Synthesis, spectral characterization and antimicrobial evaluation of some novel N-allyl-2,6-diarylpiperidone O-allyl oximes

K. Narayanan, M. Shanmugam, S. Kabilan
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Abstract

A new series of 1-allyl-2,6-diarylpiperidone $O$-allyl oximes 13–18 were synthesized from 2,6-diarylpiperidones through various steps. The structures of all the compounds are characterized by their IR, NMR, (1D & 2D NMR) and mass spectral studies. Based on the spectral values and coupling constants all the compounds exist in chair conformation except 18 in boat conformation. Also, all the synthesized compounds are screened for their antimicrobial activity against several bacterial and fungal strains. p-Chloro-2,6-diphenyl substituted compound 15, showed remarkable activity against A.niger and compound 17 against Pseudomonas and A.flavus strains.
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新型n -烯丙基-2,6-二芳基哌酮o -烯丙基肟的合成、光谱表征及抗菌评价
以2,6-二芳基胡椒酮为原料,经不同步骤合成了一系列新的1-烯丙基-2,6-二芳基胡椒酮$O$-烯丙基肟13-18。所有化合物的结构都通过红外、核磁共振、(一维和二维核磁共振)和质谱研究进行了表征。从光谱值和耦合常数来看,除18个化合物呈船形外,其余化合物均呈椅形。此外,所有合成的化合物都对几种细菌和真菌菌株进行了抗菌活性筛选。对氯-2,6-二苯基取代化合物15对黑曲霉有显著的抑制作用,化合物17对假单胞菌和黄曲霉有显著的抑制作用。
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