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Urinary concentrations of Phenols, oxidative stress biomarkers and thyroid cancer: Exploring associations and mediation effects

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Journal of Environmental Sciences 2022年第10期34卷 30-40页

作者： Pan-Pan Chen Pan Yang Chong Liu Yan-Ling Deng Qiong Luo Yu Miao Min Zhang Fei-Peng Cui Jia-Yue Zeng Tian Shi Ting-Ting Lu Da Chen Long-Qiang Wang Chun-Ping Liu Ming Jiang Qiang Zeng Department of Occupational and Environmental Health School of Public HealthTongji Medical CollegeHuazhong University of Science and TechnologyWuhan 430030China Key Laboratory of Environment and Health Ministry of Education&Ministry of Environmental Protectionand State Key Laboratory of Environmental Health(incubating)School of Public HealthTongji Medical CollegeHuazhong University of Science and TechnologyWuhan 430030China Department of Public Health and Preventive Medicine School of MedicineJinan UniversityGuangzhou 510632China School of Environment Guangdong Key Laboratory of Environmental Pollution and HealthJinan UniversityGuangzhou 510632China Department of Thyroid and Breast Surgery the Central Hospital of WuhanTongji Medical CollegeHuazhong University of Science and TechnologyWuhan 430022China Department of Thyroid and Breast Surgery Union HospitalTongji Medical CollegeHuazhong University of Science and TechnologyWuhan 430014China

Phenols have been shown to influence the cellular proliferation and function of thyroid in experimental models. However, few human studies have investigated the association between phenol exposure and thyroid cancer, and the underlying mechanisms are also poorly understood. We conducted a case-control study by age- and sex-matching 143 thyroid cancer and 224 controls to investigate the associations between phenol exposures and the risk of thyroid cancer, and further to explore the mediating role of oxidative stress. We found that elevated urinary triclosan (TCS), bisphenol A (BPA) and bisphenol S (BPS) levels were associated with increased risk of thyroid cancer (all P for trends < 0.05), and the adjusted odds ratios (ORs) comparing the extreme exposure groups were 3.52 (95% confidence interval (CI):2.08, 5.95), 2.06 (95% CI: 1.06, 3.97) and 7.15 (95% CI: 3.12, 16.40), respectively. Positive associations were also observed between urinary TCS, BPA and BPS and three oxidative stress biomarkers measured by 8-hydroxy-2 -deoxyguanosine (8-OHdG), 8-iso-prostaglandin F(8-iso PGF) and 4-hydroxy-2-nonenal-mercapturic acid (HNE-MA), as well as between urinary 8-iso PGFand HNE-MA and the risk of thyroid cancer. Mediation analysis showed that urinary 8-iso PGFmediated 28.95%, 47.06% and 31.08% of the associations between TCS, BPA and BPS exposures and the risk of thyroid cancer, respectively (all P < 0.05). Our results suggest that exposure to TCS, BPA and BPS may be associated with increased risk of thyroid cancer and lipid peroxidation may be an intermediate mechanism. Further studies are warranted to confirm the findings.

关键词： Case-control study Phenols Mediation Oxidative stress Thyroid cancer

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Rapid Access to Free Phenols by Photocatalytic Acceptorless Dehydrogenation of Cyclohexanones at Room Temperature

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Chinese Journal of Chemistry 2023年第21期41卷 2773-2778页

作者： Lin Min Jiani Lin Wei Shu Shenzhen Grubbs Institute Department of Chemistryand Guangdong Provincial Key Laboratory of CatalysisSouthern University of Science and TechnologyShenzhenGuangdong518055 China

Phenols are ubiquitous substructures in natural products and bioactive compounds.However,practical methods for the direct construction of Phenols under mild conditions remain challenging.Herein,a photocatalytic acceptorless hydrogen-evolution aromatization of cyclohexanones or cyclohexenones at room temperature has been developed.The reaction features the visible-light and cobalt co-catalyzed sequential dehydrogenation of in-situ formed enol silyl ethers,which are regarded as a challenging process.This operationally simple method enables the synthesis of a series of Phenols with diverse substitution patterns from cyclohexanones or cyclohexenones.Moreover,diverse substituted 1,2-,1,3-,and 1,4-benzenediols were obtained from cyclohexanediones,providing a general and straightforward method for the synthesis of Phenols from simple starting materials under mild conditions.

