Estrogenic Activity of Alkyl(thio)phenols and 4,4'-thiodiphenol Formed from Degradation of Commercial Insecticides

Yamada, Kaoru; Terasaki, Masanori; Makino, Mitsunori

doi:10.1248/jhs.57.134

Cited by 6 publications

(4 citation statements)

References 38 publications

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“…TDP is one of the sulfur-containing BPs, in addition to BPS, but it has a sulfide structure linking to two phenols. TDP has higher endocrine disrupting activity relative to BPA [18,25], although less information on its biodegradation is available. TDP can be generated as a metabolite from organophosphorus pesticides such as temphos [25].…”

Section: Degradation Of Tdp and Dbpmentioning

confidence: 99%

“…TDP has higher endocrine disrupting activity relative to BPA [18,25], although less information on its biodegradation is available. TDP can be generated as a metabolite from organophosphorus pesticides such as temphos [25]. In the degradation of TDP, 40% of TDP was degraded in 6 h (Table 1) and only one metabolite was detected ( Figure S4b), which was not HQ.…”

Section: Degradation Of Tdp and Dbpmentioning

confidence: 99%

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Degradation Potential of the Nonylphenol Monooxygenase of Sphingomonas sp. NP5 for Bisphenols and Their Structural Analogs

et al. 2020

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The nonylphenol-degrading bacterium Sphingomonas sp. strain NP5 has a very unique monooxygenase that can attack a wide range of 4-alkylphenols with a branched side chain. Due to the structural similarity, it can also attack bisphenolic compounds, which are very important materials for the synthesis of plastics and resins, but many of them are known to or suspected to have endocrine disrupting effects to fish and animals. In this study, to clarify the substrate specificity of the enzyme (NmoA) for bisphenolic compounds, degradation tests using the cell suspension of Pseudomonas putida harboring the nonylphenol monooxygenase gene (nmoA) were conducted. The cell suspension degraded several bisphenols including bisphenol F, bisphenol S, 4,4′-dihydroxybenzophenone, 4,4′-dihydroxydiphenylether, and 4,4′-thiodiphenol, indicating that this monooxygenase has a broad substrate specificity for compounds with a bisphenolic structure.

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Section: Degradation Of Tdp and Dbpmentioning

confidence: 99%

Section: Degradation Of Tdp and Dbpmentioning

confidence: 99%

Degradation Potential of the Nonylphenol Monooxygenase of Sphingomonas sp. NP5 for Bisphenols and Their Structural Analogs

et al. 2020

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“…These results support the concept that shorter-term in vivo assays are feasible and can recapitulate some of the more long-term endpoints of the amphibian metamorphosis assay. 557 214. Numerous studies are now incorporating transcriptional responses as short-term measures of in vivo HPT axis disruption.…”

Section: Modification Of Long Term In Vivo Assaysmentioning

confidence: 99%

Detailed Review Paper on the State of the Science on Novel In Vitro and In Vivo Screening and Testing Methods and Endpoints for Evaluating Endocrine Disruptors

2012

OECD Series on Testing and Assessment

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The Organisation for Economic Co-operation and Development (OECD) is an intergovernmental organisation in which representatives of 34 industrialised countries in North and South America, Europe and the Asia and Pacific region, as well as the European Commission, meet to co-ordinate and harmonise policies, discuss issues of mutual concern, and work together to respond to international problems. Most of the OECD's work is carried out by more than 200 specialised committees and working groups composed of member country delegates. Observers from several countries with special status at the OECD, and from interested international organisations, attend many of the OECD's workshops and other meetings. Committees and working groups are served by the OECD Secretariat, located in Paris, France, which is organised into directorates and divisions. The Environment, Health and Safety Division publishes free-of-charge documents in ten different series: Testing and Assessment; Good Laboratory Practice and Compliance Monitoring; Pesticides and Biocides; Risk Management; Harmonisation of Regulatory Oversight in Biotechnology; Safety of Novel Foods and Feeds; Chemical Accidents; Pollutant Release and Transfer Registers; Emission Scenario Documents; and Safety of Manufactured Nanomaterials. More information about the Environment, Health and Safety Programme and EHS publications is available on the OECD's World Wide Web site (www.oecd.org/ehs/). This publication was developed in the IOMC context. The contents do not necessarily reflect the views or stated policies of individual IOMC Participating Organisations.The Inter-Organisation Programme for the Sound Management of Chemicals (IOMC) was established in 1995 following recommendations made by the 1992 UN Conference on Environment and Development to strengthen co-operation and increase international co-ordination in the field of chemical safety. The Participating Organisations are FAO, ILO, UNEP, UNIDO, UNITAR, WHO, World Bank and OECD. UNDP is an observer. The purpose of the IOMC is to promote co-ordination of the policies and activities pursued by the Participating Organisations, jointly or separately, to achieve the sound management of chemicals in relation to human health and the environment.

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“…These chemicals are additionally utilized in the manufacture of resins and plastics, including the substitution for BPA [2,6]. However, bisphenols other than BPA also have acute and chronic toxicities and endocrine disrupting potential [7][8][9]. In addition, there have been many reports on the detection of various bisphenols in human urine, placental tissue, umbilical cord, blood, and breast milk [4,[10][11][12].…”

Section: Introductionmentioning

confidence: 99%

Potential for Enhanced Degradation and Removal of Various Bisphenols by Interaction between Common Reed (<i>Phragmites australis</i>) and Microorganisms

Shrestha

Nakai

Inoue

et al. 2021

J. of Wat. & Envir. Tech.

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The extensive global use of bisphenols (bisphenol A (BPA) and its analogs) is of serious concern to human health and aquatic ecosystems. Aquatic plants and rhizosphere microorganisms can largely affect the environmental fate of bisphenols. In this study, the association between common reed, which is distributed widely in the aquatic environment, and microorganisms existing in the surrounding area of its roots was studied to illustrate its capabilities and possible mechanisms for the removal of five different bisphenols (BPA, bisphenol F, bisphenol P, bisphenol S, and 4,4ʹ-thiodiphenol). Different experimental systems were prepared in the presence and absence of sterile common reeds and aquatic microorganisms. The effects of common reed and microorganisms on the removal of bisphenols differed across compounds. However, the removal of all the bisphenols tested was clearly accelerated in the co-presence of common reed and microorganisms, which indicated the importance of aquatic plant-microorganism association in enhancing bisphenol removal. The results of this study further revealed the major contribution of the distinct mechanism of removal of each bisphenol by the association between common reed and microorganisms.

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Estrogenic Activity of Alkyl(thio)phenols and 4,4'-thiodiphenol Formed from Degradation of Commercial Insecticides

Cited by 6 publications

References 38 publications

Degradation Potential of the Nonylphenol Monooxygenase of Sphingomonas sp. NP5 for Bisphenols and Their Structural Analogs

Degradation Potential of the Nonylphenol Monooxygenase of Sphingomonas sp. NP5 for Bisphenols and Their Structural Analogs

Detailed Review Paper on the State of the Science on Novel In Vitro and In Vivo Screening and Testing Methods and Endpoints for Evaluating Endocrine Disruptors

Potential for Enhanced Degradation and Removal of Various Bisphenols by Interaction between Common Reed (<i>Phragmites australis</i>) and Microorganisms

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