Filiz Betül Kaynak

Crystal structure of an inclusion complex between chiral monoaza-15-crown-5 and S(-)-1-phenyl-ethyl ammonium percholorate

Abstract A new type of inclusion complex, S(–)-1 phenyl ethyl ammonium percholorate complex of R-(–)-2-ethyl - N - benzyl - 4, 7, 10, 13 - tetraoxa -1- azacyclopentadecane, has been prepared and studied by NMR, IR and single crystal X-ray diffraction techniques. The compound crystallizes in space group P21 with cell dimensions a = 10.0000(8), b = 12.281(2), c = 12.331(1)Å, β = 102.052(7), Z = 2 The host-guest complex is held together by a strong system of hydrogen bonds between the two protons of the ammonium ion as well as the nitrogen and four oxygen atoms of the crown ether The C—O and C—C distances of the 15-membered ring average 1.418 and 1.501 Å while the O—C—C and C—O—C angles average 110.2 and 113.3°. The average N—C distance is 1.476 Å.

New Anti‐Seizure (Arylalkyl)azole Derivatives: Synthesis, In Vivo and In Silico Studies

(Arylalkyl)azoles are a class of antiepileptic compounds including nafimidone, denzimol, and loreclezole (LRZ). Nafimidone and denzimol are thought to inhibit voltage‐gated sodium channels (VGSCs) and enhance γ‐aminobutyric acid (GABA)‐mediated response. LRZ, a positive allosteric modulator of A‐type GABA receptors (GABAARs), was reported to be sensitive to Asn265 of the β2/β3 subunit. Here, we report new N‐[1‐(4‐chlorophenyl)‐2‐(1H‐imidazol‐1‐yl)ethylidene]hydroxylamine esters showing anticonvulsant activity in animal models, including the 6‐Hz psychomotor seizure test, a model for therapy‐resistant partial seizure. We performed molecular docking studies for our active compounds using GABAAR and VGSC homology models. They predicted high affinity to the benzodiazepine binding site of GABAAR in line with the experimental results. Also, the binding mode and interactions of LRZ in its putative allosteric binding site of GABAAR is elucidated.