorubicin liposomes improve the therapeutic efficacy of brain glioma in animals. J Control Release (2009) 1.38

The toll-like receptor pathway: a novel mechanism of infection-induced carcinogenesis of prostate epithelial cells. Prostate (2008) 1.38

Highly potent and specific GSK-3beta inhibitors that block tau phosphorylation and decrease alpha-synuclein protein expression in a cellular model of Parkinson's disease. ChemMedChem (2006) 1.37

Schiff base transition metal complexes as novel inhibitors of xanthine oxidase. Eur J Med Chem (2007) 1.36

Proteomic analysis of tumor necrosis factor-alpha resistant human breast cancer cells reveals a MEK5/Erk5-mediated epithelial-mesenchymal transition phenotype. Breast Cancer Res (2008) 1.35

Cutting edge: TGF-beta-induced expression of Foxp3 in T cells is mediated through inactivation of ERK. J Immunol (2008) 1.34

A three-dimensional carbon nanotube/graphene sandwich and its application as electrode in supercapacitors. Adv Mater (2010) 1.31

Antiestrogenic glyceollins suppress human breast and ovarian carcinoma tumorigenesis. Clin Cancer Res (2006) 1.31