hrvatski

QSAR analiza kumarinskih derivata s potencijalnim antifungalnim djelovanjem

Coumarins and their derivatives demonstrate a wide range of biological activities on different organisms. Recently, some of these compounds have been reported as antifungal agents against several pathogenic fungi and applied in agriculture as eco-friendly plant protection agents. QSAR techniques provide insight into relationships between the chemical structure and biological activity and present an alternative pathway for the design and development of new molecules with improved activity. Using this relationship, QSAR models are used to predict the activity of new or untested compounds. The aim of this study was to reveal the physicochemical and structural requirements of newly synthesized coumarinyl derivatives related to their antifungal activity. Series of coumarinyl derivatives has been tested for antifungal activity on two different fungi: Macrophomina phaseolina and Sclerotinia sclerotiorum at the concentration of 0.8 μmol/mL. Results of antifungal assay were evaluated by QSAR analysis in order to provide insight on the quantitative relationship between chemical structure and antifungal activity of these compounds. Most of the assayed compounds showed moderate to good inhibition of mycelial growth for the both examined fungi. The QSAR study has clarified the importance of the presence of pairs: N – C atoms at the topological distance 5, as well as frequency of the pairs of O – O atoms at the topological distance 4, and N – O at the topological distance 9. Also, the presence of 3D- MorSE descriptor weighted with atomic mass implies of importance of three-dimensional distribution of atomic mass. This research represents initial phase in plant protection product development as it helps design new compounds as potential active components of such products.

kumarini ; QSAR ; antifungalna aktivnost

nije evidentirano

engleski

QSAR study of coumarinyl derivatives as potential antifungal agents

Coumarins and their derivatives demonstrate a wide range of biological activities on different organisms. Recently, some of these compounds have been reported as antifungal agents against several pathogenic fungi and applied in agriculture as eco-friendly plant protection agents. QSAR techniques provide insight into relationships between the chemical structure and biological activity and present an alternative pathway for the design and development of new molecules with improved activity. Using this relationship, QSAR models are used to predict the activity of new or untested compounds. The aim of this study was to reveal the physicochemical and structural requirements of newly synthesized coumarinyl derivatives related to their antifungal activity. Series of coumarinyl derivatives has been tested for antifungal activity on two different fungi: Macrophomina phaseolina and Sclerotinia sclerotiorum at the concentration of 0.8 μmol/mL. Results of antifungal assay were evaluated by QSAR analysis in order to provide insight on the quantitative relationship between chemical structure and antifungal activity of these compounds. Most of the assayed compounds showed moderate to good inhibition of mycelial growth for the both examined fungi. The QSAR study has clarified the importance of the presence of pairs: N – C atoms at the topological distance 5, as well as frequency of the pairs of O – O atoms at the topological distance 4, and N – O at the topological distance 9. Also, the presence of 3D- MorSE descriptor weighted with atomic mass implies of importance of three-dimensional distribution of atomic mass. This research represents initial phase in plant protection product development as it helps design new compounds as potential active components of such products.

coumarins ; QSAR ; antifungal activity

nije evidentirano