NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2016, Vol. 28 ›› Issue (5): 749-753. doi: 10.16333/j.1001-6880.2016.5.020

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Synthesis and Anti-tumor Activity of Derivatives of Oxidation Degradation Products from Panaxadiol Sapogenin

PU Hong1,2,DONG Cheng-mei1,ZOU Cheng1*,ZHAO Qing3, DUAN Wen-yue1,CHEN Dan1,GUO Wei-yi1,HU Jian-lin1   

  1. 1 School of Pharmaceutical Sciences & Yunnan Key Laboratory of Pharmacology for Natural Products，Kunming Medical University,Kunming 650500,China; 2 School of Pharmaceutical Science,Hunan University of Medicine,Huaihua 418000,China; 3 School of Chinese Materia Medica, Yunnan University of Traditional Chinese Medicine,Kunming 650500,China
  • Online:2016-05-28 Published:2016-09-06

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Abstract: In this study,Jones oxidation of the diol-type saponins of Panax notoginseng afforded compound 1.Its 3-carbonyl group was converted into amino group by reductive amination to give compound 4,and then compound 4 was reacted with acyl reagent to give compounds 5-8.In addition,compounds 2 and 3 were obtained by the other two reactions.The syntheses of the 6 derivatives had not been reported.Their structures were identified by 1H NMR, 13C NMR and MS.Their in vitro anti-tumor activities against HL-60, SMMC-7721,A-549,MCF-7 and SW480 cancer cells were evaluated by MTS assay.The evaluation results showed that compound 3 had some anti-tumor activity and wass worthy of further study.

Key words: panaxadiol type saponin of Panax notoginseng, sapogenins, anti-tumor activity

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