• Bulletin of the Korean Chemical Society
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• 제30권12호
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• pp.2959-2961
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• 2009

Total synthesis of (${\pm}$)-licochalcone E (1), an allyl retrochalcone isolated from roots of Glycyrrhiza inflata, has been achieved from 4-tetrahydropyranyloxyacetophenone (7) with (E)-2-methoxy-4-(2-methyl-2-butenyloxy)benzaldehyde (6) or (Z)-2-methoxy-4-(2-methyl-2-butenyloxy)-benzaldehyde (11) through a convergent strategy involving aldol condensation and Claisen rearrangement as key steps.

• 약학회지
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• 제47권6호
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• pp.376-381
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• 2003

2-Arylchromones, also known as flavones, are among the most ubiquitous classes of natural products occurring in the plant kingdom. On the other hand, 2-styrylchromones are relatively scarce in nature and only a few compounds has been isolated from the blue-green algae species. Therefore, new 2-arylethenylchromone derivatives ( 4a∼n, 5a∼f) were synthesized by the aldol condensation of 2-methylchromone ( 3) with several aromatic aldehydes in order to evaluate their cytotoxicities using a MTT assay on three tumor cells. 2-Arylethenylchromone derivative 4a showed the significant cytotoxic activities on KB, HL-60 and P-388 cell lines with $IC_{50}$/ values of 25.2, 63.59 and 49.51 $\mu$M, respectively, indicating that 2-arylethenylchromone skeleton has a potential anti-tumor application.

• Bulletin of the Korean Chemical Society
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• 제15권7호
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• pp.529-531
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• 1994

• 대한화학회지
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• 제33권4호
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• pp.426-430
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• 1989

아미노 알콜에서 합성한 티아졸리딘치온 [4-(S)-IPTT, 4(S)-ETT]은 주석을 매개체로한 알돌 축합반응의 키랄 보조제로 이용되었다. Stannous triflate와 3-아세틸티아졸리딘-2-티온을 반응시켜 얻은 2가주석 엔올레이트를 어키랄 알데히드와 반응시켜 ${\beta}$-하이드록시 카르보닐 화합물을 입체선택적으로 얻었다. 이러한 키랄 보조제는 가메탄올 분해반응으로 쉽게 에스터화 되기 때문에 절대구조 동정을 용이하게 하는 장점도 있었다.

• Bulletin of the Korean Chemical Society
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• 제30권4호
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• pp.797-802
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• 2009

Potential of acetates and related compounds in glacial acetic acid as a catalyst for aldol-type condensation reactions was examined. Reactions of cycloalkanones or selected heteroaromatics with aldehydes in presence of 10 mol% of various acetates in acetic acid afforded ${\alpha},{\alpha}$'-bis(substituted-benzylidene)cycloalkanones and substituted-benzylidene-mackinazolinones, respectively, in good yields. Among the compounds tested, ammonium acetate is the best and effective especially towards the reactions of mackinazolinone and aliphatic aldehydes to afford 6-alkylidenemackinazolinones.

• 대한화학회지
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• 제51권2호
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• pp.115-124
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• 2007

α, β-불포화 케톤 유도체를 실리카-황산 촉매 하에서 비용매 교차 알돌 응축 반응법을 이용하여 합성하였다. 합성 수율은 90% 이상이었으며, 사용된 촉매는 회수 가능하였다. 합성돤 화합물들의 물리화학적인 특성은 IR, NMR, Mass 등의 분광학적 분석 방법을 이용하여 결정하였다. 케톤 생성물에 미치는 치환기 효과는 측정된 분광 데이터와 Hammet 치환기 상수간의 상관관계로 표현되는 다중 상관계수 방정식에 의하여 잘 설명될 수 있었다.

• Korean Chemical Engineering Research
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• 제54권4호
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• pp.519-526
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• 2016

Biomass derived jet fuel is proven as a potential alternative for the currently used fossil oriented energy. The efficient production of jet fuel precursor with special molecular structure is prerequisite in producing biomass derived jet fuel. We synthesized a new jet fuel precursor containing branched $C_{15}$ framework by aldol condensation of furfural (FA) and ethyl levulinate (EL), where the latter of two could be easily produced from lignocellulose by acid catalyzed processes. The highest yield of 56% for target jet fuel precursor could be obtained at the optimal reaction condition (molar ratio of FA/EL of 2, 323 K, 50 min) by using KOH as catalyst. The chemical structure of $C_{15}$ precursor was specified as (3E, 5E)-6-(furan-2-yl)-3-(furan-2-ylmethylene)-4-oxohex-5-enoic acid ($F_2E$). For stabilization, this yellowish solid precursor was hydrogenated at low temperature to obtain C=C bonds saturated product, and the chemical structure was proposed as 4-oxo-6-(tetrahydrofuran-2-yl)-3-(tetrahydrofuran-2-yl)-methyl hexanoic acid ($H-F_2E$). The successful synthesis of the new jet fuel precursors showed the significance that branched jet fuel could be potentially produced from biomass derived FA and EL via fewer steps.

• Bulletin of the Korean Chemical Society
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• 제27권9호
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• pp.1493-1496
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• 2006

• Archives of Pharmacal Research
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• 제5권1호
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• pp.1-5
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• 1982

From the seeds of Phytolacca americana, acentonylidene americanin. A was isolated and its structure elucidated mainly by spectroscopic methods. This compound is not a genuine constituent but formed in the tissue on heating with acetone.

• 약학회지
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• 제43권5호
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• pp.559-565
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• 1999

The two gericudranin E derivatives, GER-I & II, were synthesized and evaluated their antitumour activities for the elucidation of structure-activity relationship. 2,4,6-Trihydroxyacetophenone was converted to target molecules GER-I and GER-B in 5 steps via sequential protection, aldol condensation, Michael type-cyclization, regioselective C-benzylation. The cellular growth inhibition of compounds GER-I and GER-II were investigated against P388, L1210, K562, HCT-15, SK-HepG-1, MCF-7 as cancer cell lines and mouse splenocytes as a normal cell by MTT assay.