关键词： Phenols Photocatalysis Dehydrogenation Cyclohexanones Cobalt catalysis Radicals

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Phenols/Al(C_(6)F_(5))_(3) Initiation Systems for Cationic Polymerizations of Isobutylene

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Chinese Journal of Polymer Science 2023年第5期41卷 713-719,I0008页

作者： Ling Cai Qi-Yuan Wang Xin-Li Liu Dong-Mei Cui State Key Laboratory of Polymer Physics and Chemistry Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 130022China Department of Polymer Science and Engineering University of Science and Technology of ChinaHefei 230026China

We report herein the cationic polymerization of isobutylene(IB)under mild conditions is realized with a new binary initiation system generated by simply mixing a Lewis super acid Al(C_(6)F_(5))_(3) and a substituted phenol(RPhOH).Polymers with medium and/or high molecular weights(M_(W)=4.9×10^(4)-27.7×10^(4) g·mol^(-1))can be obtained in toluene and temperatures from-20℃to 0℃.NMR spectrum analysis and DFT sim ulation reveals the in situ generated acidic coordinating complex Ak(C_(6)F_(5))_(3)·RPhOH is the initiating active species,which fu rther tran sformed into the ion-pair[Al(C_(6)F_(5))_(3)ORPh]^(-)[PIB]^(+)of the active intermediates upon growing IB monomers where the counter anion[Al(C_(6)F_(5))_(3)R^(O)Ph]-coordinates to the macrocation via the phenoxy oxygen.The catalyst performances are the concert effects of the steric bulkiness and electronics of the counter anion on the coordinating strength to the macrocation,which is significant to the stability of the active species.

关键词： Cationic polymerization Phenols Lewis super acid Polyisobutylene

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Regulating the nanoscale intimacy of metal and acidic sites in Ru/γ-Al_(2)O_(3)for the selective conversions of lignin-derived Phenols to jet fuels

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Journal of Energy Chemistry 2022年第3期31卷 576-586,I0015页

作者： Shanshuai Chen Weichen Wang Xue Li Puxiang Yan Wanying Han Tian Sheng Tiansheng Deng Wanbin Zhu Hongliang Wang Center of Biomass Engineering/College of Agronomy and Biotechnology China Agricultural UniversityBeijing 100193China Sanya Institute of China Agricultural University Sanya 572025HainanChina College of Chemistry and Materials Science Anhui Normal UniversityWuhu 241000AnhuiChina Shanxi Engineering Research Center of Biorefinery Institute of Coal ChemistryChinese Academy of SciencesTaiyuan 030001ShanxiChina

Catalytic hydrodeoxygenation(HDO)of biomass-derived oxy-compounds to advanced hydrocarbon fuels usually requires bifunctional catalysts containing metals and acidic sites.The appropriate tuning of metal and/or acidic active sites at interfaces of bifunctional catalysts can significantly improve catalyst activity and product selectivity.Here,4-trifuoromethyl salicylic acid(TFMSA),as a hydrothermal stable organic acid,was employed to tailor the bifunctional interface of Ru/γ-Al_(2)O_(3)to enhance the catalytic performance on converting lignin-derived Phenols to jet fuel range cycloalkanes.More than 80%phenol was converted into cyclohexane at 230°C for 1 h over Ru/γ-Al_(2)O_(3)modified by TFMSA,which was about three times higher than that over unmodified Ru/γ-Al_(2)O_(3).X-ray diffraction(XRD),Transmission electron microscope(TEM),H2 chemisorption,and energy dispersive X-ray spectroscopy(EDS)elemental mapping results indicated that Ru nanoparticles and TFMSA were well distributed onγ-Al_(2)O_(3),and a nanoscale intimacy between Ru and TFMSA was reached.Meanwhile,Fourier transform infrared spectroscopy after pyridine adsorption(Py-FT-IR)analysis proved that Brønsted acidic sites on the catalytic interfaces of TFMSA modified Ru/γ-Al_(2)O_(3)had been improved.Moreover,the kinetic and density functional theory(DFT)results suggested that the synergistic effects of adjacent Ru nanoparticles and acidic sites were crutial for promoting the rate-limiting conversion step of phenol HDO to cyclohexane.

