Synthesis and characterization of linear and cyclic ... - EleA@UniSA

All cycles obtained were crystallized and caractherizated by X-ray analysis in collaboration with
Dott. Consiglia Tedesco from the University of Salerno and Dott. Loredana Erra from European
Synchrotron Radiation Facility (ESRF), Grenoble, France.
3. Cationic cyclopeptoids as potential macrocyclic nonviral vectors.
The aim of this work was the synthesis of three different cationic cyclopeptoids (figure 1.28: 62, 63
and 64) to assess their efficiency in DNA cell transfection, in collaboration with Prof. G. Donofrio of
the University of Parma.
O
N
O
N
H 3N
H 3N
O
N
H 3N
N
O
N
O
N
O
2X CF 3COO -
H 3N
29
O
N
O
N
O
H3N 62 63
O
H 3N
N
O
N
O
N
N
O
64
N
H 3N
O
N
O
NH 3
N
N
O
N
6X CF 3COO -
NH 3
O
N
NH 3
O
NH 3
4X CF 3COO -
Figure 1.29. Di-cationic cyclohexapeptoid 62, Tetra-cationic cyclohexapeptoid 63, Hexa-cationic
cyclohexapeptoid 64.
4. Complexation with Gd 3+ of carboxyethyl cyclopeptoids as possible contrast agents in
MRI. Three cyclopeptoids 65, 66 and 67 (figure 1.30) containing polar side chains, were synthesized
and, in collaboration with Prof. S. Aime, of the University of Torino, the complexation properties with
Gd 3+ were evaluated.
NH 3