20248-86-6Relevant articles and documents
Synthesis of Polycyclic Hexapeptides Containing Multiple Intramolecular Cross-Links
Bailey, Patrick D.,Carter, Steven R.,Clarke, David G. W.,Crofts, Gavin A.,Smith, Paul W.,Ward, Peter
, p. 3215 - 3218 (1992)
Two polycyclic peptides have been prepared in which all four of the ε-nitrogens of cyclo-(Lys-Lys-Gly)2 are interconnected by intra-molecular cross-links.One of these compounds possessed (CH2)6 units between the adjacent lysyl residues and 4,4'-dimethylenebiphenyl units between the skipped lysyl residues, whilst the other contained p-xylyl units between all four of the lysyl residues.
Synthesis and characterization of Manganese(II), Cobalt(II) and Copper(II) coordination polymers with a flexible zwitterionic based ligand
?ift?i, Esengül,Ar?c?, Mürsel,Wriedt, Mario,Ye?ilel, Okan Zafer
, (2021)
Four new coordination polymers, formulated as {[MnCl(μ-bipna)](NO3)?2H2O}n (1), {[CoCl2(μ-bipna)]?2H2O}n (2), {[CuCl(μ4-bipna)]BF4?2H2O}n (3) and {[CuCl(μ4-bipna)]ClO4?2H2O}n (4) where H2bipnaBr2 = 1,1′-(1,1′-biphenyl-4,4′-diylbis(methylene))bis(3-carboxypyridin-1-ium) bromide, were synthesized under solvothermal conditions. Their structures have been characterized by single crystal and powder X-ray diffraction analyses, infrared spectra (IR) and elemental analyses. Complexes 1, 3 and 4 are isostructural and display 3-fold interpenetrated 2D → 2D structures with sql topology and the point symbol 44.62. Complex 2 exhibits a 1D coordination polymer structure, which becomes a stacked 3D supramolecular structure by hydrogen bonding and π???π interactions. The structural diversity of the compounds could be due to the conformation of the flexible zwitterionic ligands. In 2, the bipna ligand displays a cis-conformation, while in the other compounds the ligand shows a trans-conformation. The thermal and optical properties of the compounds were investigated.
Design, synthesis and biological evaluation of low molecular weight CXCR4 ligands
Sakyiamah, Maxwell M.,Kobayakawa, Takuya,Fujino, Masayuki,Konno, Makoto,Narumi, Tetsuo,Tanaka, Tomohiro,Nomura, Wataru,Yamamoto, Naoki,Murakami, Tsutomu,Tamamura, Hirokazu
supporting information, p. 1130 - 1138 (2019/02/16)
The chemokine receptor CXCR4/stromal cell-derived factor-1 (SDF-1: CXCL12) signaling axis represents a crucial drug target due to its relevance to several diseases such as HIV-1 infection, cancer, leukemia, and rheumatoid arthritis. With the aim of enhancing the binding affinity and anti-HIV activity of a potent CXCR4 ligand as a lead, 23 low molecular weight compounds containing dipicolylamine (Dpa) and cyclam cationic moieties with varying spacers and spatial positioning were designed, synthesized and biologically evaluated. All of the synthesized compounds screened at 1.0 μM in the NanoBRET assay system exhibited >70% inhibition of the binding of a competitive probe TAMRA-Ac-TZ14011 (10 nM) to CXCR4 in the presence of zinc (II) ion. Furthermore, selected compounds 3, 8, 9, 19 and 21 with spatial distances between the next carbon to Dpa and the next carbon to cyclam within the range of 6.5–7.5 ? showed potent binding affinity selective for CXCR4 with IC50 values of 1.6, 7.9, 5.7, 3.5 and 4.5 nM, respectively, with corresponding high anti-HIV activity with EC50s of 28, 13, 21, 28 and 61 nM, respectively, in the presence of zinc (II) ion. Some compounds with remarkably more potent CXCR4-binding affinity than that of an initial lead were obtained. These compounds interact with different but overlapping amino acid residues of CXCR4. The present studies have developed new low molecular weight CXCR4 ligands with high CXCR4-binding and anti-HIV activities, which open avenue into the development of more potent CXCR4 ligands.
