The Ah regulatory gene product. Survey of nineteen polycyclic aromatic compounds' and fifteen benzo[a]pyrene metabolites' capacity to bind to the cytosolic receptor
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Cited by (111)
Structure-activity relationships among mono- and dihydroxy flavones as aryl hydrocarbon receptor (AhR) agonists or antagonists in CACO2 cells
2022, Chemico-Biological InteractionsCitation Excerpt :Benzo[a]pyrene and some related polynuclear aromatic hydrocarbons (PAHs) have also been identified as AhR ligands [3]. Although PAHs induce CYP1A1 [4] these compounds do not induce many of the dioxin-like toxicities and this may be due, in part, to their rapid metabolism and lack of “persistent” occupation of the AhR [5]. Subsequent studies have identified structurally diverse synthetic compounds, endogenous biochemicals such as bilirubin, pharmaceuticals, microbial metabolites and health promoting phytochemicals such as indole-3-carbinol and flavonoids as AhR ligands [6-8].
An efficient synthesis of substituted chrysenes
2017, Tetrahedron LettersCitation Excerpt :Recent work carried out within our group12 highlighted how cascade reactions based around an unusual Cannizzaro like 1,5-hydride transfer13 can be used to rapidly develop complex molecules, such as 1 (Scheme 1b), from commercially available 2-bromoaldehydes. We envisaged using a platinum(II) chloride catalysed, 6-endo-dig cyclisation8,11a to attain a substituted chrysene from ethynylnaphthalene 1. Under our initial conditions, heating to reflux with 5 mol% platinum(II) chloride in toluene, for a protracted reaction time of 65 h, we observed 58% conversion to the desilylated chrysene 3a (Scheme 1b).
Environmental exposure to polycyclic aromatic hydrocarbons (PAHs): The correlation with and impact on reproductive hormones in umbilical cord serum
2017, Environmental PollutionCitation Excerpt :This diverse effect may be related by metabolization of non-hydroxylated PAHs into hydroxyl PAHs which were estrogenic, indirectly interfering ER-responsive trans-activation by AhR agonists or direct competition of estrogen, and these differences in metabolism thereby would change the cellular estrogenic biological state. The antiestrogenic activity of PAHs is reported to be based on the inducing capacity of PAHs to the transcription of non ER-dependent genes, resulting a much-lowered estrogen reactive ability (Bigelow and Nebert, 1982). The expression of AMH, however, would cause the certain regression of the paramesonephric duct.
Image analysis of Ca<sup>2+</sup> signals as a basis for neurotoxicity assays: Promises and challenges
2010, Neurotoxicology and TeratologyCitation Excerpt :Numerous epidemiologic studies have shown a clear association between exposure to various mixtures of PAHs containing BaP and increased risk of cancer [68]. BeP is structurally very similar to BaP, but unlike BaP it is a weak aryl hydrocarbon receptor ligand and has a weak or no carcinogenic activity [9,15]. This makes BeP an ideal negative control for use in addition to regular vehicle controls in experiments.
Decreases in urinary pheromonal activities in male mice after exposure to 3-methylchoranthrene
2007, Toxicology LettersBenzo[a]pyrene-induced immunotoxicity in Japanese medaka (Oryzias latipes): Relationship between lymphoid CYP1A activity and humoral immune suppression
2004, Toxicology and Applied Pharmacology
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In partial fulfillment of requirements for a M.S. thesis, Department of Biology, American University, Washington, DC.