Chem. J. Chinese Universities ›› 1998, Vol. 19 ›› Issue (S1): 78.

• Organic Synthesis Chemistry • Previous Articles     Next Articles

Facile Total Synthesis of Three Natural 1,7-Diaryl-4-hepten-3-ones

Chusheng Huang1, Xihui Chen2, Yulin Li3, Hongxing Liu1   

  1. 1. Department of Chemistry and Applied Chemical Institute, Guangxi Teachers College, Nanning 530004;
    2. Department of Chemistry, Guangxi University, Nanning 530004;
    3. National Laboratory of Applied Organic Chemistry and Chemical Institute, Lanzhou University, Lanzhou 730000
  • Online:1998-12-31 Published:1998-12-31
  • Contact: Chusheng Huang E-mail:Chusheng Huang
  • Supported by:
    Supported by the National Natural Science Foundation of China(No. 29562003) and the Natural Science Foundation of Guangxi Province

Abstract: Linear 1,7-diarylheptanoids (Ar1-C7-Ar2) are a large group of interesting natural products isolated from plants belonging to Alinia,Curcuma, Zingiber, Alnua,Centridobium and Acer genera used as traditional medicines in some oriental countries1. Pharmacological experiments exhibited that some of them had many physiological actions such as anti-inflammatory, antifungicial, antioxidative,antihepatotoxic activities and so on2. Three natural compounds 13, 24 and 35 (gingerone C) having 1,7-diaryl-4-hepten-3-one skeleton were isolated from the rhizomes of Alpinia offocinarum, the wood of Alnus japonica and the rhizomes of Zingiber officinale respectively. Their structures were elucidated as 1,7-diphenylhept-4-en-3-one(1), 1,7-bis(4-hydroxyphenyl)hept-4-en-3-one(2) and 1-(3-hydroxyl-4-methoxyphenyl)-7-(4-hydroxyphenyl)hept-4-en-3-one(3) by spectral method. Herein, we wish to report facile total synthesis of these three natural compounds. Their synthetic routes were shouwn in scheme.

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