Synthesis, structural properties and DNA protective activity of ferrocenyl N-acyl pyrazolines
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2024
Authors
Novaković, Slađana B.![](/themes/MirageVinar/images/orcid.png)
Bogdanović, Goran A.
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Ratković, Zoran
![](/themes/MirageVinar/images/orcid.png)
Blagojević, Stefan
Matić, Sanja Lj.
Muškinja, Jovana
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Article (Published version)
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Two series of new ferrocenyl pyrazolines have been synthesized by the reac-tion of ferrocenyl chalcones and their analogues with hydrazine hydrate in thepresence of corresponding carboxylic acid. Single-crystal X-ray crystallographicdata were used for detailed analysis of the interesting versatility of four com-pounds in the formation of intermolecular interactions. The analysis revealedan excellent structural flexibility of the present ferrocenyl pyrazoline moleculesfor the non-covalent interactions, with a particular contribution of the ferro-cene units. In addition, for comparison with crystallographic findings, weinvestigated the protective effect of all compounds on DNA against hydroxyland peroxyl radicals induced by Fe2+,H2O2, and 2,20-azobis(2-amidinopro-pane) dihydrochloride (AAPH). The results indicated that all compoundsshowed rather similar DNA protective activity, which was comparable withquercetin as a well-known protective compound. This similarity in antigeno-toxic actio...n could be explained by the established excellent structural flexibil-ity of ferrocenyl pyrazolines for the formation of different intermolecularinteractions as important structural property for molecular recognition.
Keywords:
antigenotoxic activity / ferrocene / non-covalent interactions / pyrazolineSource:
Applied Organometallic Chemistry, 2024Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200017 (University of Belgrade, Institute of Nuclear Sciences 'Vinča', Belgrade-Vinča) (RS-MESTD-inst-2020-200017)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200122 (University of Kragujevac, Faculty of Science) (RS-MESTD-inst-2020-200122)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200378 (Institute of Information Technology) (RS-MESTD-inst-2020-200378)
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VinčaTY - JOUR AU - Novaković, Slađana B. AU - Bogdanović, Goran A. AU - Ratković, Zoran AU - Blagojević, Stefan AU - Matić, Sanja Lj. AU - Muškinja, Jovana PY - 2024 UR - https://vinar.vin.bg.ac.rs/handle/123456789/13183 AB - Two series of new ferrocenyl pyrazolines have been synthesized by the reac-tion of ferrocenyl chalcones and their analogues with hydrazine hydrate in thepresence of corresponding carboxylic acid. Single-crystal X-ray crystallographicdata were used for detailed analysis of the interesting versatility of four com-pounds in the formation of intermolecular interactions. The analysis revealedan excellent structural flexibility of the present ferrocenyl pyrazoline moleculesfor the non-covalent interactions, with a particular contribution of the ferro-cene units. In addition, for comparison with crystallographic findings, weinvestigated the protective effect of all compounds on DNA against hydroxyland peroxyl radicals induced by Fe2+,H2O2, and 2,20-azobis(2-amidinopro-pane) dihydrochloride (AAPH). The results indicated that all compoundsshowed rather similar DNA protective activity, which was comparable withquercetin as a well-known protective compound. This similarity in antigeno-toxic action could be explained by the established excellent structural flexibil-ity of ferrocenyl pyrazolines for the formation of different intermolecularinteractions as important structural property for molecular recognition. T2 - Applied Organometallic Chemistry T1 - Synthesis, structural properties and DNA protective activity of ferrocenyl N-acyl pyrazolines DO - 10.1002/aoc.7464 ER -
@article{ author = "Novaković, Slađana B. and Bogdanović, Goran A. and Ratković, Zoran and Blagojević, Stefan and Matić, Sanja Lj. and Muškinja, Jovana", year = "2024", abstract = "Two series of new ferrocenyl pyrazolines have been synthesized by the reac-tion of ferrocenyl chalcones and their analogues with hydrazine hydrate in thepresence of corresponding carboxylic acid. Single-crystal X-ray crystallographicdata were used for detailed analysis of the interesting versatility of four com-pounds in the formation of intermolecular interactions. The analysis revealedan excellent structural flexibility of the present ferrocenyl pyrazoline moleculesfor the non-covalent interactions, with a particular contribution of the ferro-cene units. In addition, for comparison with crystallographic findings, weinvestigated the protective effect of all compounds on DNA against hydroxyland peroxyl radicals induced by Fe2+,H2O2, and 2,20-azobis(2-amidinopro-pane) dihydrochloride (AAPH). The results indicated that all compoundsshowed rather similar DNA protective activity, which was comparable withquercetin as a well-known protective compound. This similarity in antigeno-toxic action could be explained by the established excellent structural flexibil-ity of ferrocenyl pyrazolines for the formation of different intermolecularinteractions as important structural property for molecular recognition.", journal = "Applied Organometallic Chemistry", title = "Synthesis, structural properties and DNA protective activity of ferrocenyl N-acyl pyrazolines", doi = "10.1002/aoc.7464" }
Novaković, S. B., Bogdanović, G. A., Ratković, Z., Blagojević, S., Matić, S. Lj.,& Muškinja, J.. (2024). Synthesis, structural properties and DNA protective activity of ferrocenyl N-acyl pyrazolines. in Applied Organometallic Chemistry. https://doi.org/10.1002/aoc.7464
Novaković SB, Bogdanović GA, Ratković Z, Blagojević S, Matić SL, Muškinja J. Synthesis, structural properties and DNA protective activity of ferrocenyl N-acyl pyrazolines. in Applied Organometallic Chemistry. 2024;. doi:10.1002/aoc.7464 .
Novaković, Slađana B., Bogdanović, Goran A., Ratković, Zoran, Blagojević, Stefan, Matić, Sanja Lj., Muškinja, Jovana, "Synthesis, structural properties and DNA protective activity of ferrocenyl N-acyl pyrazolines" in Applied Organometallic Chemistry (2024), https://doi.org/10.1002/aoc.7464 . .