• YAKHAK HOEJI
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• v.39 no.2
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• pp.118-130
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• 1995

Aliphatic & aromatic compounds with two nucleophilic functional groups which were chosen as nucleophiles reacted with 2,3-dichloro-1,4-naphthoquinone as a substrate to give cyclized products by nucleophilic vinyl substitution. And the trends in the syntheses of the heterocyclic compounds was studied and expounded. Besides, the biological activities of the products, especially activity as an agricultural chemical, were examined. Moreover 5-aminomethyl-2-pyrrolidinone was synthesized for the purpose of forming a polynuclear heterocyclic compound containing a similar structure of azasteroid. However only one chlorine of 2,3-dichloro-1,4-naphthoquinone was replaced by an amino group of pyrrolidinone and cyclization did not take place.

• Toxicological Research
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• v.12 no.2
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• pp.289-293
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• 1996

Our previous studies demonstrated that quinone (menadione) is cytotoxic to rat platelets. In an attempt to assess the relative contributions of redox cycling and/or arylation in quinone-induced cytotoxicity, we have studied three quinones with different mechanisms: 2, 3-dimethoxy-1, 4-naphthoquinone (DMNQ; pure redox cycler), menadione (both redox cycler and arylator), and 1, 4-benzoquinone (pure arylator). The order of redox cycling capacity in platelet rich plasma (PRP) isolated from rats was menadione>DMNQ>1, 4-benzoquonone, which was consistent with the previous studies using isolated hepatocytes. 1, 4-Benzoquinone was more toxic to rat platelets than menadione, while DMNQ did not cause cell death at all. Lactate dehydrogenase inhibition studies revealed that 1, 4-benzoquinone inhibited significantly in a time-dependent manner, while menadione and DMNQ did not at all. These results suggested that arylation by quinone compounds might play a critical role in quinone-induced cytotoxicity in rat platelets.

• Archives of Pharmacal Research
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• v.24 no.6
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• pp.522-523
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• 2001

A new naphthoquinone, 5,8-dihydro-2,7-dimethyl-[1,4]naphthoquinone (1), which was named 5,8-dihysrochimaphilin, isolated from an ethyl acetate soluble fraction from the root of Pyrola japonica, together with chimaphilin (2). Compound 1 was transformed rapidly to 2 upon exposure to air by HPLC analysis. This fact supported that chimaphilin (2) may be an artifact from 1 .

• Journal of the Korean Chemical Society
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• v.19 no.3
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• pp.198-206
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• 1975

Polymers with photosensitive functional groups, the naphthoquinone-1,2-diazide-5-sulfonyl esters(PGND, BEND and PVAND) of polyglyceryl phthalate(PG), bisphenol A-epichlorohydrin polycondensate(BE) and polyvinyl alcohol(PVA), were prepared. The molecular weights of the starting materials were determined by the cryoscopic method, i.e., in the range of 650${\sim}$1200 for PG and 780${\sim}$1320 for BE, PGND, BEND and PVAND were prepared by esterification of PG, BE and PVA with naphthoquinone-1,2-diazidie-5-sulfonyl chloride, and the replacements of such a functional groups were confirmed by the infrared absorption spectra and elemental analyses. The good agreement between the observed values of elemental analyses (PGND, BEND and PVAND) and the calculated values, indicated that the degree of polymerization did not change in the course of esterification of PG, BE and PVA.

• Bulletin of the Korean Chemical Society
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• v.23 no.12
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• pp.1845-1847
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• 2002

• Environmental Analysis Health and Toxicology
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• v.8 no.3_4
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• pp.13-21
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• 1993

In order to evaluate the anticancer activity of 1,4-naphthoquinone derivatives, several 1,4-naphthoquinone derivatives were newly synthesized and subjected to mouse leukemia p-388 cell line by MTT cytotoxicity assay. Among the several 1,4-naphtho-quinone derivatives, YC-001 has showed the most potent anticancer activity. To determine the safety of YC-001, hematotoxicity was tested. YC-001 induced hemolysis increased with both concentration and time dependent manner. The mechanism of hemolysis considered to be the generation of oxygen free radicals and lipid peroxydation of erythrocyte membrane which composed of phospholipids. Also methemoglobin, oxidized form of hemoglobin, was formed by YC-001.

• Proceedings of the Korean Society of Life Science Conference
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• 2008.10a
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• pp.78.1-78.1
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• 2008

• YAKHAK HOEJI
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• v.33 no.5
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• pp.273-279
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• 1989

2,3-Dichloro-1,4-naphthoquinone was reacted with o-fluoroaniline, p-sulfadiazine, p-acetoanline, N,N-dimethyl-1,4-phenylenediamine as a nucleophilic substitution to form 2-chloro-3-(N-arylamino)-1,4-naphthoquinones (1.-6.) in good yield. 2,3-Dibromo-1,4-naphthoquinone was also reacted with o-fluoroaniline, m-aminobenzoic acid, m-chloroaniline, morpholine, p-acetoaniline, N,N-dimethyl-1,4-phenylenediamine as a nucleophilic substitution to give 2-bromo-3-(N-arylamino)-1,4-naphthoquinones (7.-12.). These new compounds are expected to have a biological activities such as anticoagulant, cytotoxic.

• YAKHAK HOEJI
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• v.36 no.2
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• pp.110-114
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• 1992

In order to evaluate the antimicrobial effect of 2, 3-substituted-1, 4-naphthoquinone derivatives, we newly synthesized several 2-chloro, 2-bromo and 2-hydroxy-1, 4-naphthoquinones and subjected to antibacterial and antifungal activities, in vitro, against Escherichia coli NIHJ, Staphylococcus aureus ATCC6538p, Candida albicans 10231, Aspergillus niger 1231 and Tricophyton mentagrophytes 6085. Among these derivatives 3, 9, 18 and 23 showed the potent antibacterial activities. 18, 23 and 28 have the antifungal activities. However, these compounds have no significant hemolytic activity at concentrations higher than that required for showing the antibacterial and antifungal activities.

• Journal of the Korean Chemical Society
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• v.19 no.4
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• pp.280-285
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• 1975

The degradation mechanisms of naphthoquinone-1,2-diazide-5-sulfonyl esters(PGND, BEND and PVAND) of polyglyceryl phthalate (PG), bisphenol A-epichlorohydrin (BE) and polyvinyl alcohol (PVA) were studied by infrared absorption spectra. Absorption band due to C=N=and C=O of o-quinonediazide group decreased or disappeared after sufficient exposing to light. And also, absorption band C=O of indene carboxylic acid was increased. From the results, it may be concluded that the above photosensi tive polymers were dissociated to indene carboxylic acid soluble in aqueous alkali solution. Further, the effect of sensitizers were examined by the variation of intensity in infrared absorption spectra of sensitized and unsensitized samples.