• Fibers and Polymers
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• v.7 no.3
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• pp.217-222
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• 2006

Propargyl alcohol was coupled to 2,4-hexadiyne-1,6-diol (HDD) and crystallized in the process of ultraviolet irradiation-induced topochemical polymerization. The HDD polymer crystals were used as one component in the fabrication of organic photovoltaic cells, in combination with fullerene as the electron acceptor. The various structures of the produced photovoltaic cells included bilayer, trilayer, and bulk heterojunction structures. Their photovoltaic properties were analyzed in relation to crystal structure, electrochemical properties, and band structure of the HOD polydiacetylene polymers.

• YAKHAK HOEJI
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• v.45 no.6
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• pp.575-581
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• 2001

The galactolipid M-5, which showed anti-inflammatory activity is glycoglycerolipid isolated from the Okinawa marine sponge Phyllospongia foliascens. Glycolipids have been synthesized by various methods, especially it were generally known that synthetic method of M-5 analogue and synthetic method of various glycolipids by glycosidation after synthesis of glycerolipid part. The others, it was not suggested that synthetic method via glycosylglycerol obtained by degradation from diglycoside. This study was carried out to investigate the synthesis of galactosylglycerol from melibiose as M-5 intermediate. Synthesis of galactosylglycerol was accomplished by selective protection of hydroxy group of sugar and diol cleavage by Pb(OAc)$_4$. As a result, galactosylglycerol was synthesized by 8 steps pathway and their structures were elucidated by analysis instrument.

• Environmental Analysis Health and Toxicology
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• v.18 no.3
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• pp.165-174
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• 2003

Cr (Ⅵ) - containing compounds are well-established carcinogens, although the mechanism for chromium - induced carcinogenesis is still not well understood. The reduction of Cr (Ⅵ) to its lower oxidation states, par ticularly Cr (V) and Cr (IV), is an important step for the production of chromium-mediated reactive oxygen species (ROS). The persistent oxidative stress during the reduction process may play a key role in the mechanism of Cr (Ⅵ) -induced carcinogenesis. This paper summarizes recent studies on (1) the reduction of Cr (Ⅵ) to Cr (III) occur by a multiplicity of mechanisms depending on the nature of reducing agents including ascorbate, diol-and thiol-containing molecules, certain flavoenzymes, cell organelles, intact cells, and whole animals; (2) free-radical production with emphasis on hydroxy radical generation via Fenton or Haber-Weiss type reactions; and (3) free radical - induced cellular damage, such at DNA strand breaks, hydroxylation of 2'-deoxyguanosine, and activation of nuclear transcription factor kB.

• Journal of the Korean Chemical Society
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• v.60 no.4
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• pp.257-260
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• 2016

A new perfluorobutyl substituted cyclic type disodium alkanesulfonate is designed, synthesized and characterized as alternative substance to perfluorooctane sulfonic acid (PFOS, 1), a well-known surfactant. Cylic type sulfonate was accomplished from commercially available 2,2,3,3,4,4,5,5-octafluoro-1,6-hexanediol in four steps. Bio-degradable perfluorobutyl moiety was introduced from fluorous diol, which is symmetrically substituted amphiphile via installation of an intermediate trifluoromethanesulfonyl ester and easily manipulated by double displacement of triflate using potassium malonate and further reduction followed by nucleophilic ring opening are key reactions to get target disodium alkanesulfonate. The efficiency and simplicity in the synthesis of this material offer a new strategy to design PFOS alternatives.

• YAKHAK HOEJI
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• v.33 no.2
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• pp.118-123
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• 1989

A new polyacetylene compound which has strong cytotoxic activity against L1210 cell, was isolated from Korean ginseng roots. The structure was determined to be heptadeca-1-ene-4,6-diyne-3,9-diol-10-acetate (10-acetyl panaxytriol, $ED_{50}\;=\;1.2\;{\mu}g/ml$). The cytotoxicities of this compound and acetyl panaxydol lower than their starting substances, panaxytriol and panaxydol. The presence of one for the decreases in the cytotoxicities.

• Archives of Pharmacal Research
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• v.22 no.6
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• pp.575-578
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• 1999

Derivatives of elema-1,3-diene were synthesized in several steps as polar analogs of $\beta$-elemene, antitumor agent under clinical phase. The lactone ring of compound 1 was opened by LiAlH4 to give diol 2 which was selectively protected by TBDPSCI. After acetylation of the secondary alcohol, the acetylated product was ozonolyzed and reduced to give elemene derivative 4 which was converted to diolefin 8 via selenides subsequent deprotection by tetrabutylammonium fluoride gave two compounds 9, 10.

