Details

Autor(en) / Beteiligte

• Clement, Lise L
• Tsakos, Michail
• Schaffert, Eva S
• Scavenius, Carsten
• Enghild, Jan J
• Poulsen, Thomas B

Titel

The amido-pentadienoate-functionality of the rakicidins is a thiol reactive electrophile - development of a general synthetic strategyElectronic supplementary information (ESI) available: Experimental procedures, spectroscopic data and NMR spectra. See DOI: 10.1039/c5cc04500b

Erscheinungsjahr

2015-07

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• 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. An Npys-mediated elimination method allows facile construction of the trademark functionality of the rakicidins - a new class of biologically-relevant Michael-acceptors.