• Bulletin of the Korean Chemical Society
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• v.25 no.6
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• pp.779-785
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• 2004

Syn (or anti) cinnamaldehydeoxime (1a, b) undergoes Diels-Alder addition to tetrabromo-p-benzoquinone (2)in dry xylene in 1 : 1 and 2 : 1 molar ratios to give the mono- and diadducts 3 and 4a, b respectively. The reaction of 3 with thioamides in ethanol gave thiazoloquinoline diones 6a-d, whereas with acid amides in ethylene glycol, it gave oxazoloquinolinediones 12a-f.

• Bulletin of the Korean Chemical Society
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• v.25 no.4
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• pp.491-500
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• 2004

The Lewis acid-catalyzed reactions of anthrone with a variety of ethylenic substrates under various conditions have been studied. It has been observed that depending on kinds of ethylenic substrates and catalysts, products were varied. In particular, the $ZnCl_2$-catalyzed reaction of anthrone with ${\alpha},{\beta}$ -unsaturated ester gave bridged compounds 3 (Diels-Alder adduct type) and mono-Michael adduct 4 exclusively, while the base-catalyzed reaction gave 10,10-bis-Michael adduct as a major product independent of the amount of ethylenic substrate and base. Bridged compounds 3 were easily converted to the corresponding mono-Michael adduct 4 by a catalytic amount of base. Further Michael reaction of mono-Michael adducts with different ethylenic substrates in the presence of a catalytic amount of alkoxide gave unsymmetrical 10,10-bis Michael adducts in good or moderate yields.

• Proceedings of the Korean Society of Applied Pharmacology
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• 1993.04a
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• pp.119-119
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• 1993

안트라싸이클린계 항암항생제의 부작용 발생기전으로는 C-고리의 퀴논 부위에 전자가 전달되어 퀴논 고리가 환원되는 과정이 제시되고 있으며 그 중 하나의 전자가 전달되어 생성되는 활성산소(activated oxygen)가 심장독성과 관련이 있는 것으로 알려져 있다. 이 때 퀴논 고리의 환원력(전자흡수능력)이 C-고리자체의 변환, 또는 인접 B-고리에 도입된 치환체의 영향으로 억제될 수 있다는 보고를 이론적 근거로 하여 안트라싸이클리논 골격을 전자흡수 능력을 가진 acridone 골격으로 치환한 화합물(1)과 안트라싸이클리논 골격을 유지하면서 aminosugar 부위를 pentopyranose계열을 도입 한 2 합성하였다. 화합물 1은 1,3-butadiene 과 1,4-benzoquinone 의 Diels-Alder adduct 3을 출발물질로 하여 7 단계의 반응과정으로 합성하였다.

• Applied Biological Chemistry
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• v.38 no.5
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• pp.473-477
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• 1995

The dichloromethane extracts of the above ground parts of Hymenoxys brachyactis afforded three sesquiterpene lactones already reported, one new sesquiterpene lactone, biennin C and hispidulin as known toxic flavone. Structures of all compounds were established by spectroscopy and biennin C was determined as an adduct of the modified pseudoguanolide and hymenoxon by Gas Chromatograpy and MS spectrometer These sesquiterpene lactones have the same ${\alpha},{\beta}$-unsaturated functional group like that of hymenovin which has been known as major toxic constituent of important livestock poison. And biennin C is also considered as toxic compound because of toxic hymenoxon.