Tezislər / Theses

THE 3
rd
 INTERNATIONAL SCIENTIFIC CONFERENCES OF STUDENTS AND YOUNG RESEARCHERS 
dedicated to the 99
th
anniversary of the National Leader of Azerbaijan Heydar Aliyev
407
SYNTHESIS OF NEW AZOMETHINE ON THE BASIS OF 
BROMINATED O-VANILLIN AND STUDY OF ITS BIOLOGICAL 
ACTIVITY 
R.A. Guliyev
1,2
, R.N. Ganbarova
2
, A.E. Huseynzada
1,2
, U.A. Hasanova
1,2
 
1
Baku State University
2
Azerbaijan State Oil and 
İ
ndustry University 
Baku, Azerbaijan 
[e-mail] 
Supervisor: Alakbar Huseynzada 
Keywords:
Azomethines, brominated o-vanillin, biological activity
Azomethines, which can be synthesized by condensation of aliphatic or 
aromatic amines with carbonyl compounds, were discovered by a Noble 
Prize winner German chemist Hugo Schiff in 1864. These unique compounds 
are one of the frequently used organic compounds in industry. The 
application areas of mentioned marvellous compounds include pigments and 
dyes industry, catalysts, substrates in organic synthesis, polymer stabilizers 
and pharmaceuticals. [1-4] 
Ortho-vanillin based azomethines are multifunctional ligands that can be 
used to design an infinite number of potential industrially important materials. 
This type of compounds becomes very popular in coordination chemistry for 
the reason that it can form complexes that have high stability with most 
metals. The reason of it is caused by the presence of nitrogen (N) of the 
azomethine group along with two oxygen (O) atoms of hydroxyl and methoxy 
groups. Various investigations of ortho-vanillin based azomethines and its 
metal complexes revealed that the biological activity of them includes such 
activities as antibacterial, antifungal, antioxidant, anticancer and so on. On 
the other side, it was found that compounds containing ortho-vanillin moiety 
also act as a weak inhibitor of tyrosinase, displaying both co-mutagenic and 
antimutagenic properties in Escherichia coli. In addition to it, several 
investigations performed by the pharmaceutical industry allowed to predict 
the mechanism of interaction of these compounds with DNA. Many efforts 
were done in the possibility of using ortho-vanillin based azomethines as a 
catalyst, polymers, dye analogues and some positive results were 
obtained.[1-4] 
Taking into account all mentioned, new azomethine containing ortho-
vanillin moiety was synthesized and its biological activity was studied. Novel 
azomethine was synthesized by the condensation reaction of brominated 
ortho-vanillin with 1,2-bis(2-aminoethoxy)ethane. The structure of the 
synthesized novel compound was investigated by 
1
H, 
13
C NMR and mass 
spectroscopic methods, as well as elemental analysis.

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