10.1007/s00044-013-0887-7
This research presents the synthesis and anticonvulsant evaluation of new 6-bromoimidazo[1,2-a]pyridine-2-carbohydrazide derivatives, which are designed to possess biologically active hydrazone functionality and substituted 1,2,4-triazole moieties. The purpose of the study was to develop novel antiepileptic drugs with improved therapeutic actions and reduced toxicity. The synthesis involved various chemicals such as 5-bromo-2-aminopyridine, ethyl bromopyruvate, hydrazine hydrate, aromatic aldehydes, carbon disulfide, potassium hydroxide, and different alkyl/benzyl halides. The structures of the synthesized compounds were confirmed through spectral techniques like FTIR, 1H NMR, 13C NMR, and mass spectrometry. The in vivo anticonvulsant properties were assessed using maximal electroshock seizure and subcutaneous pentylene tetrazole methods, with toxicity studies performed using the rotarod method. The research concluded that most of the new compounds exhibited significant anticonvulsant properties without toxicity up to 100 mg/kg, with compounds 3b and 4 showing complete protection against seizures, comparable to the standard drug diazepam. These findings suggest that linking imidazo[1,2-a]pyridines with triazole and hydrazone moieties can lead to potent anticonvulsants with minimal side effects.
10.1021/ol9007537
The research describes a facile synthetic approach to 7-deazaguanine nucleosides, which are compounds that can be used for structural and stability studies of DNA, DNA fluorescence labeling, sequencing, and the production of DNA-based nanoarrays. The study aimed to overcome the challenges in synthesizing 5-substituted 2-amino-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one nucleosides by developing an efficient route that avoids the need for converting the nucleoside core into a 4-chloro derivative prior to sugar coupling. The researchers utilized ω-substituted aldehydes, 2,6-diaminopyrimidin-4(3H)-one, Boc2O (tert-butyloxycarbonyl anhydride), and 1-chloro-2-deoxy-3,5-di-O-p-toluoyl-R-D-erythro-pentofuranose in their synthesis process. The conclusions of the study highlight the successful development of a convenient, efficient, and general route to 5-substituted 2-amino-7-((2R,4R,5R)-tetrahydro-4-hydroxy-5-(hydroxymethyl)furan-2-yl)-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-ones, which includes the formation of key O4-t-Bu ether intermediates and demonstrates the potential for preparing guanine nucleosides. The Boc protection strategy proved to be efficient for the preparation of these nucleosides with sensitive functionalities, as the Boc and O4-t-butyl groups could be effectively removed under mild conditions.
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