The amido-pentadienoate-functionality of the rakicidins is a thiol reactive electrophile--development of a general synthetic strategy.


Journal Article

We demonstrate that a unique class-defining functionality (mc-APD) found in macrocyclic natural products with potent anti-cancer activity, imparts these compounds with electrophilic reactivity. The mc-APD group represents an interesting structural hybrid between canonical biologically relevant Michael-acceptors. Further, a novel thiol-elimination method for preparation of the mc-APD group is outlined.

Full Text

Cited Authors

  • Clement, LL; Tsakos, M; Schaffert, ES; Scavenius, C; Enghild, JJ; Poulsen, TB

Published Date

  • August 2015

Published In

Volume / Issue

  • 51 / 62

Start / End Page

  • 12427 - 12430

PubMed ID

  • 26146360

Pubmed Central ID

  • 26146360

Electronic International Standard Serial Number (EISSN)

  • 1364-548X

International Standard Serial Number (ISSN)

  • 1359-7345

Digital Object Identifier (DOI)

  • 10.1039/c5cc04500b


  • eng