• Title/Summary/Keyword: Aldol

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Total Synthesis of Licochalcone E

  • Yoon, Goo;Liu, Zhiguo;Jeong, Hee-Jin;Cheon, Seung-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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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.

Studies on Triterpenoid Corticomimetics (IV) - E-Ring Opening of Pomolic Acid by Retrograde Aldol Condensation

  • Han, Yong-Nam;Han, Byung-Hoon;Park, Eun-Tae;Kim, Tae-Hee
    • Archives of Pharmacal Research
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    • v.8 no.4
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    • pp.221-227
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    • 1985
  • Acetyl-11-ketopomolic acid methyl ester (VI), mp 276-$278^{\circ}$ was synthesized from pomolic acid (III). The mild alkaline treatment of VI induced the opening of ring E on carbone skeleton to yield VII, and then VII was deacetylated to give VIII, mp 82-$84^{\circ}$ Compound VIII was established as 11, 19-diketo-18, 19-secoursolic acid methylester. The E-ring opening was believed to be due to regrograde aidol condensation.

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2-Arylethenylchromone Derivatives : Synthesis and Anticancer Activity (2-Arylethenylchronlones유도체의 합성 및 항암활성 검색)

  • 문창상;이경원;이지용;이재열;정봉영;이경태;이용섭
    • YAKHAK HOEJI
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    • v.47 no.6
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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.