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Journal articles on the topic 'Hydroxylated biphenyls'

Author: Grafiati

Published: 5 June 2025

Last updated: 2 August 2025

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1

Higson, F. K., and D. D. Focht. "Bacterial metabolism of hydroxylated biphenyls." Applied and Environmental Microbiology 55, no. 4 (1989): 946–52. http://dx.doi.org/10.1128/aem.55.4.946-952.1989.

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2

Satoh, Andrea Y., James E. Trosko, and Susan J. Masten. "Epigenetic Toxicity of Hydroxylated Biphenyls and Hydroxylated Polychlorinated Biphenyls on Normal Rat Liver Epithelial Cells." Environmental Science & Technology 37, no. 12 (2003): 2727–33. http://dx.doi.org/10.1021/es021041t.

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3

Tampal, Nilufer, Hans-Joachim Lehmler, Parvaneh Espandiari, Tina Malmberg, and Larry W. Robertson. "Glucuronidation of Hydroxylated Polychlorinated Biphenyls (PCBs)." Chemical Research in Toxicology 15, no. 10 (2002): 1259–66. http://dx.doi.org/10.1021/tx0200212.

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4

Hall, Emma A., Md Raihan Sarkar, and Stephen G. Bell. "The selective oxidation of substituted aromatic hydrocarbons and the observation of uncoupling via redox cycling during naphthalene oxidation by the CYP101B1 system." Catalysis Science & Technology 7, no. 7 (2017): 1537–48. http://dx.doi.org/10.1039/c7cy00088j.

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5

Pham, Thi Thanh My, Mohammad Sondossi, and Michel Sylvestre. "Metabolism of Doublypara-Substituted Hydroxychlorobiphenyls by Bacterial Biphenyl Dioxygenases." Applied and Environmental Microbiology 81, no. 14 (2015): 4860–72. http://dx.doi.org/10.1128/aem.00786-15.

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ABSTRACTIn this work, we examined the profile of metabolites produced from the doublypara-substituted biphenyl analogs 4,4′-dihydroxybiphenyl, 4-hydroxy-4′-chlorobiphenyl, 3-hydroxy-4,4′-dichlorobiphenyl, and 3,3′-dihydroxy-4,4′-chlorobiphenyl by biphenyl-inducedPandoraea pnomenusaB356 and by its biphenyl dioxygenase (BPDO). 4-Hydroxy-4′-chlorobiphenyl was hydroxylated principally through a 2,3-dioxygenation of the hydroxylated ring to generate 2,3-dihydro-2,3,4-trihydroxy-4′-chlorobiphenyl and 3,4-dihydroxy-4′-chlorobiphenyl after the removal of water. The former was further oxidized by the b

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6

Turner, Kendrick, Smita Joel, Jessika Feliciano, et al. "Transcriptional regulatory proteins as biosensing tools." Chemical Communications 53, no. 51 (2017): 6820–23. http://dx.doi.org/10.1039/c6cc09512g.

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We have developed sensing systems employing different classes of transcriptional regulatory proteins genetically and chemically modified to incorporate a fluorescent reporter molecule for detection of arsenic, hydroxylated polychlorinated biphenyls (OH-PCBs), and cyclic AMP (cAMP).

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7

Shi, Yong Fu, Zhou Luo Ou, You Qiong Cai, et al. "Effects of Polychlorinated Biphenyl (PCB101) and its Hydroxylated Metabolites on Proliferation of MCF-7 Human Breast Cancer Cells." Advanced Materials Research 781-784 (September 2013): 927–31. http://dx.doi.org/10.4028/www.scientific.net/amr.781-784.927.

