• Bulletin of the Korean Chemical Society
• /
• 제7권3호
• /
• pp.183-185
• /
• 1986

Self-atom polarizability were calculated for 17 polycyclic aromatic hydrocarbons and their metabolites by LCAO-MO method and examined the relation with the carcinogenicity. It has been found that ${\pi}_{1.2.4}$, the sum of self-atom polarizability of 1, 2 and 4 positions forming trans-butadiene frame in a compound, agree quite well with the observed carcinogenic activity, and also, ${\pi}_{1.2.4}$ value increase with the metabolic activiting in agreement with the experimental facts that parent carcinogens activated with metabolism. Accordingly, we suggest that the 1, 2 and 4 positions in the carcinogenic compounds play the most important role in the process of chemical carcinogenesis, and also self-atom polarizability, as one of theoretical reactivity indices, is to be used as a measure of carcinogenic activity.

• Environmental Analysis Health and Toxicology
• /
• 제19권2호
• /
• pp.141-151
• /
• 2004

We exposed juvenile puffer fish, Takifugu obscurus(30 days after hatching) to various aqueous pollutants including 4 kinds of inorganic metals (Ag, Cd, Cu and Hg), 2 organotin compound.; (tributyltin ［TBT］ and triphenyltin［TPhT］) and 5 polycyclic aromatic hydrocarbon (PAH) compounds (chrysene, fluoranthene, naphthalene, phenanthrene and pyrene) to estimate median lethal concentrations (LC50s) of each pollutant after the 96-hour acute exposure. Among the inorganic metals, Hg (52 $\mu\textrm{g}$/L; 96-h LC50) was most toxic to test animals and followed by Ag (164 $\mu\textrm{g}$/L), Cu (440 $\mu\textrm{g}$/L) and Cd (1180 $\mu\textrm{g}$/L). Aqueous TBT was more toxic between the two organotins; the 96-h LC50 for TBT (5.1 $\mu\textrm{g}$/L) was 3 times lower than that of TPhT (17.3 $\mu\textrm{g}$/L). The acute toxicity of PAH compounds was highest for chrysene (1.5 $\mu\textrm{g}$/L; 96-h LC50) and decreased in the order of pyrene (65 $\mu\textrm{g}$/L) > fluoranthene (158 $\mu\textrm{g}$/L) > phenanthrene (432 $\mu\textrm{g}$/L) > naphthalene (8690 $\mu\textrm{g}$/L). The toxicity of PAH compounds wat closely related to their physico-chemical characteristics such as $K_{ow}$ and water solubility, and well explained by simple QSAR relationship. The sensitivity of puffer fish to various inorganic and organic pollutants was generally comparable to various fish species widely used as standard test species in previous studies and further evaluation should be conducted to develop adequate testing procedure for T. obscurus when used in various toxicity tests.

• Toxicological Research
• /
• 제27권1호
• /
• pp.15-18
• /
• 2011

The toxicities of phenanthrene (PH) and pyrene (PY) are less than benzo(a)pyrene (BaP), but both compounds are found in higher concentrations in the air, feed, and food. Most PAHs are metabolized to hydroxylated compounds by the hepatic cytochrome P450 monooxigenases system. Metabolites are excreted into urine and feces. We determined concentrations of PH, PY and BaP in muscle and hydroxylated metabolites, 3-OH-PH, 1-OH-PY, and 3-OH-BaP, respectively, in urine from dairy cattle (n = 24). We also evaluated the relationship between parent compounds in muscle and their metabolites in urine. Concentrations of PH and PY in muscle ranged from 0.7~4.8 ng/g ($1.8{\pm}1.7$) and 0.4~4.1 ng/g ($1.2{\pm}1.2$), respectively. Concentrations of 3-OH-PH and 1-OH-PY in urine ranged from 0.1~5.9 ng/ml ($2.9{\pm}3.7$) and 0.5~3.6 ng/ml ($1.9{\pm}2.3$), respectively. Correlation coefficient for PY concentration in muscle versus 1-OH-PY in urine was 0.657 and for PH concentration in muscle versus 3-OH-PH in urine was 0.579. Coefficient determination for PY and PH concentrations in muscle was 0.886 and for 1-OH-PY and 3-OH-PH in urine was 0.834. This study suggests that 1-OH-PY and 3-OH-PH could be used as biomarkers for PAHs exposure in dairy cattle.

• 한국해양환경ㆍ에너지학회지
• /
• 제8권4호
• /
• pp.213-219
• /
• 2005

본 연구는 310종 다성분 동시분석 법을 활용하여 남해 연안 해역 중 광양만, 여자만, 가막만에서의 미량유기오염물질에 의한 오염특성을 규명하고자 하였다. 채수지점에서 검출된 주요 미량유기오염물질은 aliphatic, polycyclic compounds 와 같은 CH기의 화학물질과 aromatic ammines, nitro compounds와 같은 CHN(O)기의 화학적 구조를 갖는 물질이었다. 미량유기오염물질의 농도는 겨울철보다는 여름철에 높게 나타났으나 검출된 물질 종수와 계절적 상관성은 뚜렷하게 나타나지 않았다. 남해 연안 해역에서 검출된 농약의 총량은 $ND{\sim}9.11$ 이었으며 광양만과 가막만에서 살충제와 제초제의 검출이 집중적으로 관찰되었다. 또한 남해 연안 해역에서 환경호르몬성 물질은 총 6종이 검출되었다. 이러한 결과로부터 남해연안해역의 주요오염인자는 살충제와 제초제, 그리고 수종의 환경호르몬성 물질로 판단된다.

