• Archives of Pharmacal Research
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• 제28권7호
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• pp.750-755
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• 2005

A series of 2-arylamino-5-hydroxy-naphthalene-1,4-diones, 3-arylamino-5-methoxy-naphthalene-1,4-diones, and 2-arylamino-3chloro-5-hydroxy-naphthalene-1,4-diones were synthesized and tested for in vitro antifungal activity against the species Candida and Aspergillus niger. Among those tested, 3-arylamino-5-methoxy-naphthalene-1,4-diones exhibited potent antifungal activity. In general, the 3-arylamino-5-methoxy-naphthalene-1,4-diones showed more potent antifungal activity than the 2-arylamino-5-hydroxy-naphthalene-1,4-diones and the 2-arylamino-3-chloro-5-hydroxy-naphthalene-1,4-diones.

• Bulletin of the Korean Chemical Society
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• 제32권7호
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• pp.2428-2432
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• 2011

A series of new 4-aryl-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-diones have been synthesized via three component reaction of 1,3-dimethylbarbituric acid with arylglyoxals in the presence of hydrazinium dihydrochloride in ethanol. All of these derivatives may act as potential monoamine oxidase inhibitors.

• Archives of Pharmacal Research
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• 제21권5호
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• pp.599-609
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• 1998

In search for new antitumor agents, twelve 6-aziridinylbenzimidazole derivatives were synthesized and their cytotoxicities were tested against three cancer cell lines (mouse lymphocytic leukemia P388 and B16, and human gastric carcinoma SNU-16). From 4-amino-3-nitrotoluene as the starting material, 2-(acetoxymethyl)benzimidazoles (5a-d) were obtained by Phillips reaction. These benzimidazoles were then reacted with Fremy's salt to give a mixture of three 2-(acetoxymethyl) (8a-c) and four 2-(hydroxymethyl)benzimidazole-4,7-diones (9a-d). Addition of these quinones with aziridine afforded 6-aziridinyl-2-(acetoxymethyl) (10a-c) and 6-aziridinyl-2-(hydroxymethyl)benzimidazole-4,7-diones (11a-d). Utilizing 2-(hydroxymethyl)benzimidazole-4,7-diones (9b,d), esters 10d and 13e-h were prepared by the sequential reactions of esterification and addition. The synthesized compounds show potent cytotoxicity against all of three cell lines tested. The cytotoxicities of 10a-d or 11a-d against SNU-16 were wuperior to those of 13e-h, and were equal to or slightly higher than that of mitomycin C. compounds 11a-d were slightly more cytotoxic than 10a-d in all cell lines tested.

• Archives of Pharmacal Research
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• 제29권4호
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• pp.276-281
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• 2006

A series of 8-alkyl-and 8-aryl-8,9-dihydro-7H-isoindolo[5,6-g]quinoxaline-7,9-diones were synthesized using sultine chemistry as a key step in good yield. These compounds were evaluated for their in vitro cytotoxicity against six human cancer cell lines (HCT15, SK-OV-3, A549, SNB19, MCF7 and MCF7/ADR).

• 대한화학회지
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• 제47권2호
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• pp.137-146
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• 2003

3-하이드록시 벤조피란[3,2-c]-[1]-벤조피란-6,7-다이온(3)과 3-메톡시카보닐쿠마린을 소듐 메톡사이드 존재하에 화합물 1과 레조시놀을 축합시켜 합성하였으며 화합물 3의 아세트산 무수물, 알킬 할라이드, 다이아조니움 클로라이드와의 반응성에 대해 기술하였다. 화합물 4,5오 6a,b의 EI 질량분석에서는 89, 280, 91, 120 들의 주된 봉우리들이 각각의 분열 결과로 얻어짐을 볼 수 있었다. 화합물 3, 6b, 7a의 분자이온 봉우리로써 280, 366, 488을 각각 관찰할 수 있었다. 화합물 7a에서는 383과 77의 두 개의 안정한 조각을 가지는 특징적인 분역형태를 얻었다.

• 약학회지
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• 제41권5호
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• pp.575-581
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• 1997

The 6,7-dichlorquinoline-5,8-dione was reacted with ${alpha}$-cyanoacetic acid ethyl ester in ammonia solution to yield 6-(${alpha}$-cyano-${alpha}$-ethoxycarbonyhnethyl)-7-chloroquinoline- 5,8-dione (compound I). When this compound was reacted with some alkyl amines (methylamine, ethylamine, isopropylamine, etc) 2-amino-3-ethoxycarbonyl-N-alkyl-pyridino[2,3-f]indole-4,9-diones (compounds II a-e) were obtained.

• Bulletin of the Korean Chemical Society
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• 제32권7호
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• pp.2171-2177
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• 2011

Synthetic route has been developed for the synthesis of new (Z)-5-[4-(2-chloroquinolin-3-yl) methoxy]benzyl-idinethiazolidine-2,4-diones (6a-h) starting from 2-chloro-3-hydroxymethyl quinolines (2a-h). The hydroxy methyl quinolines on tosylation yielded (3a-h). Condensation of the tosyl intermediates with 4-hydroxy benzaldehydes has been carried in DMF in presence of $K_2CO_3$ and obtained 4-quinolinyl methoxy benzaldehydes (4a-h). Conveniently Knoevenagel condensation of quinolinyl methoxy benzaldehydes (4a-h) and 2, 4-thiazolidinedione (5) has been carried in PEG-400 in presence of L-proline and obtained better yields of the titled compounds (6a-h).

• Bulletin of the Korean Chemical Society
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• 제27권4호
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• pp.484-488
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• 2006

The solid-phase synthesis of new series of 1,6,8-trisubstituted tetrahydro-2H-pyrazino[1,2-a]pyrimidine-4,7-diones as bicyclic $\beta$-turn mimetics is described. Their NF-kB inhibition activities were tested and the effect of substituents on bicyclic ring was investigated. Among the prepared compounds, the fluorobenzyl and methoxybenzyl group substituted compounds 26 and 27 at C-1 and C-8 position showed more inhibitory activities than the others. Tested at a concentration of 10 uM, these two compounds showed a 60% inhibition against the target NF kB 549.

• Bulletin of the Korean Chemical Society
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• 제27권7호
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• pp.1063-1066
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• 2006

• 대한화학회지
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• 제40권7호
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• pp.519-525
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• 1996

3-Carbomethoxy-1(3H)-isobenzofuraneme(9)과 .alpha., .beta.-불포화 에스테르 화합물 3a-b를 각각 반응시켜서 naphthacene-6, 7-dione 11a-b를 좋은 수율로 얻었다. 이들 중 C-9 위치에 에틸기가 없는 11a는 산화시켰을 때 naphthacene-5, 12-dione 13a가 생성되는 반면, 에틸기를 갖고 있는 11b는 naphthacene-5, 7, 12-trione 12b와 naphthacene-5, 12-dione 13b가 3:2로 생성되어졌다.