• 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.

• 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.

• 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 .

• 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.

• 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

• 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

• Bulletin of the Korean Chemical Society
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• v.34 no.1
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• pp.309-312
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• 2013

• 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 Photoscience
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• v.3 no.2
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• pp.61-64
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• 1996

Photoaddition reactions of p-quinones to 1, 4-diphenylbubl-en-3-yne (BEY) have been investigated. Irradiation (300 nm) of BEY and 1, 4-benzoquinones in dichloromethane afforded quinone methides. I rradiation of 1, 4-naphthoquinone and BEY leaded to the formation of unstable spiro oxetene intermediate, followed by the rearrangement to give quinone methide, and finally the oxidative photocyclization. In contrast, irradiation 2, 3-dichloro-1, 4-naphthoquinone (or anthraquinone) and BEY yielded another type of quinone methides in one pot.

• Archives of Pharmacal Research
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• v.21 no.6
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• pp.738-743
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• 1998

Thirty six 5,8-dimethoxy-1,4-naphthoquinone derivatives, which bear unsaturated alkyl side chain with ester bond, were synthesized and tested cytotoxic activity on L1210 cells a nd antitumor activity against ICR mice bearing S-180 cells. It could be recognized that the cytotoxicities of naphthoquinones with R1, being methyl and propyl (IV1~24) were not enhanced by replacing the alkanoyls with alkenoyls. In contrast, the introduction of the alkenoyl moieties on the compounds with $R_1$=hexyl (IV25~36) resulted in the enhancement of their cytotoxicities. Replacement of alkanoyl group with an alkenoyl group generally increased the T/C value of the mice bearing S-180 cells.