• Bulletin of the Korean Chemical Society
• /
• 제6권2호
• /
• pp.103-107
• /
• 1985

Quantum chemical calculations were carried out to explain how the electronic states of some series compounds vary with metabolic activation. Compounds studied included aromatic amines and amides, polycyclic hydrocarbons, and a few alkylating agents that do not require metabolic activation. The 1, 2 and 4 positions forming the trans-butadiene frame of a molecule, henceforth referred to as "the trans 1, 2, 4 region", have seen to be important positions for the prediction of carcinogenic activity of these compounds. It is also evident that their electrophilic properties increase with metabolic activation. That is the sum of ${\pi}$-electron densities of the trans 1, 2, 4 region in the lowest unoccupied molecular orbital (LUMO) has been found to increase in the order of precarcinogens < proximate-ones < the carbocation ultimate-ones. This is consistent with the fact that chemical carcinogens become more strongly electrophilic with activating. This region not only provides a unified view of structurally diverse carcinogens, but also predicts uniformity in their reactive sites. Accordingly, we suggest that an understanding of the trans 1, 2, 4 region would be helpful in elucidating the mechanism of carcinogenesis.

• 한국추진공학회:학술대회논문집
• /
• 한국추진공학회 2006년도 제26회 춘계학술대회논문집
• /
• pp.202-205
• /
• 2006

현재 우주항공 분야에서 액체연료의 다양한 물성과 비추력이 요구됨으로 이를 만족시킬 수 있는 새로운 형태 및 조성의 액체연료를 개발할 필요성이 요구된다. 일부 국가에선 액체 연료로, 다중고리를 포함한 탄소고리 화합물을 연구, 개발하여 사용하고 있다. 이에 우리는 여러 개의 고리가 포함된 화합물들을 합성하고자 연구를 진행하였고, 그 중 Norbornane 골격에 삼각고리를 증가시킨 화합물들을 합성하였고, 이들 화합물의 발열량 및 밀도를 측정하였다.

• Bulletin of the Korean Chemical Society
• /
• 제23권5호
• /
• pp.736-740
• /
• 2002

An efficient and practical synthetic method of △1 -3-octalone, which is a versatile building block for thesyntheses of polycyclic compounds, has been developed. The dianion of ethyl acetoacetate reacts with cyclohexene-1-carboxaldehyde (3) to produce the aldol adduct 6, which then undergoes Mn(Ⅲ)-mediated radical cyclization followed by acetate elimination to give △1 -3-octalone 4. A detailed mechanistic insight of Mn(Ⅲ)-mediated cyclization of 6 has been disclosed.

• Toxicological Research
• /
• 제32권2호
• /
• pp.89-93
• /
• 2016

Human cytochrome P450 enzymes (P450s, CYPs) are major oxidative catalysts that metabolize various xenobiotic and endogenous compounds. Many carcinogens induce cancer only after metabolic activation and P450 enzymes play an important role in this phenomenon. P450 1B1 mediates bioactivation of many procarcinogenic chemicals and carcinogenic estrogen. It catalyzes the oxidation reaction of polycyclic aromatic carbons, heterocyclic and aromatic amines, and the 4-hydroxylation reaction of $17{\beta}$-estradiol. Enhanced expression of P450 1B1 promotes cancer cell proliferation and metastasis. There are at least 25 polymorphic variants of P450 1B1 and some of these have been reported to be associated with eye diseases. In addition, P450 1B1 polymorphisms can greatly affect the metabolic activation of many procarcinogenic compounds. It is necessary to understand the relationship between metabolic activation of such substances and P450 1B1 polymorphisms in order to develop rational strategies for the prevention of its toxic effect on human health.

• 한국지하수토양환경학회:학술대회논문집
• /
• 한국지하수토양환경학회 2001년도 추계학술발표회
• /
• pp.195-198
• /
• 2001

Bioremediation of hazardous hydrophobic organic compounds, such as polycyclic aromatic hydrocarbons (PAHs), is a major environmental concern due to their toxic and carcinogenic properties. Bue to their low solubility in water, the compounds are microbiologically persistent. This work investigates optimal conditions to enhance the biodegradation of phenanthrene in water and soil-slurry systems. Biodegradation tests were performed with three different types of supplements: glucose as a general carbon source, salicylate as an enzyme inducer, and Triton X-100 as a surfactant. The tests indicate that glucose and Triton X-100 were not very effective to increase biodegradation rate, even though the number of microorganisms are highly increased in the case of glucose addition. Salicylate accelerated biodegradation of phenanthrene, but the addition above optimal concentration inhibited microbial growth. Salicylate is considered to be an attractive alternative for the successful bioremediation of PAH-contaminated soil.

• 한국환경과학회:학술대회논문집
• /
• 한국환경과학회 2007년도 춘계 학술발표회 발표논문집
• /
• pp.518-521
• /
• 2007

생활하수처리장과 농공단지폐수처리장 방류수의 화학분석과 in vitro bio-assay를 통한 세포독성의 결과를 통해 다음과 같은 결론을 얻었다. 1) 다성분 동시분석법을 통해 다양한 성상을 가진 9곳의 방류수에서는 phenol, aliphatic compounds, polycyclic compounds, phthalate, pesticides, aromatic amines, benzens, nitro compounds이 주오염물질로 검출이 되었다. 2) 세포독성을 나타내는 TU값이 생활하수에서는 화학분석에 결과 다종고농도의 유기오염물질이 검출된 A지점과 농공폐수의 F지점에서 높게 나타났다. 즉, 화학분석결과와 in vitro bio-assay에 의한 상관관계를 유추해 볼 수 있다. 3) S9 mixture에 따른 대사활성으로 난분해성, 소수성 유기오염물질에 대한 세포독성에 악영향을 미침을 알 수 있다.