New Anti-Infective Preparations of Naphthyloxypropargylpiperidine Series

Authors

  • F. M. Sadyrbayeva Kazakh-British Technical University, 106 Ualikhanov str., 050010, Almaty, Kazakhstan
  • G. S. Akhmetova JSC “Institute of Chemical Sciences named after A.B. Becturov”, 106 Ualikhanov str., 050010, Almaty, Kazakhstan
  • K. D. Praliyev JSC “Institute of Chemical Sciences named after A.B. Becturov”, 106 Ualikhanov str., 050010, Almaty, Kazakhstan
  • H. Osman University Science Malaysia, School of Chemical Sciences, Penang, 11800 Gelugor, Malaysia
  • N. V. Korotetskaya Scientific Center of Antimicrobial Preparations JSC, 84 Auezov str. 84, 050008 Almaty, Kazakhstan

DOI:

https://doi.org/10.18321/ectj650

Keywords:

piperidin, naphthyloxypropargylic piperidols, cyclopropane, antimicrobial activity

Abstract

1-Alkyl-4-(3-naphthyloxyprop-1-ynyl)piperidine-4-ols have been obtained by the condensation of 1-alkyl-pipieridin-4-ones with 1- and 2-naphthoxypropines by the Favorsky method in absolute diethylether, in the presence of powered technical KОН, under atmospheric pressure. Acylation of tertiary naphthoxypropynyl piperidols by cyclopropanecarbonylchloride has been carried out in order to introduce a cyclopropanecarbonyl fragment into the structures of naphthoxypropargylpiperidines. The obtained esters of cyclopropanecarboxylic acid represent crystalline substances with the definite melting temperature, very soluble in water, ethanol, acetone. The composition and structure of the synthesized compounds have been confirmed by the data of elemental analysis, IR-spectroscopy, NMR-spectroscopy, the identity has been confirmed by thin-layer chromatography. The compounds under the code AIP (anti-infective preparation) have been studied for an antimicrobial activity in relation to museum microbial strains. The effects of these preparations have been assessed in vitro in relation to Bacillus subtilis ATCC 6633, Escherichia coli ATCC 25922, Salmonella enterica ATCC 14028 and Staphylococcus aureus ATCC 6538- P. It has been found that the compounds AIP-30 and AIP-31 possess an antimicrobial activity in relation to all strains of microorganisms, engaged in the experiment. AIP- 30 and AIP-31 have antimicrobial effects to different extents, AIP-30 has displayed the highest activity in relation to the museum strain Bacillus subtilis ATCC 6633 in the concentration of 250 μg/ml. It has been established that AIP-32 displays a selective antimicrobial activity towards one type, and AIP-33 ‒ towards two types of the museum strains, engaged in the experiment.

 

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Published

2017-06-30

How to Cite

Sadyrbayeva, F. M., Akhmetova, G. S., Praliyev, K. D., Osman, H., & Korotetskaya, N. V. (2017). New Anti-Infective Preparations of Naphthyloxypropargylpiperidine Series. Eurasian Chemico-Technological Journal, 19(2), 183–190. https://doi.org/10.18321/ectj650

Issue

Vol. 19 No. 2 (2017)

Section

Articles

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