Todorov, Petar published the artcileSynthesis and characterization of new 5,5¡ä-dimethyl- and 5,5¡ä-diphenylhydantoin-conjugated hemorphin derivatives designed as potential anticonvulsant agents, Application In Synthesis of 71989-31-6, the publication is New Journal of Chemistry (2022), 46(5), 2198-2217, database is CAplus.
Herein, the synthesis and characterization of some novel N-modified hybrid analogs of hemorphins containing a C-5 substituted hydantoin residue as potential anticonvulsants and for the blockade of sodium channels are presented. Their structure-property relationships are highlighted by electrochem. and Fourier transform IR spectroscopy (FT-IR) anal. methods. The lipophilicity and mol. docking of voltage-gated sodium channels were also determined The new series of 5,5-dimethyl- and 5,5-diphenylhydantoin-conjugated hemorphin derivatives were obtained as C-terminal amides via solid-phase peptide synthesis, an Fmoc-strategy using 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethylaminium tetrafluoroborate (TBTU). The anticonvulsant activity of the hybrid-peptides (0.25, 0.5 and 1 ¦Ìg) was tested by maximal electroshock (MES) and 6 Hz psychomotor seizure tests using male ICR mice. None of the compounds tested showed neurotoxicity in the rotarod test. The reference drug phenytoin was used as a pos. control. The most active compound Ph-5 showed 100% efficacy against the 6 Hz-induced psychomotor seizures at a dose of 1.0 ¦Ìg and tonic seizures in the MES test at a lower dose of 0.5 ¦Ìg. This analog of VV-hemorphin-5 contained a 5,5-diphenylhydantoin residue at the N-terminus and a hydrophobic Val-Val-Tyr-Pro-Trp-Thr-Gln-CONH2 amino acid sequence of the peptide mol. The quant. data for the 6 Hz test demonstrated that the peptide Ph-5 exhibited a median ED (ED50) value of 0.358 ¦Ìg and PI >13.97, and ED50 of 0.25 ¦Ìg and PI >20.35 in the MES test, resp. Results from the docking study suggest that the neuropeptide Ph-5 is a potent inhibitor of sodium channels, and blockade of voltage-gated sodium channels could be the mechanism of action of the hybrid-peptide derivatives with anticonvulsant activity.
New Journal of Chemistry published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C7H13NO2, Application In Synthesis of 71989-31-6.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia