Synthesis and structural characterization of two new copper(II) complexes with thiazoline derivative ligands: Influence of the coordination on the phagocytic activity of human neutrophils

Lozano-Vila, A.M.; Luna‐Giles, F.; Viñuelas-Zahı́nos, E.; Cumbrera, F.L.; Ortiz, Ángel L.; Barros-García, F.J.; Rodríguez, Ana B.

doi:10.1016/j.ica.2010.09.031

Cited by 7 publications

(2 citation statements)

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“…The Journal of Organic Chemistry Boc-(L-Ala-L-Oxd-Tri-CO) 3 -OH (16). For the synthetic procedure from 15 (0.04 mmol, 42 mg), see the preparation of 6 given above (99% yield, 0.39 mmol, 38 mg): mp = 155 °C; [α] 20 D = −23.2 (c = 0.50, CH 3 OH); IR (nujol): ν 3335, 1748,1735,1684,1653,1617,1577,1559, 1507 cm −1 ; 1 H NMR (CD 3 OD, 400 MHz) δ 1.13−1.67 (27H, m, 3 × CH 3 Ala + 3 × CH 3 Oxd + t-Bu), m,3 × CHN),m,3 × CHO + 3 × CH 2 CH + CH-Ala), 4.95−5.05 (2H, m, 2 × CH-Ala), 8.68 (1H, s, CH-triazole), 8.74 (1H, s, CH-triazole), 8.77 (1H, s, CH-triazole); 13 C NMR (CD 3 OD, 100 MHz) δ 16.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…14 In addition, the ability of triazole-based pseudopeptide structures to interact with metal ions (e.g., copper, zinc, etc.) provides the interesting possibility to exploit these systems as building blocks for supramolecular materials, 15 as well as metal carriers 16 or metal-stabilized folded structures. 17 Figure 2 shows the structures of the two series of oligomers synthesized and studied in this work.…”

Section: ■ Introductionmentioning

confidence: 99%

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α,ε-Hybrid Foldamers with 1,2,3-Triazole Rings: Order versus Disorder

et al. 2014

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Two epimeric series of foldamers characterized by the presence of a repeating α,ε-dipeptide unit have been prepared and characterized by (1)H NMR and ECD spectroscopies together with X-ray diffraction. The first series contains L-Ala and D-4-carboxy-5-methyl-oxazolidin-2-one (D-Oxd). The other series contains L-Ala and L-Oxd. The L,D series of oligomers forms ordered β-turn foldamers, characterized by a 311 pattern. The L,L series is not ordered. Simulations show that an ordered L,L trimer lies more than 2 kcal/mol higher than the more stable nonfolded extended conformations. Cu(2+) forms complexes with both series but is not able to order the L,L series. Analysis of the EPR spectra shows that the L,D foldamers bear two types of complexation sites that are assigned as a nitrogen donor of the triazole ring and a carboxylate ligand. The L-Ala-D-Oxd-Tri-CO motif may be introduced in any peptide sequence requiring the presence of a stable β-turn conformations, like in the study of protein-protein interactions.

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Section: ■ Experimental Sectionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%