Disease relevance of Dihydroxybiphenyl

• Cyclofenil diphenol, a weak non-steroidal oestrogen, profoundly inhibits [35S]proteoglycan synthesis in cultures of Swarm chondrosarcoma chondrocytes under conditions in which protein synthesis is only marginally reduced [1].
• Cyclofenil diphenol had a similar inhibitory action on the synthesis of [35S]proteoglycans in secondary cultures of human dermal fibroblasts from both normal subjects and patients with systemic sclerosis [2].
• Specific activity of 2.3 dihydroxybiphenyl dioxygenase (bphC gene product) was increased tenfold when hyperproduced in its native host as compared to E. coli, but under the same in vivo conditions, the XylS regulator formed protein aggregates [3].
• The aim of the present work is to evaluate DOPET toxicity and to investigate its molecular pharmacokinetics by using the (14)C-labeled diphenol [4].
• However, administration of the diphenol had a clear anti-metastatic effect, decreasing both the number and the weight of the lung metastases [5].

High impact information on Dihydroxybiphenyl

• No binding affinity for crude cytosolic preparation of the estrogen receptor was observed for compounds without phenolic group, while a low affinity (0.01-0.05%) was measured for mono- or diphenol derivatives [6].
• Chondrocyte cultures treated with cyclofenil diphenol recovered their biosynthetic activities almost completely within 3 h of removing the compound from the culture medium [2].
• It is proposed that cyclofenil diphenol inhibits the synthesis of [35S]proteoglycans by interfering with the formation of the glycosaminoglycan side chains of these molecules in the Golgi apparatus of cells [2].
• The structure of the diphenol, 1a, was confirmed by single-crystal X-ray analysis of the dimethyl ether [7].
• Although this Michaelis constant is much lower than the Michaelis constant for diphenol in the absence of monophenol, the binding site is the same [8].

Chemical compound and disease context of Dihydroxybiphenyl

• Administration of different doses of the diphenol resveratrol had no effect on the growth of an intramuscularly implanted experimental tumour, the Lewis lung carcinoma [5].

Biological context of Dihydroxybiphenyl

• Polychlorinated biphenyls (PCBs) may undergo cytochrome P-450-catalyzed hydroxylations to form chlorinated dihydroxybiphenyl metabolites [9].
• Recessive mutants which produce yellow conidia have been previously isolated from haploid strains and have been shown to be deficient in laccase (diphenol oxidase), an enzyme that requires copper for activity [10].
• Random mutagenesis of human estrogen receptor ligand binding domain identifies mutations that decrease sensitivity to estradiol and increase sensitivity to a diphenol indene-ol compound: basis for a regulatable expression system [11].
• The effects of this diphenol were associated with an increase in the number of cells in the G2/M cell cycle phase [12].
• Linkage of a gene causing malaria refractoriness to Diphenol oxidase-A2 on chromosome 3 of Anopheles gambiae [13].

Anatomical context of Dihydroxybiphenyl

• The applicability of the high-pressure liquid chromatographic assay to determination of diphenol oxidase activity in small biological sample sizes was demonstrated by using microgram quantities of crude, cell-free hemolymph from Aedes aegypti mosquitoes [14].
• For PICO, the latter fraction is the single determinant of the effect, which is triggered when the di-ester is being hydrolyzed to active diphenol in this part of the GI-tract [15].

Associations of Dihydroxybiphenyl with other chemical compounds

• Cyclofenil diphenol had little effect on the secretion from chondrocytes of [35S]proteoglycans synthesized immediately prior to treatment [2].
• Biochemical and molecular characterization of the diphenol oxidase of Cryptococcus neoformans: identification as a laccase [16].
• Cumulative rounds of mutagenesis and screening allowed us to produce a mutant estrogen receptor that was of reversed specificity as compared with the wild type LBD, in that it was more responsive to a diphenol indene-ol than to estradiol [11].
• The specific activity of mushroom tyrosinase using the method was about fourfold greater than that obtained using a spectrophotometric assay for diphenol oxidase following dopachrome formation from L-3,4-dihydroxyphenylalanine [14].
• It was questioned why catechol estrogens do not react further, particularly since the tyrosinase activity (hydroxylating) is exceeded many fold by the diphenol oxidase activity of the enzyme [17].

Gene context of Dihydroxybiphenyl

• A statistically significant positive correlation between urinary total diphenol excretion and plasma SHBG was found which remained statistically significant after elimination of the confounding effect of body mass determined by body mass index (BMI) [18].
• A quantitative assay for the diphenol oxidase activity of tyrosinase (EC 1.14.18.1) using high-pressure liquid chromatography with electrochemical detection is described [14].
• Studies of diphenol/aminophenols suggested that an ortho or para configuration of functional groups was required for this in vitro antioxidant activity [19].
• The doses corresponded to 7.7 mg of their common free diphenol desacetylbisacodyl (=DES) [20].

Analytical, diagnostic and therapeutic context of Dihydroxybiphenyl

• Electrochemical determination of diphenol oxidase activity using high-pressure liquid chromatography [14].
• Twelve volunteers were challenged with soya flour and urinary diphenol levels were then determined by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS) [21].
• Bile was sampled in the periods 0-6, 6-12 and 12-18 hrs after drug administration, and assayed for total diphenol (= free + conjugated) by HPLC [15].

References