Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins
Samo za registrovane korisnike
2011
Autori
Trišović, NemanjaValentić, Nataša
Erović, Marko
Đaković-Sekulić, Tatjana
Ušćumlić, Gordana
Juranić, Ivan
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
A series of 5-substituted 5-phenylhydantoins was synthesized and their UV absorption spectra were recorded in the region 200-400 nm in selected solvents of different polarity. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions were analyzed by means of the linear solvation energy relationship concept proposed by Kamlet and Taft. The lipophilicities of the investigated hydantoins were estimated by calculation of their log P values. The quantitative relationship between the ratio of the contributions of specific solvent interactions and the corresponding lipophilicity parameter is discussed. The correlation equations were combined with the corresponding ED50 values and different physicochemical parameters to generate new equations that demonstrate the reasonable relationships between solute-solvent interactions and the structure-activity parameters. In order to determine a spectroscopic assignment of the absorption bands in different solvent...s, quantum chemical calculations were done.
Ključne reči:
Hydantoins / Absorption spectra / Solvent effect / Hydrogen bonds / Lipophilicity / Anticonvulsant activityIzvor:
Monatshefte Fur Chemie, 2011, 142, 12, 1227-1234Izdavač:
- Springer Wien, Wien
Finansiranje / projekti:
- Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-172013)
DOI: 10.1007/s00706-011-0639-7
ISSN: 0026-9247
WoS: 000297146300004
Scopus: 2-s2.0-84855666555
Institucija/grupa
Tehnološko-metalurški fakultetTY - JOUR AU - Trišović, Nemanja AU - Valentić, Nataša AU - Erović, Marko AU - Đaković-Sekulić, Tatjana AU - Ušćumlić, Gordana AU - Juranić, Ivan PY - 2011 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1904 AB - A series of 5-substituted 5-phenylhydantoins was synthesized and their UV absorption spectra were recorded in the region 200-400 nm in selected solvents of different polarity. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions were analyzed by means of the linear solvation energy relationship concept proposed by Kamlet and Taft. The lipophilicities of the investigated hydantoins were estimated by calculation of their log P values. The quantitative relationship between the ratio of the contributions of specific solvent interactions and the corresponding lipophilicity parameter is discussed. The correlation equations were combined with the corresponding ED50 values and different physicochemical parameters to generate new equations that demonstrate the reasonable relationships between solute-solvent interactions and the structure-activity parameters. In order to determine a spectroscopic assignment of the absorption bands in different solvents, quantum chemical calculations were done. PB - Springer Wien, Wien T2 - Monatshefte Fur Chemie T1 - Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins EP - 1234 IS - 12 SP - 1227 VL - 142 DO - 10.1007/s00706-011-0639-7 ER -
@article{ author = "Trišović, Nemanja and Valentić, Nataša and Erović, Marko and Đaković-Sekulić, Tatjana and Ušćumlić, Gordana and Juranić, Ivan", year = "2011", abstract = "A series of 5-substituted 5-phenylhydantoins was synthesized and their UV absorption spectra were recorded in the region 200-400 nm in selected solvents of different polarity. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions were analyzed by means of the linear solvation energy relationship concept proposed by Kamlet and Taft. The lipophilicities of the investigated hydantoins were estimated by calculation of their log P values. The quantitative relationship between the ratio of the contributions of specific solvent interactions and the corresponding lipophilicity parameter is discussed. The correlation equations were combined with the corresponding ED50 values and different physicochemical parameters to generate new equations that demonstrate the reasonable relationships between solute-solvent interactions and the structure-activity parameters. In order to determine a spectroscopic assignment of the absorption bands in different solvents, quantum chemical calculations were done.", publisher = "Springer Wien, Wien", journal = "Monatshefte Fur Chemie", title = "Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins", pages = "1234-1227", number = "12", volume = "142", doi = "10.1007/s00706-011-0639-7" }
Trišović, N., Valentić, N., Erović, M., Đaković-Sekulić, T., Ušćumlić, G.,& Juranić, I.. (2011). Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins. in Monatshefte Fur Chemie Springer Wien, Wien., 142(12), 1227-1234. https://doi.org/10.1007/s00706-011-0639-7
Trišović N, Valentić N, Erović M, Đaković-Sekulić T, Ušćumlić G, Juranić I. Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins. in Monatshefte Fur Chemie. 2011;142(12):1227-1234. doi:10.1007/s00706-011-0639-7 .
Trišović, Nemanja, Valentić, Nataša, Erović, Marko, Đaković-Sekulić, Tatjana, Ušćumlić, Gordana, Juranić, Ivan, "Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins" in Monatshefte Fur Chemie, 142, no. 12 (2011):1227-1234, https://doi.org/10.1007/s00706-011-0639-7 . .