• Bulletin of the Korean Chemical Society
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• v.19 no.2
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• pp.194-196
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• 1998

The metabolism of dromostanolone (2α-methyl-5α- androstan-17β-ol-3-one) was studied in three adult volunteers after oral dose of 20 mg. Solvent extracts of urine obtained after enzyme hydrolysis were derivatized with MSTFA/TMCS and MSTFA/TMIS. The structures of intact drug and its metabolites were determined by gas chromatography/mass spectrometry (GC/MS) in electron impact (EI) mode. The major metabolite (2α-methyl-5α- androstan-3α-ol-17-one), its 3β-epimer, parent compound, and several hydroxylated metabolites including intact drug were detected by comparing total ion chromatograms of control urine with that of the administered sample. Two epimers of 2α-methyl-5α- androstan-3,17β-diol were detected using selected ion monitoring. The maximum excretion of dromostanolone and 2α-methyl-5α- androstan-3α-ol-17-one was reached in 6.2-15 hr. The half-life of intact dromostanolone was 5.3 hr. About 3.0% of the administered amount was found to be excreted within 95 hr as unchanged form.

• Bulletin of the Korean Chemical Society
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• v.26 no.11
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• pp.1711-1716
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• 2005

Fragmentations and ion-molecule reactions of ionized cyclohexane propionic acid and cyclohexane butyric acid were studied using FTMS and theoretical calculations. The difference in bond dissociation depending on the aliphatic chain length was investigated and mechanisms for the possible rearrangements depending on the aliphatic carbon length were suggested. The most abundant fragment ion of the ionized cyclohexane propionic acid was c-$C_6H_{11}CH_2\;^+$ formed from the molecular ion by the direct C-C bond cleavage, while that of the ionized cyclohexane butyric acid was c-$C_6H_9C(OH)=OH^+$ formed by rearrangement of the molecular ion from the acid to diol form and loss of propyl radical. Stabilities of the radical and distonic ions of $C_nH_{2n}O^{+\bullet}$ formed from the molecular ion were compared. Protonated molecules were dissociated into smaller ions by losing one or two water molecules. The $[nM + H]^+$, $[nM + H - H_2O]^+$, and $[nM + H - 2H_2O]^+$ with n = 2 and 3 were generated by solvation with the neutral molecules in the ICR cell at long ion trapping time.

• Bulletin of the Korean Chemical Society
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• v.34 no.9
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• pp.2675-2679
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• 2013

Activity-directed isolation of the methylene chloride fraction from the stems of Parthenocissus tricuspidata have led to the identification of two new compounds (1-2): 1-(2',3',5'-trihydroxyphenyl)-2-(4"-hydroxyphenyl)-ethane-1,2-(E)-epoxide (1, tricuspidatin A) and erythro-1-(3',5'-dihydroxyphenyl)-2-(4"-hydroxyphenyl)-ethane-1,2-diol (2, tricuspidatin B), together with four known compounds (3-6): ${\beta}$-sitosterol (3), nonacosan-1-ol (4), 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid hexacosyl ester (5) and betulinic acid (6). Their chemical structures were elucidated based on spectroscopic (IR, UV, MS, 1D and 2D NMR) and physicochemical analyses. Compounds 1 and 2 showed strong DNA topoisomerase II inhibitory activity at both concentrations of 20 and $100{\mu}M$. In addition, 3 exhibited strong cytotoxic activity against the HT-29 and HepG2 cancer cell lines, and 6 showed strong cytotoxicity against the HT-29 and MCF-7 ones.

• Proceedings of the Plant Resources Society of Korea Conference
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• 2023.04a
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• pp.18-18
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• 2023

Two new phenanthrenes, namely, (1R,2R)-1,7-hydroxy-2,8-methoxy-2,3-dihydrophenanthrene-4(1H)-one (1) and 2,7-dihydroxyphenanthrene-1,4-dione (2), were isolated from the ethyl acetate-soluble fraction of Dendrobii Herba, together with the eleven known compounds, densiflorol B (3), 6,7-dimethoxyphenanthrene2,5-diol (4), dehydroorchinol (5), 1,5,7-trimethoxy-2-phenanthrenol (6), denthyrsinin (7), ephemerantol A (8), lusianthridin (9), moscatilin (10), gigantol (11), 3-[(1E)-2-(3-hydroxyphenyl)ethenyl]-5-methoxyphenol (12) and (-)-syringaresinol (13). Structures of 1 and 2 were elucidated by analyzing 1D and 2D NMR as well as HR-ESI-MS data. The absolute configuration of compound 1 was confirmed by ECD spectroscopic method. In cytotoxicity evaluation using FaDu human hypopharyngeal squamous carcinoma cell line, compounds 3-6, 8, 10 and 12 showed activities, with IC₅₀ values ranging from 2.55 to 17.70 μM. Among them, compound 10 exhibited remarkable cytotoxic activity with IC₅₀ value of 2.55 μM. This is the first report on the anticancer mechanistic study of compound 10 in HNSCC including FaDu cells.