Synthesis and study of antibacterial and anti-mao activity of new pyrazoline and pyrimidine derivatives based on (e)-1-(4-amyloxyphenyl)-3-arylprop-2-en-1-ones

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Abstract

Five chalcones from the pentyloxyacetophenone series with aromatic aldehydes have been synthesized. New pyrazoline and pyrimidine derivatives have been successfully synthesized on their basis The antimicrobial activity of 15 synthesized compounds was studied. Antimicrobial and antifungal activity was determined by the agar diffusion method. Studies have shown that out of 15 compounds, 9 exhibit high antifungal activity against pathogenic fungi of the genus Candida, and some compounds exhibit antagonistic activity against pathogenic strains of Escherichia coli and Staphylococcus aureus. Studies of anti-monoamine oxidase activity showed that two compounds showed moderate activity at a concentration of 1.0 mM, inhibiting the deamination of 5-oxytryptamine (serotonin) by 68 and 65%, respectively, and the remaining compounds showed weak anti-MAO activity.

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About the authors

A. U. Isakhanyan

Scientific and Technological Center for Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Author for correspondence.
Email: anush.isakhanyan.51@mail.ru
Armenia, Azatutyana

Z. A. Hovasyan

Scientific and Technological Center for Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
Armenia, Yerevan

R. A. Madoyan

Institute of Biochemistry named after G. Buniatyan of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
Armenia, Yerevan

A. G. Sukiasyan

Institute of Biochemistry named after G. Buniatyan of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
Armenia, Yerevan

S. G. Chailyan

Institute of Biochemistry named after G. Buniatyan of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
Russian Federation, Yerevan

A. S. Grigoryan

Scientific and Technological Center for Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
Armenia, Yerevan

H. V. Gasparyan

Scientific and Technological Center for Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
Russian Federation, Yerevan

A. A. Harutyunyan

Scientific and Technological Center for Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
Armenia, Yerevan

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2. Fig. 1. Zones of inhibition of C. albicans fungal growth on Sabouraud medium by the synthesized compounds. The concentration of the compounds was 20 mg/ml (a) and 40 mg/ml (b); fluconazole – 50 and 150 mg/ml (c).

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3. Scheme 1. Synthesis of chalcones (I–VI) with aromatic aldehydes. Based on them, a synthesis of new pyrazoline (VII–XI) and 2,4,6-pyrimidine derivatives (XII–XVI) was carried out.

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4. Table II

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18. Table. XVI

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