• Journal of the Korean Chemical Society
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• v.65 no.1
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• pp.9-14
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• 2021

In this study, the DFT calculation was performed using the B3LYP/6-31G(d,p) basis sets for the reaction process in which phenanthrene decomposes due to the chain reaction of two OH radicals on phenanthrene in the gaseous state of 298 K at 1 atm. As a result of the calculation, even when two OH radicals act on phenanthrene in a chain, the reaction for producing phenanthren-9-ol is predicted to be more advantageous than the reaction for producing phenanthren-1-ol. On the other hand, it was predicted that the OH addition process at room temperature would be advantageous for the priority of the OH addition and H abstraction process.

• Bulletin of the Korean Chemical Society
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• v.16 no.12
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• pp.1212-1218
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• 1995

An efficient synthesis of 6,8-dioxa-1,4-diazacyclopenta[b]phenanthren-5-one (Pyrazinopsoralen) (4) has been carried out by the Suzuki coupling reaction as a key step starting from 5-bromo-6-methoxybenzofuran (6) and methyl 2-iodo-3-pyrazinecarboxylate (8).

• Proceedings of the Korean Society of Soil and Groundwater Environment Conference
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• 2002.04a
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• pp.22-25
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• 2002

The effect of in-situ chemical oxidation on the indigenous soil microorganisms (total microbes and PAH-degrading microbes) and contaminant removal were investigated. Field soil contaminated with diesel in gas station was collected and the soil was treated from 0 to 900 minutes by in-situ ozonation as chemical remediation. The treated soil samples were incubated with supplying oxygen during the 9 weeks to understand the characteristics of microbes regrowth, damaged by ozone. The sharp decrease of aromatic fraction and TPH was observed within 60 minutes of ozone application and aromatic fraction and TPH then slowly decreased. The phenanthren-degrading bacteria were the most sensitive to ozonation, because 1 hour of ozonation reduced the microbes from 10$^{6}$ CFU/g-soil to below detection limits.

• Journal of fish pathology
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• v.15 no.2
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• pp.57-64
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• 2002

Phenanthrene-induced changes in blood organic components. transaminase and ALP activities of Paralichthys oIivaceus were investigaled. The aim of this study was to obtain a holistic view of the toxic responses, and compensations of fish exposed to waterborne phenanthrene. Fish were exposed to 0, 0.5, 1, 2$\mu$M of phenanthrene for 4 weeks. The most noticeable changes were concentration-dependent increase in levels of blood GOT and GPT activities. At concentrations 1.0 and 2.0 $\mu$M of phenanthrene GOT, GPT and ALP enzyme activities in plasma were increased. Plasma albumin concentration was stable in phenanthrene-exposed fish, however, plasma total protein level was reduced significantly at the 4-week sampling points (2.0$\mu$M). Plasma glucose levels were found to be increased significantly over the cootrol throughout duration of the experiment with phenanthrene. Overall the results suggest that phenanthrene has the potential to alter some physiological functions in olive flounder.

• Journal of the Korea Organic Resources Recycling Association
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• v.9 no.1
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• pp.119-126
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• 2001

This research was carried out to evaluate the effect of recycled wastewater and surfactant above CMC(critical micelle concentration) on the removal rate of PAHs in bench-scale slurry bioreactor. Kinetic parameters based on zero order and first order kinetic models were estimated. The first order model was able to describe the removal of phenanthrene and pyrene with high correlation coefficients. Addition of recycled wastewater could enhance the removal rates of phenanthrene and pyrene. Addition of surfactant above CMC could enhance desorption rate and removal rate of phenanthrene and pyrene.

• Journal of the Korean Chemical Society
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• v.62 no.5
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• pp.344-351
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• 2018

The IR spectra of gaseous phenanthrene, phenathrenols, phenanthrenyl radicals, and hydroxylphenanthrene radicals have been obtained using the BLYP/6-311++G(d,p) method. A comparison of these spectra shows that the measurements of IR spectra can be valuable to identify the reaction pathway(s) of the phenanthrene decomposition reaction by ${\cdot}OH$. We have found that the H atom abstraction reaction process can be easily identifiable from the $650-850cm^{-1}$ (CH out-of-plane bending) region and the ${\cdot}OH$ addition reaction process from the CH stretching and bending modes region of IR spectra. In addition, the calculated IR spectra of all five phenanthren-n-ols (n = 1, 2, 3, 4, 9) have also given in this work.

• Journal of Ginseng Research
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• v.46 no.6
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• pp.738-749
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• 2022

Background: Ginseng possesses antitumor effects, and ginsenosides are considered to be one of its main active chemical components. Ginsenosides can further be hydrolyzed to generate secondary saponins, and 20(R)-panaxotriol is an important sapogenin of ginsenosides. We aimed to synthesize a new ginsengenin derivative from 20(R)-panaxotriol and investigate its antitumor activity in vivo and in vitro. Methods: Here, 20(R)-panaxotriol was selected as a precursor and was modified into its derivatives. The new products were characterized by ¹H-NMR, ¹³C-NMR and HR-MS and evaluated by molecular docking, MTT, luciferase reporter assay, western blotting, immunofluorescent staining, colony formation assay, EdU labeling and immunofluorescence, apoptosis assay, cells migration assay, transwell assay and in vivo antitumor activity assay. Results: The derivative with the best antitumor activity was identified as 6,12-dihydroxy-4,4,8,10,14-pentamethyl-17-(2,6,6-trimethyltetrahydro-2H-pyran-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl(tert-butoxycarbonyl)glycinate (A11). The focus of this research was on the antitumor activity of the derivatives. The efficacy of the derivative A11 (IC₅₀ < 0.3 µM) was more than 100 times higher than that of 20(R)- panaxotriol (IC₅₀ > 30 µM). In addition, A11 inhibited the protein expression and nuclear accumulation of the hypoxia-inducible factor HIF-1α in HeLa cells under hypoxic conditions in a dose-dependent manner. Moreover, A11 dose-dependently inhibited the proliferation, migration, and invasion of HeLa cells, while promoting their apoptosis. Notably, the inhibition by A11 was more significant than that by 20(R)-panaxotriol (p < 0.01) in vivo. Conclusion: To our knowledge, this is the first study to report the production of derivative A11 from 20(R)-panaxotriol and its superior antitumor activity compared to its precursor. Moreover, derivative A11 can be used to further study and develop novel antitumor drugs.