Carbophilic 3-Component Cascades: Access to Complex Bioactive Cyclopropyl Diindolylmethanes

Groome N. M., Elboray E. E., Inman M. W., DÖNDAŞ H. A., Phillips R. M., Kilner C., ...Daha Fazla

CHEMISTRY-A EUROPEAN JOURNAL, cilt.19, sa.6, ss.2180-2184, 2013 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 19 Sayı: 6
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1002/chem.201202647
  • Dergi Adı: CHEMISTRY-A EUROPEAN JOURNAL
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2180-2184
  • Anahtar Kelimeler: 3-azabicyclo[4, 1, 0]heptene, diindolylmethanes, enynes, palladium, platinum, prostate cancer, PROSTATE-CANCER CELLS, CATALYZED CYCLOISOMERIZATION, ENANTIOSELECTIVE CYCLOISOMERIZATION, PLATINUM, 1,6-ENYNES, GOLD, 3,3'-DIINDOLYLMETHANE, APOPTOSIS, ENYNES, PROLIFERATION
  • Çukurova Üniversitesi Adresli: Hayır

Özet

Naturally occurring indole-3-carbinol and 3,3-diindolylmethane show bioactivity in a number of disparate disease areas, including cancer, prompting substantial synthetic analogue activity. We describe a new approach to highly functionalised derivatives that starts from allene gas and proceeds via the combination of a three-component Pd0-catalysed cascade with a one-pot, three-component carbophilic PtII cascade linked to a stereoselective acid-catalysed MannichMichael reaction that generates complex cyclopropyl diindolylmethanes which show selective activity against prostate cancer cell lines.