• 제목/요약/키워드: Alkylphenols

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Freezing filtration와 고상 추출 전처리 후 GC-MS-SIM 방법을 이용한 생물시료 중 Bisphenol A, Alkylphenols와 Chlorophenols의 분석 (Analysis of Bisphenol A Alkylphenols and Chlorophenols in Biota Samples by Freezing Filtration, Solid Phase Extraction and GC-MS-SIM)

  • 김협;김용화;김경례
    • 한국환경독성학회:학술대회논문집
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    • 한국환경독성학회 2001년도 추계심포지움 및 학술발표회:환경오염의 생체지표를 이용한 위해성 평가의 최근 기법
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    • pp.80-80
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    • 2001
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기체 크로마토그래피/질량분석기를 이용한 종이류 중 알킬페놀류, 클로로페놀류 및 비스페놀 A 정량 (Sensitive Determination of Alkylphenols, Chlorophenols, and Bisphenol A using GC/MS-SIM in Paper Materials)

  • 김협;김진호
    • Environmental Analysis Health and Toxicology
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    • 제18권1호
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    • pp.45-55
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    • 2003
  • The alkylphenols, chlorophenols and bisphenol A were determined by gas chromatography/mass spectrom-etry-selected ion monitoring (GC/MS-SIM) mode followed by two work-up methods for comparison; isoBOC derivatization method and TBDMS derivatization method. Eleven phenols in paper samples were extracted with acetonitrile. Also, solid -phase extraction (SPE) with XAD -4 and subsequent conversion to isobutoxycarbonyl derivatives or tert.-butyldimethylsilyl derivatives for sensitive analysis with the selected ion-monitoring (SIM) mode. The SIM responses were linear with the correlation coefficient varying 0.9717 ∼ 0.9995 (isoBOC derivatization), and 0.9842 ∼ 0.9980 (TBDMS derivatization). The recoveries were 82.4 ∼ 108.8%) by area ratio of phenanthrene -d$\_$10/ vs bisphenol A-d$\^$l6/. (isoBOC derivatization and TBDMS derivatization) The range of concentrations was respectively, 0.95 ∼ 1.44 ng/g in 2,4-dichlorophenol, 1.01 ∼ 1.17 ng/g in t-butylphenol,2.17 ∼ 5.84 ng/g in pentachlorophenol, 12.68 ∼ 14.88 ng/g in nonylphenol and 30.84 ∼ 153.72 ng/g in bisphenol A.

SENSITIVE DETERMINATION OF ELEVEN PHENOLIC ENDOCRINE-DISRUPTING CHEMICALS IN HUMAN URINE USING GAS CHROMATOGRAPHY/MASS SPECTROMETRY -SELECTED ION MONITORING

  • Kim, Hyub;Jang, Cheol-Hyeon
    • Environmental Engineering Research
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    • 제12권3호
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    • pp.93-100
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    • 2007
  • I improved an analytical method for determining trace amounts of eleven phenolic endocrine-disrupting chemicals (11 phenolic EOCs) in human urine. The 11 phenolic EOCs were subjected to hydrolysis and then to solid phase extraction with a XAD-4 column. Alkylphenols, chlorophenols, and bisphenol A in XAD-4 column were eluted with acetonitrile, and the eluate was concentrated under a nitrogen stream, and then tert-butyldimethylsilylation. Separation and determination were done by gas chromatography, using mass spectrometry operating in the selective ion monitoring mode for quantitation. For tert-butyldimethylsily (TBDMS) derivatization the recoveries were $91.2{\sim}125.9%$, the limits of quantitation (LOQ) for the 11 phenolic EOCs in the nanogram-per-milliliter range ($0.025{\sim}1.000\;ng/mL$) were thus achieved by using 1 mL of urine, and the SIM responses were linear with the correlation coefficient varying by $0.9300{\sim}0.9943$. Based on the results for urine samples from unexposed individuals, 4-tert-octylphenol and pentachlorophenol were detected in hydrolysed urine sample. Other alkylphenols, chlorophenols and bisphenol A were not detected.

Exploring Structure-Activity Relationships for the In vitro Cytotoxicity of Alkylphenols (APs) toward HeLa Cell

  • Kim, Myung-Gil;Shin, Hye-Seoung;Kim, Jae-Hyoun
    • Molecular & Cellular Toxicology
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    • 제5권1호
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    • pp.14-22
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    • 2009
  • In vitro cytotoxicity of 23 alkyl phenols (APs) on human cervical cancer cell lines (HeLa) was determined using the lactate dehydrogenase (LDH) cytotoxicity assay. Two different sets of descriptors were used to construct the calibration model based on Genetic Algorithm-Multiple Linear Regression (GA-MLR) based on the experimental data. A statistically robust Structure-Activity Relationships (QSAR) model was achieved ($R^2$=95.05%, $Q^2_{LOO}$=91.23%, F=72.02 and SE= 0.046) using three Dragon descriptors based on Me (0D-Constitutional descriptor), BELp8 (2D-Burden eigenvalue descriptor) and HATS8p (3D-GETAWAY descriptor). However, external validation could not fully prove its validity of the selected QSAR in characterization of the cytotoxicity of APs towards HeLa cells. Nevertheless, the cytotoxicity profiles showed a finding that 4-n-octylphenol (4-NOP), 4-tert-octyl-phenol (4-TOP), 4-n-nonylphenol (4-NNP) had a more potent cytotoxic effect than other APs tested, inferring that increased length and molecular bulkiness of the substituent had important influence on the LDH cytotoxicity.

Combined Isobutoxycarbonylation and tert-Butyldimethylsilylation for the GC/MS-SIM Detection of Alkylphenols, Chlorophenols and Bisphenol A in Mackerel Samples

  • Kim, Hyub;Hong, Jong-Ki;Kim, Yong-Hwa;Kim, Kyoung-Rae
    • Archives of Pharmacal Research
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    • 제26권9호
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    • pp.697-705
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    • 2003
  • The alkylphenols, chlorophenols, and bisphenol A were determined by gas chromatography/mass spectrometry-selected ion monitoring (GC/MS-SIM) followed by two work-up methods for comparison: isobutoxycarbonyl (isoBOC) derivatization and tert-butyldimethylsilyl (TBDMS) derivatization. Eleven endocrine disrupting chemicals (EDCs) of phenols in biological samples were extracted with acetonitrile and then the acetonitrile layer underwent freezing filtration 6$0^{\circ}C$ for 2 hours. Solid-phase extraction (SPE) was used with XAD-4 and subsequent conversion to isoBOC or TBDMS derivatives for sensitivity analysis with the GC/MS-SIM mode. For isoBOC derivatization and TBDMS derivatization the recoveries were 92.3∼150.6% and 93.8∼108.3%, the method detection limits (MDLs) of bisphenol A for SIM were 0.062 $\mu$ g/kg and 0.010 $\mu$ g/kg, and the SIM responses were linear with the correlation coefficient varying by 0.9755∼0.9981 and 0.9908∼0.9996, respectively. When these methods were applied to mackerel samples, the concentrations of the 11 phenol EDCs were below the MDL.

GC/MS-SIM을 이용한 우리나라 수중 생물시료 중 알킬페놀, 클로로페놀과 비스페놀 A의 분석을 위한 냉동필터법의 응용 (Application of Freezing Filtration Method to the Analysis of Alkylphenols, Chlorophenols and Bisphenol a in Korean Aquatic Biological Samples Using GC/MS-SIM)

  • 김협;장철현
    • 대한환경공학회지
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    • 제29권6호
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    • pp.689-698
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    • 2007
  • 우리나라 수중 생물시료에 있는 알킬페놀류, 클로로페놀류 및 비스페놀 A의 정량분석을 위한 새로운 기술을 제시하였다. 우리나라 수중 생물시료에 있는 알킬페놀류, 클로로페놀류 및 비스페놀 A를 아세토니트릴로 추출한 다음 아세토니트릴 층을 2 시간동안 $-60^{\circ}C$에 냉동하였다(냉동필터). 또한, XAD-4를 이용한 고체상 추출 후, isobutoxycarbonyl(isoBOC) 또는 tert-butyldimethylsilyl(TBDMS) 유도체화 한 후 가스크로마토그래피/질량분석기-선택이온 모니터링 방법을 사용하였다. isoBOC 유도체화와 TBDMS 유도체화의 회수율은 $70.1\sim150.6%$$93.8\sim108.3%$이였으며, 선태이온 모니터링 방법을 이용한 비스페놀 A의 분석방법 검출한계는(MDLs) 각각 $0.062{\mu}g/kg$$0.010{\mu}g/kg$이었다 이 방법을 우리나라 수중 생물시료에 적용하였을 때, 11가지 페놀성 내분비계장애물질의 농도는 $0.675\sim1.970{\mu}g/kg$이었다.

