Silver complexes of peptidomimetic polyazapyridinophanes. The influence of the bonding cavity size and the nature of side chains

被引:18
作者
Alfonso, I
Burguete, I
Luis, SV [1 ]
Miravet, JF
Seliger, P
Tomal, E
机构
[1] Univ Jaume, UAMOA, Dept Inorgan & Organ Chem, CSIC 1, Castellon de La Plana 12071, Spain
[2] Univ Lodz, Dept Gen & Inorgan Chem, PL-90136 Lodz, Poland
关键词
D O I
10.1039/b512762a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several peptidomimetic macrocycles containing a pyridine spacer and ring sizes ranging from 15 to 17 have been efficiently synthesized starting from valine and phenylalanine. The complexes formed have been investigated by potentiometry and NMR. Log K values show that phenylalanine derivatives 8 are consistently more stable than valine derivatives 7, whilst macrocycles with ring sizes of 16 members are the most appropriate for the complexation. The NMR data, in combination with molecular modeling, allow rationalization of the structure of the complexes formed and the participation of the aromatic rings from the side chain of phenylalanine in pi-Ag+ interactions to be discarded.
引用
收藏
页码:853 / 859
页数:7
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