RP TLC-Based Lipophilicity Assessment of Some Natural and Synthetic Coumarins
2012
Аутори
Rabtti, El Hadi M. A.Natić, Maja
Milojković-Opsenica, Dušanka
Trifković, Jelena
Vučković, Ivan
Vajs, Vlatka
Tešić, Živoslav
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
The lipophilic character of twelve coumarins was investigated by reversed-phase thin-layer chromatography (RP TLC) on RP-18 silica. The three different binary solvent systems composed of water and organic modifier (methanol, tetrahydrofuran or acetonitrile) were used in order to determine retention parameter (R-M(0)) and octanol-water partition coefficient (log P-OW) as a measure of the lipophilicity of the tested compounds. Lipophilicity parameter (log P-OW) was experimentally determined using eight standard solutes with known log P-OW values which were analyzed under the same chromatographic conditions as the target substances. Lipophilicity parameters together with 2D molecular descriptors were subjected to the multivariate statistical analysis (principal component analysis (PCA) and partial least square (PLS) regression) in order to reveal the most influential factors governing the retention, i.e., lipophilicity of the investigated compounds. The quantitative structure-retention re...lationship models reveal the importance of descriptors which describe the size and the shape of the molecule as well as their polar properties.
Кључне речи:
coumarins / lipophilicity / quantitative structure-retention relationships / principal component analysis / partial least squareИзвор:
Journal of the Brazilian Chemical Society, 2012, 23, 3, 522-Издавач:
- Soc Brasileira Quimica, Sao Paulo
Финансирање / пројекти:
- Корелација структуре и особина природних и синтетичких молекула и њихових комплекса са металима (RS-MESTD-Basic Research (BR or ON)-172017)
Институција/група
IHTMTY - JOUR AU - Rabtti, El Hadi M. A. AU - Natić, Maja AU - Milojković-Opsenica, Dušanka AU - Trifković, Jelena AU - Vučković, Ivan AU - Vajs, Vlatka AU - Tešić, Živoslav PY - 2012 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2726 AB - The lipophilic character of twelve coumarins was investigated by reversed-phase thin-layer chromatography (RP TLC) on RP-18 silica. The three different binary solvent systems composed of water and organic modifier (methanol, tetrahydrofuran or acetonitrile) were used in order to determine retention parameter (R-M(0)) and octanol-water partition coefficient (log P-OW) as a measure of the lipophilicity of the tested compounds. Lipophilicity parameter (log P-OW) was experimentally determined using eight standard solutes with known log P-OW values which were analyzed under the same chromatographic conditions as the target substances. Lipophilicity parameters together with 2D molecular descriptors were subjected to the multivariate statistical analysis (principal component analysis (PCA) and partial least square (PLS) regression) in order to reveal the most influential factors governing the retention, i.e., lipophilicity of the investigated compounds. The quantitative structure-retention relationship models reveal the importance of descriptors which describe the size and the shape of the molecule as well as their polar properties. PB - Soc Brasileira Quimica, Sao Paulo T2 - Journal of the Brazilian Chemical Society T1 - RP TLC-Based Lipophilicity Assessment of Some Natural and Synthetic Coumarins VL - 23 IS - 3 SP - 522 UR - https://hdl.handle.net/21.15107/rcub_cherry_1274 ER -
@article{ author = "Rabtti, El Hadi M. A. and Natić, Maja and Milojković-Opsenica, Dušanka and Trifković, Jelena and Vučković, Ivan and Vajs, Vlatka and Tešić, Živoslav", year = "2012", abstract = "The lipophilic character of twelve coumarins was investigated by reversed-phase thin-layer chromatography (RP TLC) on RP-18 silica. The three different binary solvent systems composed of water and organic modifier (methanol, tetrahydrofuran or acetonitrile) were used in order to determine retention parameter (R-M(0)) and octanol-water partition coefficient (log P-OW) as a measure of the lipophilicity of the tested compounds. Lipophilicity parameter (log P-OW) was experimentally determined using eight standard solutes with known log P-OW values which were analyzed under the same chromatographic conditions as the target substances. Lipophilicity parameters together with 2D molecular descriptors were subjected to the multivariate statistical analysis (principal component analysis (PCA) and partial least square (PLS) regression) in order to reveal the most influential factors governing the retention, i.e., lipophilicity of the investigated compounds. The quantitative structure-retention relationship models reveal the importance of descriptors which describe the size and the shape of the molecule as well as their polar properties.", publisher = "Soc Brasileira Quimica, Sao Paulo", journal = "Journal of the Brazilian Chemical Society", title = "RP TLC-Based Lipophilicity Assessment of Some Natural and Synthetic Coumarins", volume = "23", number = "3", pages = "522", url = "https://hdl.handle.net/21.15107/rcub_cherry_1274" }
Rabtti, E. H. M. A., Natić, M., Milojković-Opsenica, D., Trifković, J., Vučković, I., Vajs, V.,& Tešić, Ž.. (2012). RP TLC-Based Lipophilicity Assessment of Some Natural and Synthetic Coumarins. in Journal of the Brazilian Chemical Society Soc Brasileira Quimica, Sao Paulo., 23(3), 522. https://hdl.handle.net/21.15107/rcub_cherry_1274
Rabtti EHMA, Natić M, Milojković-Opsenica D, Trifković J, Vučković I, Vajs V, Tešić Ž. RP TLC-Based Lipophilicity Assessment of Some Natural and Synthetic Coumarins. in Journal of the Brazilian Chemical Society. 2012;23(3):522. https://hdl.handle.net/21.15107/rcub_cherry_1274 .
Rabtti, El Hadi M. A., Natić, Maja, Milojković-Opsenica, Dušanka, Trifković, Jelena, Vučković, Ivan, Vajs, Vlatka, Tešić, Živoslav, "RP TLC-Based Lipophilicity Assessment of Some Natural and Synthetic Coumarins" in Journal of the Brazilian Chemical Society, 23, no. 3 (2012):522, https://hdl.handle.net/21.15107/rcub_cherry_1274 .