Antiproliferative Activity of Amathaspiramide Alkaloids and Analogs

• Shimokawa Jun

  Graduate School of Pharmaceutical Sciences, Nagoya University

• Chiyoda Koji

  Graduate School of Pharmaceutical Sciences, University of Tokyo

• Umihara Hirotatsu

  Graduate School of Pharmaceutical Sciences, University of Tokyo

• Fukuyama Tohru

  Graduate School of Pharmaceutical Sciences, Nagoya University

Abstract

Assisted by the total syntheses of all the amathaspiramides, six natural products and four synthetic intermediates with partially fluctuating structures were prepared and subjected to a growth inhibition assay in four human cancer cell lines. The results showed amathaspiramides A, C, and E had moderate antiproliferative activity. Examination of the structure–activity relationship revealed the importance of the amine or imine substructure on the pyrrolidine moiety and the 8R stereochemistry on the N-acyl hemiaminal moiety for the antiproliferative activity of amathaspiramide alkaloids.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 64 (8), 1239-1241, 2016

  The Pharmaceutical Society of Japan

Keywords

• amathaspiramide
• divergent synthesis
• antiproliferative activity
• cell viability assay
• natural product synthesis

Details

• CRID: 1390282679153234304
• NII Article ID: 130005253895
• NII Article ID: 40020899731
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.c16-00256
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 027523298
• PubMed: 27169437
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I027523298
• Web Site: https://www.jstage.jst.go.jp/article/cpb/64/8/64_c16-00256/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/2017306850
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed