Synthesis, E/Z isomerisation and antimicrobial studies of different structured novel ketone derivatives.

Year 2019, Volume: 6 Issue: 2, 177 - 188, 15.06.2019

Aysema Sayık Mehan Ebru Senturk Emel Mataracı Kara Ayse Serguzel Yusufoglu

https://doi.org/10.18596/jotcsa.486487

Cited By: 2

Abstract

In this study five different structured mono ketones’
(k1- k5) novel derivatives as five
new   hydrazones (h1-h5) and   five new
semicarbazones (s1-s5) were
synthesized.  The synthesized compounds
were identified by IR, ¹H-NMR, ¹³C-NMR, mass and
chromatographic methods for their structures and E/Z isomerizations.  These mentioned hydrazones and semicarbazones
were investigated for their antimicrobial activities.  Seven bacterias and three fungis were tested.
Ciprofloxacin and Fluconazole were used as standards. MIC values were
determined. The relationship between structure and antimicrobial actvity was
discussed. Hydrazones were more effective than semicarbazones. Besides, acetyl
acetone as a diketone delivered the known
1-(2,4-dinitrophenyl)-3,5-dimethyl-1H-pyrazole (p1) which showed very high antimicrobial activity than hydrazones
and semicarbazones against Klebsiella
pneumoniae ATCC 4352, Proteus mirabilis
ATCC 14153, Staphylococcus epidermidis
ATCC 12228, Enterococcus faecalis
ATCC 29212, Candida parapsilosis ATCC
22019, Candida tropicalis ATCC 750.

Keywords

Diazo compounds, Substituent effect, Heterocycles, Antimicrobial activity, Pyrazole

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