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  • 标题:Synthesis and Absolute Configuration of Acanthodendrilline, a New Cytotoxic Bromotyrosine Alkaloid from the Thai Marine Sponge Acanthodendrilla sp.
  • 本地全文:下载
  • 期刊名称:Chemical and Pharmaceutical Bulletin
  • 印刷版ISSN:0009-2363
  • 电子版ISSN:1347-5223
  • 出版年度:2016
  • 卷号:64
  • 期号:3
  • 页码:258-262
  • DOI:10.1248/cpb.c15-00901
  • 语种:English
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:Acanthodendrilline ( 1 ), a new bromotyrosine alkaloid, was isolated from the Thai marine sponge Acanthodendrilla sp. The structure of 1 was fully characterized by spectroscopic analysis, in agreement with the synthesized compound used to resolve the single chiral center at C-11. Total synthesis of the enantiomers of 1 allowed for the comparison of specific rotation values and hence the determination of the absolute configuration as 11- S . Cytotoxicity evaluation revealed that ( S )- 1 exhibited approximately three-fold more potent cytotoxicity against the human non-small cell lung cancer H292 cell line than ( R )- 1 .
  • 关键词:bromotyrosine alkaloid;absolute configuration;asymmetric synthesis;cytotoxicity;Acanthodendrilla sp.
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