Environmental Biosensors for Organochlorines, Cyanobacterial Toxins and Endocrine Disrupting Chemicals

  • Sadik, Omowunmi A.;Ngundi, Miriam M.;Yan, Fei
    • Biotechnology and Bioprocess Engineering:BBE
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    • 제5권6호
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    • pp.407-412
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    • 2000
  • Environmental biosensors and related techniques for monitoring organochlorines, endocrine disrupting chemicals and cyanobacterial toxins are described. The practical requirements for an ideal environmental biosensor are analyzed. Specific case studies for environmental applications are reported for triazines, chlorinated phenols, PCBs, microcystins, and endocrine disrupting chemicals. A new promising approach is reported for microcystins and alkylphenols that utilize electrooptical detection.

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Estrogenic Activity Assessment of Alkylphenolic chemicals using in vitro assays : I. E-Screen Assay

  • Park, Hyo-Joung;Lee, Ho-Sa;Na, Jin-Gyun;Ryu, Jae-Chun
    • 한국환경독성학회:학술대회논문집
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    • 한국환경독성학회 2001년도 춘계심포지움 및 학술발표회
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    • pp.125-125
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    • 2001
  • It has been hypothesized that environmental estrogens may play roles in the increasing incidence of breast and testicular cancers and another problems of the reproductive systems. Alkylphenols which are widely used as plastic additives and surfactants have been shown to induce estrogenic responses. The E-screen assay was developed to assess the estrogenedity of environmental chemicals using the profiferation effect of estrogens on their target cells as an end point. (omitted)

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Acute toxicity of four alkylphenols (3-tert-butyl-, 2-isopropyl-, 3-propropyl-, and 4-isopropyl-phenol) and their binary mixtures to Microtox, with comparisons to Ceriodaphnia dubia and Pimephales promelas

  • Park, Kyungho;Leonard I. Sweet;Brian E. Olseski;Peter G. Meier
    • 한국환경보건학회:학술대회논문집
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    • 한국환경보건학회 2003년도 Challenges and Achievements in Environmental Health
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    • pp.158-161
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    • 2003
  • Toxicity evaluations of 3-tert-butyl-, 2-isopropyl-, 3-isopropyl- and 4-propyl-phenol and their binary mixtures were performed with the Microtox$\^$(R) / assay and compared to invertebrates and fish. The single chemical, 4-isopropylphenol, exhibited the greatest relative toxicity to the Microtox organism (Vibrio fischeri). The relative electrophilicity (LUMO) of the phenols, in contrast to the lipophilicity (Log P), was strongly correlated with toxicity to V fischeri (r$^2$=0.96, p<0.01). In contrast, relative electrophilicity alone could not explain variances in toxicity of the phenols to Ceriodaphnia dubia. Results suggest that electrophilicity in conjunction with lipophilicity provide better correlation with toxicity to C. dubia and Pimephales promelas. Microtox results from the binary mixture toxicity tests of selected phenolics indicate a mechanism of interaction governed by suppression/antagonism.

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메틸 2-클로로-2-(메틸티오)아세트산을 이용한 치환페놀류로부터 2(3H)-벤조푸란온 유도체의 합성 (Synthesis of 2(3H)-Benzofuranone Derivatives from Substituted Phenols Using Methyl 2-chloro-2-(methylthio)acetate)

  • 최홍대;김미헌;신상훈;손병화
    • 약학회지
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    • 제40권6호
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    • pp.640-645
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    • 1996
  • 5-Alkyl-2(3H)-benzofuranones(3a-e) were prepared from Friedel-Crafts reaction of 4-alkylphenols with methyl 2-chloro-2-(methylthio)acetae(1) followed by the treatment of zinc du st-acetic acid. The reaction of disubstituted phenols with 1 in the presence of stannic chloride afforded 3-methyltWa-2(3H)-benzofuranone derivatives(11a-c), which were readily converted into 2(3H)-benzofuranone derivatives(12a-c) by desulfurization with zinc dust-acetic acid.

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