Potential anticonvulsant activity of novel VV-hemorphin-7 analogues containing unnatural amino acids: synthesis and characterization

Hemorphins—From Discovery to Functions and Pharmacology

“…Importantly, not only the position, but also the nature of the incorporated group had an impact on this phenomenon. The obtained data provide the basis for anticipation that the described compounds may be considered as a promising template for future design of the more active analogues, as well as in studies of other models of epilepsy [52,[89][90][91][92][93].…”

“…It is noteworthy that, when isoleucine or 2-aminoisobutyric acid was added at position 1, a decrease in biological activity has been observed. Incorporation of Orn (2,5-diaminopentanoic acid) at Gln position of VV-hemorphin-5 and Dab (2,5-diaminobutanoic acid) moiety at Gln position of VV-hemorphin-7 peptide, respectively led to the analogues posessing good efficacy against the three seizure models [52,[89][90][91][92].…”

“…VV-hemorphin-5 analogues modified at N-terminal with aminophosphonate group were characterized as potential anticonvulsants. Incorporation of (dimethoxyphosphyl)methyl)leucine) moiety at two N-terminal Val positions allowed the most active derivative to be obtained [91]. To find an explanation of the possible molecular mechanism of action of the peptides with anticonvulsive properties, docking studies on delta-(DOR) and kappa-(KOR) opioid receptors have been elucidated.…”

Fishing in the Toolbox of Cyclic Turn Mimics: a Literature Overview of the Last Decade

“…β-Turn structures were also found in peptide-analogues of VV-hemorphin-7, modified at position 4 with α,α-disubstituted AAs (11 and 12, Figure 2). [23] The secondary structure of the synthesized mimetics was determined by IR spectroscopy experiments, suggesting a βturn conformation due to the proper stretching vibration of the NÀ H amide bonds. These analogues were tested as potential anticonvulsant agents, showing a drastically decreased activity than VV-hemorphin-7.…”

Complex Activity and Sensor Potential toward Metal Ions in Environmental Water Samples of N-Phthalimide Azo-Azomethine Dyes

“…Many chemists have focused on the advances in the analysis of azo dyes, which has led to their direct use as chromophoric and metallochromic reagents [ 5 , 6 ], high-performance materials [ 7 , 8 ], photo-sensitizers [ 9 , 10 ], colorants [ 11 , 12 , 13 ], environmental sensors for substrate detection [ 14 , 15 , 16 ] and analytical reagents; they are important in the production of paints because they cover a large range of colors (practically every shade from yellow to black) [ 17 , 18 ]. Azo multifunctional dyes, in addition to the characteristic azo (-N=N-) group [ 19 ], could contain various substituents in aromatic rings or groups involved in complex formation processes, such as azomethine (-CH=N-), that can enhance or hinder their application [ 20 , 21 , 22 , 23 ]. On the other hand, the combination of the presence of azo and azomethine groups in the structure of the compound results in obtaining an important class of organic compounds that combine the properties to change color in a particular medium, depending primarily on the azo group, and to coordinate with metal ions through the azo or azomethine part from a molecule [ 24 ].…”