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Polychlorinated biphenyls and their hydroxylated metabolites become more and more concerned for their endocrine disruption. At the presented study, experiment was designed to obtain the disruption effect of PCB101 and its hydroxylated metabolites . The proliferation of MCF-7 human breast cancer cells was detected at different exposed concentration and time period. MCF-7 cells were cultured with the concentration of PCB101 and twor of its hydroxylated metabolites at 5×10-95×10-85×10-75×10-6mol/L. And the concentrations of 17β-Estradiol (E2) were2×10-92×10-82×10-72×10-6mol/L respectively. And th

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8

SINJARI, T., E. KLASSON-WEHLER, L. HOVANDER, and P. O. DARNERUD. "Hydroxylated polychlorinated biphenyls : distribution in the pregnant mouse." Xenobiotica 28, no. 1 (1998): 31–40. http://dx.doi.org/10.1080/004982598239731.

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9

Wiegel, Juergen, Xiaoming Zhang, and Qingzhong Wu. "Anaerobic Dehalogenation of Hydroxylated Polychlorinated Biphenyls by Desulfitobacterium dehalogenans." Applied and Environmental Microbiology 65, no. 5 (1999): 2217–21. http://dx.doi.org/10.1128/aem.65.5.2217-2221.1999.

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ABSTRACT Ten years after reports on the existence of anaerobic dehalogenation of polychlorinated biphenyls (PCBs) in sediment slurries, we report here on the rapid reductive dehalogenation ofpara-hydroxylated PCBs (HO-PCBs), the excreted main metabolites of PCB in mammals, which can exhibit estrogenic and antiestrogenic activities in humans. The anaerobic bacteriumDesulfitobacterium dehalogenans completely dehalogenates all flanking chlorines (chlorines in ortho position to thepara-hydroxyl group) from congeners such as 3,3′,5,5′-tetrachloro-4,4′-dihydroxybiphenyl.

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10

Kostić, Kristina, Jasmina Brborić, Giovanna Delogu, et al. "Antioxidant Activity of Natural Phenols and Derived Hydroxylated Biphenyls." Molecules 28, no. 6 (2023): 2646. http://dx.doi.org/10.3390/molecules28062646.

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A comparative in vitro study of the antioxidant potential of natural phenols (zingerone, curcumin, raspberry ketone, magnolol) and their synthesized derivatives was performed. The antioxidant efficiency was evaluated in blood serum obtained from healthy individuals, by means of spectrophotometry, before and after the addition of pro-oxidant tert-butyl hydroperoxide (TBH). Moreover, the antioxidant effect of an equimolar mixture of curcumin and zingerone was investigated. Interpretation of our results reveals that in the blood serum of healthy individuals curcumin (C1), raspberry ketone (RK1),

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11

Sietmann, Rabea, Elke Hammer, Michael Specht, Carl E. Cerniglia, and Frieder Schauer. "Novel Ring Cleavage Products in the Biotransformation of Biphenyl by the Yeast Trichosporon mucoides." Applied and Environmental Microbiology 67, no. 9 (2001): 4158–65. http://dx.doi.org/10.1128/aem.67.9.4158-4165.2001.

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ABSTRACT The yeast Trichosporon mucoides, grown on either glucose or phenol, was able to transform biphenyl into a variety of mono-, di-, and trihydroxylated derivatives hydroxylated on one or both aromatic rings. While some of these products accumulated in the supernatant as dead end products, the ortho-substituted dihydroxylated biphenyls were substrates for further oxidation and ring fission. These ring fission products were identified by high-performance liquid chromatography, gas chromatography-mass spectrometry, and nuclear magnetic resonance analyses as phenyl derivatives of hydroxymuco

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12

Saktrakulkla, Panithi, Xueshu Li, Andres Martinez, Hans-Joachim Lehmler, and Keri C. Hornbuckle. "Hydroxylated Polychlorinated Biphenyls Are Emerging Legacy Pollutants in Contaminated Sediments." Environmental Science & Technology 56, no. 4 (2022): 2269–78. http://dx.doi.org/10.1021/acs.est.1c04780.

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13

Jia, Ruo-Yong, Zhi-Peng Zhang, Guo-Qiang Qin, et al. "Inhibition of hydroxylated polychlorinated biphenyls (OH-PCBs) on sulfotransferases (SULTs)." Environmental Pollution 291 (December 2021): 118214. http://dx.doi.org/10.1016/j.envpol.2021.118214.

