Synthesis, Characterization and Study of Mesomorphic Behavior of New Bent and Liner Core Compounds Containing Heterocyclic

We described herein the synthesized and characterized of new bent and liner core compounds containing thiazolidin-4-one ring[XI-XIII] and [XIV-XVI] respectively. These compounds synthesized by sequence reactions starting from reaction resorcinol or hydroquinone with chloracetyl chloride to yield compounds [I] and [II] ,then the later compounds reactant with 4-hydroxybenzylaldehyde to product dialdehyde compounds [III] and [IV] .The Schiff bases compounds[V-VII] and [VIII-X] synthesized from reaction the compound [III] or [IV] with different aromatic amines, while the bent and liner core mesogens containing thiazolidin-4-one ring [XI-XIII] and [XIV-XVI] synthesized from reaction Schiff bases compounds[V-VII] or [VIII-X] with thioglycolic acid. In addition estrfecation of cinnamic acid with methanol to yield ester compound[XVII]which was converted to their acid hydrazid[XVIII] and the acid hydrazid reacted with glysine in phosphorous oxychloride to yield (5-styryl-1,3,4-oxadiazol-2-yl) methanamine [XIX]. Then reactant the1,3,4-oxadiazol compound[XIX] with dialdehyde compound [III] or [IV] to product new Schiff bases compounds [XX] and [XXI] , afterword added thioglycolic acid to give new thiazolidin-4-one derivatives [XXII] and [XXIII], respectively. The synthesized compounds were characterized by melting points , FTIR ,1HNMR and mass spectroscopy (of some of them).The liquid crystalline properties were studied by hot stage polarized optical microscopy (POM) and differential scanning calorimetry(DSC).All the Schiff bases compounds [V-X] showed liquid crystals phases while thiazolidin-4-one derivatives[XI-XIII],[XIV-XVI]and [XXIII] didn’t show any liquid crystals properties except the compound [XXII] showed enantiotropic nematic phase.

Synthesis of thiol-containing analogues of puromycin and a study of their interaction with N-acetylphenylalanyl-transfer ribonucleic acid on ribosomes to form thioesters

1. The thiol-containing analogue of puromycin, 6-dimethylamino-9-{1′-[3′-(2″-mercapto-3″-phenylpropionamido)-3′-deoxy-β-d-ribofuranosyl]}purine (XVII) in which the primary amino group of the antibiotic is replaced with a thiol grouping, was synthesized chemically (compound XVII is abbreviated to thiopuromycin). 2. Thiopuromycin (XVII) was found to be active in releasing N-[3H]acetylphenylalanine from its tRNA carrier as the thioester, N-acetylphenylalanylthiopuromycin (XIX) in the Escherichia coli ribosomal system. The reaction product (XIX) was synthesized chemically from thiopuromycin and N-acetylphenylalanine and found to be stable to hydrolysis in the standard incubation medium at pH7.6. dl-Phenyl-lactylpuromycin (XXI), the hydroxy analogue of puromycin, was also synthesized chemically and shown to release N-acetylphenylalanine from its tRNA carrier in the E. coli ribosomal system, thus confirming the previous results of Fahnestock et al. [Biochemistry (1970) 9, 2477–2483]. 3. In marked contrast with the results obtained in the E. coli system, both thiopuromycin (XVII) and hydroxypuromycin (XXI) were found to be inactive in releasing N-acetylphenylalanine from its tRNA carrier in the rat liver ribosomal system.