关键词： Lignin Phenols Bifunctional catalysts Hydrodeoxygenation Jet fuels

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Palladium-catalyzed carbonylative cyclization of alkene-tethered indoles with Phenols or arylboronic acids:Construction of carbonyl-containing indolo[2,1-a]isoquinoline derivatives

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Chinese Chemical Letters 2023年第5期34卷 259-262页

作者： Siqi Wang Jian-Shu Wang Jun Ying Xiao-Feng Wu Department of Chemistry Key Laboratory of Surface&Interface Science of Polymer Materials of Zhejiang ProvinceZhejiang Sci-Tech UniversityHangzhou 310018China Dalian National Laboratory for Clean Energy Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023China Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straβe 29aRostock 18059Germany

A novel palladium-catalyzed carbonylative cyclization of alkene-tethered indoles with Phenols or arylboronic acids is described,which provides a facile approach to access indolo[2,1-a]isoquinoline scaffolds.This method employs benzene-1,3,5-triyl triformate(TFBen)as the CO surrogate for the incorporation of a carbonyl group into indolo[2,1-a]isoquinoline scaffolds,and a variety of carbonyl-containing indolo[2,1-a]isoquinoline derivatives are prepared in good yields.

关键词： Carbonylative cyclization Palladium catalysis Indolo[2 1-a]isoquinolines Alkene-tethered indoles Phenols Arylboronic acids

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Seasonal variation and sources of derivatized Phenols in atmospheric fine particulate matter in North China Plain

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Journal of Environmental Sciences 2020年第3期32卷 136-144页

作者： Yang Yang Xingru Li Rongrong Shen Zirui Liu Dongsheng Ji Yuesi Wang Department of Chemistry Analytical and Testing CenterCapital Normal UniversityBeijing100048China State Key Laboratory of Atmospheric Boundary Layer Physics and Atmospheric Chemistry Institute of Atmospheric PhysicsChinese Academy of SciencesBeijing100029China

Qualitative and quantitative analyses of derivatized Phenols in Beijing and in Xinglong were performed from 2016 to 2017 using gas chromatography-mass spectrometry.The results showed substantially more severe pollution in Beijing.Of the 14 compounds detected,the total average concentration was 100 ng/m^3 in Beijing,compared with 11.6 ng/m^3 in Xinglong.More specifically,concentration of nitro-aromatic compounds(NACs)(81.9 ng/m^3 in Beijing and 8.49 ng/m^3 in Xinglong) was the highest,followed by aromatic acids(14.6 ng/m^3 in Beijing and 2.42 ng/m^3 in Xinglong) and aromatic aldehydes(3.62 ng/m^3 in Beijing and 0.681 ng/m^3 in Xinglong).In terms of seasonal variation,the highest concentrations were found for 4-nitrocatechol in winter in Beijing(79.1±63.9 ng/m^3) and 4-nitrophenol in winter in Xinglong(9.72±8.94 ng/m^3).The analysis also revealed diurnal variations across different seasons.Most compounds presented higher concentrations at night in winter because of the decreased boundary layer height and increased heating intensity.While some presented higher levels during the day,which attributed to the photo-oxidation process for summer and more biomass burning activities for autumn.Higher concentrations appeared in winter and autumn than in spring and summer,which resulted from more coal combustions and adverse meteorological conditions.The significant correlations among NACs indicated similar sources of pollution.Higher correlations presented within each subgroup than those between the subgroups.Good correlations between levoglucosan and nitroPhenols,nitrocatechols,nitro salicylic acids,with correlation coefficients(r) of 0.66,0.69 and 0.69,respectively,indicating an important role of biomass burning among primary sources.

关键词： Derivated Phenols Diurnal and seasonal variations Correlation analysis North China plain PM2.5

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Electrocatalytic Synthesis of Non-Symmetric BiPhenols Mediated by Tri(p-bromophenyl)amine:Selective Oxidative Cross-Coupling of Different Phenols and Naphthols

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Chinese Journal of Chemistry 2019年第4期37卷 352-358页

作者： Qing-Qing Wang Yang-Ye Jiang Cheng-Chu Zeng Bao-Guo Sun Beijing Advanced Innovation Center for Food Nutrition and Human Health School of Food and Chemical EngineeringBeijing Technology and Business UniversityBeijing 100048China Beijing Key Laboratory of Environmental and Viral Oncology College of Life Science & BioengineeringBeijing University of TechnologyBeijing 100124China

An efficient electrochemical access to the non-symmetric biPhenols using tri(p-bromophenyl)amine(TBPA)as a redox mediator has been developed.The electrochemical protocol features highly selective cross-coupling produc... 详细信息

关键词： Non-Symmetric BiPhenols Mediated Tri(p-bromophenyl)amine Phenols Naphthols

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Roussoelins A and B:two Phenols with antioxidant capacity from ascidian-derived fungus Roussoella siamensis SYSU-MS4723

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Marine Life Science & Technology 2021年第1期3卷 69-76页

作者： Senhua Chen Hongjie Shen Yanlian Deng Heng Guo Minghua Jiang Zhenger Wu Huimin Yin Lan Liu School of Marine Sciences Sun Yat-Sen UniversityGuangzhou 510006China School of Pharmacy Guangdong Medical UniversityDongguan 523808China Southern Laboratory of Ocean Science and Engineering(Guangdong Zhuhai)Zhuhai 519000China

Ascidian-derived microorganisms are a signifcant source of pharmacologically active metabolites with interesting structural properties.When discovering bioactive molecules from ascidian-derived fungi,two new Phenols,roussoelins A(1)and B(2),and ten known polyketides(3–12)were isolated from the ascidian-derived fungus Roussoella siamensis SYSU-MS4723.The planar structure of compounds 1 and 2 was established by analysis of HR-ESIMS and NMR data.The conformational analysis of the new compounds was assigned according to coupling constants and selective gradient NOESY experiments,and absolute confgurations were completed by the modifed Mosher’s method.Among the isolated compounds,1,2,and 9 showed moderate antioxidant capacity.

关键词： Phenols Antioxidant capacity Ascidian-derived fungus Roussoella siamensis

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Zn(NO_3)_2·6H_2O/2,4,6-trichloro-1,3,5-triazine(TCT) a mild and selective system for nitration of Phenols

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Chinese Chemical Letters 2010年第4期21卷 403-406页

作者： Firouzeh Nemati Hossein Kiani Department of Chemistry Faculty of ScienceSemnan UniversitySemnanIran

Certain Phenols and naphthols were nitrated regioselectively with Zn(NO)·6HO/TCT in acetonitrile as solvent at room temperature and short reaction time in good yields.The reaction condition was mild.TCT is a cheap an... 详细信息

关键词： Nitration Phenols 2 4 6-Trichloro-l 3 5-triazine Regioselective

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V(HSO_4)_3 catalyzed chemoselectivity acetylation of alcohols and Phenols in solution and under solvent-free conditions

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Chinese Chemical Letters 2009年第4期20卷 439-443页

作者： Farhad Shirini Ali Reza Sakhaei Masoumeh Abedini Department of Chemistry College of ScienceUniversity of GuilanRasht 41335Iran

A variety of alcohols and Phenols are efficiently acetylated with acetic anhydride in the presence of a catalytic amount of V（HSO4）3 in solution and under solvent free conditions. Mild reaction conditions, high yields of the products, easy procedure and selective acetylation of alcohols and Phenols in the presence of amines and thiols are the main advantages of this procedure.

关键词： Alcohols Phenols Acetylation Solvent-free conditions Vanadium hydrogen sulfate

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