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14

Teasley Hamorsky, Krystal, C. Mark Ensor, Emre Dikici, Patrizia Pasini, Leonidas Bachas, and Sylvia Daunert. "Bioluminescence Inhibition Assay for the Detection of Hydroxylated Polychlorinated Biphenyls." Analytical Chemistry 84, no. 18 (2012): 7648–55. http://dx.doi.org/10.1021/ac301872u.

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15

Tehrani, Rouzbeh, and Benoit Van Aken. "Hydroxylated polychlorinated biphenyls in the environment: sources, fate, and toxicities." Environmental Science and Pollution Research 21, no. 10 (2013): 6334–45. http://dx.doi.org/10.1007/s11356-013-1742-6.

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16

Ruiz, Patricia, Kundan Ingale, John S. Wheeler, and Moiz Mumtaz. "3D QSAR studies of hydroxylated polychlorinated biphenyls as potential xenoestrogens." Chemosphere 144 (February 2016): 2238–46. http://dx.doi.org/10.1016/j.chemosphere.2015.11.004.

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17

Ruzza, Paolo, Pier Andrea Serra, Davide Fabbri, Maria Antonietta Dettori, Gaia Rocchitta, and Giovanna Delogu. "Hydroxylated biphenyls as tyrosinase inhibitor: A spectrophotometric and electrochemical study." European Journal of Medicinal Chemistry 126 (January 2017): 1034–38. http://dx.doi.org/10.1016/j.ejmech.2016.12.028.

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18

Jaspers, Veerle L. B., Alin C. Dirtu, Marcel Eens, Hugo Neels, and Adrian Covaci. "Predatory Bird Species Show Different Patterns of Hydroxylated Polychlorinated Biphenyls (HO-PCBs) and Polychlorinated Biphenyls (PCBs)." Environmental Science & Technology 42, no. 9 (2008): 3465–71. http://dx.doi.org/10.1021/es7030455.

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19

Pisano, Marina, Maria Antonietta Dettori, Davide Fabbri, Giovanna Delogu, Giuseppe Palmieri, and Carla Rozzo. "Anticancer Activity of Two Novel Hydroxylated Biphenyl Compounds toward Malignant Melanoma Cells." International Journal of Molecular Sciences 22, no. 11 (2021): 5636. http://dx.doi.org/10.3390/ijms22115636.

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Melanoma, the deadliest form of skin cancer, is still one of the most difficult cancers to treat despite recent advances in targeted and immune therapies. About 50% of advanced melanoma do not benefit of such therapies, and novel treatments are requested. Curcumin and its analogs have shown good anticancer properties and are being considered for use in combination with or sequence to recent therapies to improve patient outcomes. Our group previously published the synthesis and anticancer activity characterization of a novel curcumin-related compound against melanoma and neuroblastoma cells (D6

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20

Gerlienke Schuur, A., Abraham Brouwer, Åke Bergman, Michael W. H. Coughtrie, and Theo J. Visser. "Inhibition of thyroid hormone sulfation by hydroxylated metabolites of polychlorinated biphenyls." Chemico-Biological Interactions 109, no. 1-3 (1998): 293–97. http://dx.doi.org/10.1016/s0009-2797(97)00140-3.

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21

Li, Xiaolin, Li Ye, Wei Shi, et al. "In silico study on hydroxylated polychlorinated biphenyls as androgen receptor antagonists." Ecotoxicology and Environmental Safety 92 (June 2013): 258–64. http://dx.doi.org/10.1016/j.ecoenv.2013.03.008.

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22

Gómara, Belén, Maria Athanasiadou, Jesús Eduardo Quintanilla-López, María José González, and Åke Bergman. "Polychlorinated biphenyls and their hydroxylated metabolites in placenta from Madrid mothers." Environmental Science and Pollution Research 19, no. 1 (2011): 139–47. http://dx.doi.org/10.1007/s11356-011-0545-x.

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23

Connor, K., K. Ramamoorthy, M. Moore, et al. "Hydroxylated Polychlorinated Biphenyls (PCBs) as Estrogens and Antiestrogens: Structure–Activity Relationships." Toxicology and Applied Pharmacology 145, no. 1 (1997): 111–23. http://dx.doi.org/10.1006/taap.1997.8169.

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24

Narasimhan, T. R., H. L. Kim, and S. H. Safe. "Effects of hydroxylated polychlorinated biphenyls on mouse liver mitochondrial oxidative phosphorylation." Journal of Biochemical Toxicology 6, no. 3 (1991): 229–36. http://dx.doi.org/10.1002/jbt.2570060309.

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25

Šrédlová, Kamila, Kateřina Šírová, Tatiana Stella, and Tomáš Cajthaml. "Degradation Products of Polychlorinated Biphenyls and Their In Vitro Transformation by Ligninolytic Fungi." Toxics 9, no. 4 (2021): 81. http://dx.doi.org/10.3390/toxics9040081.

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Metabolites of polychlorinated biphenyls (PCBs)—hydroxylated PCBs (OH-PCBs), chlorobenzyl alcohols (CB-OHs), and chlorobenzaldehydes (CB-CHOs)—were incubated in vitro with the extracellular liquid of Pleurotus ostreatus, which contains mainly laccase and low manganese-dependent peroxidase (MnP) activity. The enzymes were able to decrease the amount of most of the tested OH-PCBs by > 80% within 1 h; the removal of more recalcitrant OH-PCBs was greatly enhanced by the addition of the laccase mediator syringaldehyde. Conversely, glutathione substantially hindered the reaction, suggesting that

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26

Zhao, Wenyu, Na Cui, Yuan Huang, et al. "Development of an Ultra-Performance Liquid Chromatography-Tandem Mass Spectrometry Method for Hydroxylated Polychlorinated Biphenyls in Animal-Derived Food." Molecules 27, no. 21 (2022): 7247. http://dx.doi.org/10.3390/molecules27217247.

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Hydroxylated polychlorinated biphenyls (OH-PCBs) are a group of metabolites biotransformed from polychlorinated biphenyls by animals with higher toxicities than their parent compounds. The present work developed and validated an analytical method for determinating penta-, hexa-, and hepta-chlorine substituted OH-PCBs in animal-derived food based on ultra-performance liquid chromatography–tandem mass spectrometry (UPLC–MS/MS) with isotope-dilution. The target analytes were extracted with a 50% n-hexane/dichloromethane (v/v), purified by sulfuric acid-silica gel, and separated by 5% hydrated sil

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27

Uwimana, Eric, Patricia Ruiz, Xueshu Li, and Hans-Joachim Lehmler. "Human CYP2A6, CYP2B6, AND CYP2E1 Atropselectively Metabolize Polychlorinated Biphenyls to Hydroxylated Metabolites." Environmental Science & Technology 53, no. 4 (2018): 2114–23. http://dx.doi.org/10.1021/acs.est.8b05250.

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28

Gustavson, Lisa, Tomasz M. Ciesielski, Jenny Bytingsvik, et al. "Hydroxylated polychlorinated biphenyls decrease circulating steroids in female polar bears (Ursus maritimus)." Environmental Research 138 (April 2015): 191–201. http://dx.doi.org/10.1016/j.envres.2015.02.011.

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29

BUCKMAN, A., C. WONG, E. CHOW, S. BROWN, K. SOLOMON, and A. FISK. "Biotransformation of polychlorinated biphenyls (PCBs) and bioformation of hydroxylated PCBs in fish." Aquatic Toxicology 78, no. 2 (2006): 176–85. http://dx.doi.org/10.1016/j.aquatox.2006.02.033.

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30

Safe, Stephen, Kent Washburn, Timothy Zacharewski, and Timothy Phillips. "Synthesis and characterization of hydroxylated polychlorinated biphenyls (PCBs) identified in human serum." Chemosphere 31, no. 4 (1995): 3017–23. http://dx.doi.org/10.1016/0045-6535(95)00162-2.

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31

Subramanian, Srishty, Rouzbeh Tehrani, and Benoit Van Aken. "Transcriptomic response of Arabidopsis thaliana exposed to hydroxylated polychlorinated biphenyls (OH-PCBs)." International Journal of Phytoremediation 21, no. 1 (2019): 52–59. http://dx.doi.org/10.1080/15226514.2018.1523872.

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32

Liu, Yungang, T. Idil Apak, Hans-Joachim Lehmler, Larry W. Robertson, and Michael W. Duffel. "Hydroxylated Polychlorinated Biphenyls Are Substrates and Inhibitors of Human Hydroxysteroid Sulfotransferase SULT2A1." Chemical Research in Toxicology 19, no. 11 (2006): 1420–25. http://dx.doi.org/10.1021/tx060160+.

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33

Ekuase, Edugie J., Hans-Joachim Lehmler, Larry W. Robertson, and Michael W. Duffel. "Binding interactions of hydroxylated polychlorinated biphenyls (OHPCBs) with human hydroxysteroid sulfotransferase hSULT2A1." Chemico-Biological Interactions 212 (April 2014): 56–64. http://dx.doi.org/10.1016/j.cbi.2014.01.018.

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34

Xie, Jieli, Lingyun Li, Lixiang Sun, et al. "Formation of hydroxylated polybrominated diphenyl ethers and hydroxylated polybrominated biphenyls during the adsorption of bromophenols by reduced graphene oxide." Chemical Engineering Journal 378 (December 2019): 122134. http://dx.doi.org/10.1016/j.cej.2019.122134.

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35

Arcaro, Kathleen F., Dilip D. Vakharia, Yi Yang, and John F. Gierthy. "Lack of Synergy by Mixtures of Weakly Estrogenic Hydroxylated Polychlorinated Biphenyls and Pesticides." Environmental Health Perspectives 106 (August 1998): 1041. http://dx.doi.org/10.2307/3434149.

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36

Voudrias, E. A., R. A. Larson, V. L. Snoeyink, A. S. Chen, and P. L. Stapleton. "Hypochlorous acid-activated carbon: an oxidizing agent capable of producing hydroxylated polychlorinated biphenyls." Environmental Health Perspectives 69 (November 1986): 97–100. http://dx.doi.org/10.1289/ehp.866997.

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37

Lee, Erica, Katrina Kezios, Xinhua Liu, et al. "Levels of hydroxylated polychlorinated biphenyls (OH-PCBs) and thyroid function in pregnant women." ISEE Conference Abstracts 2013, no. 1 (2013): 5050. http://dx.doi.org/10.1289/isee.2013.p-2-24-17.

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38

Lee, Erica, Katrina Kezios, Xinhua Liu, et al. "Levels of hydroxylated polychlorinated biphenyls (OH-PCBs) and thyroid function in pregnant women." ISEE Conference Abstracts 2013, no. 1 (2013): 4595. http://dx.doi.org/10.1289/isee.2013.p-3-24-10.

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39

Arcaro, K. F., D. D. Vakharia, Y. Yang, and J. F. Gierthy. "Lack of synergy by mixtures of weakly estrogenic hydroxylated polychlorinated biphenyls and pesticides." Environmental Health Perspectives 106, suppl 4 (1998): 1041–46. http://dx.doi.org/10.1289/ehp.98106s41041.

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40

SINJARI, T., and P. O. DARNERUD. "Hydroxylated polychlorinated biphenyls : placental transfer and effects on thyroxine in the foetal mouse." Xenobiotica 28, no. 1 (1998): 21–30. http://dx.doi.org/10.1080/004982598239722.

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41

Okada, Kazushi, Shoko Hashimoto, Yoshihiko Funae, and Susumu Imaoka. "Hydroxylated Polychlorinated Biphenyls (PCBs) Interact with Protein Disulfide Isomerase and Inhibit Its Activity." Chemical Research in Toxicology 22, no. 5 (2009): 899–904. http://dx.doi.org/10.1021/tx800476j.

