1. Synthesis and antiamoebic activity of new oxime ether derivatives containing 2-acetylpyridine/2-acetylfuran
- Author
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Amir Azam, Mohammad Abid, and Kakul Husain
- Subjects
Pyridines ,Clinical Biochemistry ,Drug Evaluation, Preclinical ,Pharmaceutical Science ,Alkylation ,Biochemistry ,Chemical synthesis ,chemistry.chemical_compound ,Inhibitory Concentration 50 ,Structure-Activity Relationship ,Drug Discovery ,Oximes ,Organic chemistry ,Animals ,Amebicides ,Furans ,Molecular Biology ,Molecular Structure ,2-Acetylfuran ,Spectrum Analysis ,Organic Chemistry ,Entamoeba histolytica ,Biological activity ,Carbon-13 NMR ,Oxime ,chemistry ,Proton NMR ,Molecular Medicine ,2-Acetylpyridine ,Nuclear chemistry ,Ethers - Abstract
Various oxime ether derivatives of 2-acetylpyridine and 2-acetylfuran series have been synthesised. O-Alkylation of the oximes by various alkylaminoethyl halides gave the corresponding oxime ether derivatives. The structures of these compounds were elucidated by UV, IR, 1 H NMR, 13 C NMR spectroscopic methods and elemental analyses. All the compounds were screened in vitro against the HM1:IMSS strain of Entamoeba histolytica . Based on the 50% inhibitory concentration (IC 50 ) data of the 12 compounds evaluated, two of the 2-acetylpyridine series and two in the 2-acetylfuran series showed better IC 50 values in vitro when compared with the standard amoebicidal drug, metronidazole. Moreover, one compound showed the most promising antiamoebic activity (IC 50 = 0.5 μM vs IC 50 = 1.9 μM of metronidazole).
- Published
- 2005