Artificial Macrocycles by Ugi Reaction and Passerini Ring Closure.
Artificial macrocycles can be convergently synthesized by a sequence of an Ugi multicomponent reaction (MCR) followed by an intramolecular Passerini MCR used to close the macrocycle. Significantly, in this work, the first intramolecular macrocyclization through a Passerini reaction is described. We describe 21 macrocycles of a size of 15-20. The resulting macrocyclic depsipeptides are model compounds for natural products and could find applications in drug discovery.
Department of Drug Design, University of Groningen , A. Deusinglaan 1, 9713 AV Groningen, The Netherlands.|Chemistry Department, Faculty of Science, Sohag University , Sohag 82524, Egypt.
Eman M M
EM
Abdelraheem
Faculty of Chemistry, Jagiellonian University , 3 Ingardena Street, 30-060 Kraków, Poland.
Katarzyna
K
Kurpiewska
Faculty of Chemistry, Jagiellonian University , 3 Ingardena Street, 30-060 Kraków, Poland.
Justyna
J
Kalinowska-Tłuścik
Department of Drug Design, University of Groningen , A. Deusinglaan 1, 9713 AV Groningen, The Netherlands.
Alexander
A
Dömling
D066241:Carbon-13 Magnetic Resonance Spectroscopy; D003500:Cyclization; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008956:Models, Chemical; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization
D047028:Macrocyclic Compounds