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42

Sun, Hong-Zhi, Guo-Qiang Qin, Fei-Ge Wang, Yu Bai, Zhipeng Zhang, and Zhong-Ze Fang. "Hydroxylated polychlorinated biphenyls (OH-PCBs) exert strong inhibitory effects towards human carboxylesterases (CESs)." Science of The Total Environment 745 (November 2020): 141140. http://dx.doi.org/10.1016/j.scitotenv.2020.141140.

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43

Abraham, Vincy M., and Bert C. Lynn, Jr. "Determination of hydroxylated polychlorinated biphenyls by ion trap gas chromatography–tandem mass spectrometry." Journal of Chromatography A 790, no. 1-2 (1997): 131–41. http://dx.doi.org/10.1016/s0021-9673(97)00745-0.

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44

Bhalla, Renu, Rouzbeh Tehrani, and Benoit Van Aken. "Toxicity of hydroxylated polychlorinated biphenyls (HO-PCBs) using the bioluminescent assay Microtox®." Ecotoxicology 25, no. 7 (2016): 1438–44. http://dx.doi.org/10.1007/s10646-016-1693-z.

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45

Kir’yanova, Tatyana D., Darya O. Egorova, Tatyana I. Gorbunova, and Marina G. Pervova. "Bacterial Degradation of PCB 70 and its Hydroxy Derivatives is an Environmentally Friendly Way to Destroy Pops." BIO Web of Conferences 57 (2023): 09002. http://dx.doi.org/10.1051/bioconf/20235709002.

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One of the problems of our time is the environmentally safe destruction of polychlorinated biphenyls (PCBs) and their hydroxylated derivatives. The aim of the study was to investigate the features and prospects of the decomposition of PCB 70 (2,5,3’,4’-tetrachlorobiphenyl) and hydroxylated chlorobiphenyls derived from it by Rhodococcus wratislaviensis strain CH628. As a result of the application of methods of periodic cultivation, gas chromatography and light spectrometry, it was found that the efficiency of destruction of PCB 70 1 g of cells of strain CH628 was 90 mg PCB/day, and the same ind

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46

Dirinck, Eveline, Alin Dirtu, Govindan Malarvannan, Adrian Covaci, Philippe Jorens, and Luc Van Gaal. "A Preliminary Link between Hydroxylated Metabolites of Polychlorinated Biphenyls and Free Thyroxin in Humans." International Journal of Environmental Research and Public Health 13, no. 4 (2016): 421. http://dx.doi.org/10.3390/ijerph13040421.

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47

Park, June-Soo, Linda Linderholm, M. Judith Charles, et al. "Polychlorinated Biphenyls and Their Hydroxylated Metabolites (OH-PCBs) in Pregnant Women from Eastern Slovakia." Environmental Health Perspectives 115, no. 1 (2007): 20–27. http://dx.doi.org/10.1289/ehp.8913.

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48

Ruiz, P., E. Myshkin, P. Quigley, et al. "Assessment of hydroxylated metabolites of polychlorinated biphenyls as potential xenoestrogens: a QSAR comparative analysis∗." SAR and QSAR in Environmental Research 24, no. 5 (2013): 393–416. http://dx.doi.org/10.1080/1062936x.2013.781537.

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49

Subramanian, Srishty, Jerald L. Schnoor, and Benoit Van Aken. "Effects of Polychlorinated Biphenyls (PCBs) and Their Hydroxylated Metabolites (OH-PCBs) on Arabidopsis thaliana." Environmental Science & Technology 51, no. 12 (2017): 7263–70. http://dx.doi.org/10.1021/acs.est.7b01538.

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50

Kamata, Ryo, Fujio Shiraishi, Daisuke Nakajima, Hidetaka Takigami, and Hiroaki Shiraishi. "Mono-hydroxylated polychlorinated biphenyls are potent aryl hydrocarbon receptor ligands in recombinant yeast cells." Toxicology in Vitro 23, no. 4 (2009): 736–43. http://dx.doi.org/10.1016/j.tiv.2009.03.004.

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