Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods
Само за регистроване кориснике
2020
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Retention behaviour of twenty-one chalcones synthesized in our laboratory was tested in three thin-layer chromatography (RP-TLC) systems (acetonitrile–water, ethanol–water and acetone–water) and chromatography parameters R0 M, S and C0 were calculated. The most suitable RP-TLC system (acetonitrile–water) and chromatography parameter (C0) for lipophilicity prediction of tested compounds were selected on the basis of the highest correlations with calculated logP values. In selected system, compound 12 had the highest, whereas 47 had the lowest C0 value. QSRR analysis was performed and three models representing relationships between C0 and selected molecular descriptors were created—MLR(C0), PLS(C0) and SVM(C0). Interpretation of molecular descriptors which form statistically the most reliable SVM(C0) model identified the most important structural and physico-chemical properties that influence retention behaviour of tested compounds. In addition, descriptors with the highest influence on ...R0
M as well as on C0 calculated in the remaining two RP-TLC systems were dentified and interpreted.
Кључне речи:
RP-TLC / Chalcones / logP / QSRR modelsИзвор:
Journal of Planar Chromatography - Modern TLC, 2020, 33, 245-253Издавач:
- Springer
Финансирање / пројекти:
- Развој молекула са антиинфламаторним и кардиопроактивним дејством: структурне модификације, моделовање, физичкохемијска карактеризација и формулациона испитивања (RS-MESTD-Basic Research (BR or ON)-172041)
DOI: 10.1007/s00764-020-00029-w
ISSN: 0933-4173
WoS: 000539578500001
Scopus: 2-s2.0-85086117562
Институција/група
PharmacyTY - JOUR AU - Dobričić, Vladimir AU - Turković, Nemanja AU - Ivković, Branka AU - Csuvik, Oszkár AU - Vujić, Zorica PY - 2020 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5441 AB - Retention behaviour of twenty-one chalcones synthesized in our laboratory was tested in three thin-layer chromatography (RP-TLC) systems (acetonitrile–water, ethanol–water and acetone–water) and chromatography parameters R0 M, S and C0 were calculated. The most suitable RP-TLC system (acetonitrile–water) and chromatography parameter (C0) for lipophilicity prediction of tested compounds were selected on the basis of the highest correlations with calculated logP values. In selected system, compound 12 had the highest, whereas 47 had the lowest C0 value. QSRR analysis was performed and three models representing relationships between C0 and selected molecular descriptors were created—MLR(C0), PLS(C0) and SVM(C0). Interpretation of molecular descriptors which form statistically the most reliable SVM(C0) model identified the most important structural and physico-chemical properties that influence retention behaviour of tested compounds. In addition, descriptors with the highest influence on R0 M as well as on C0 calculated in the remaining two RP-TLC systems were dentified and interpreted. PB - Springer T2 - Journal of Planar Chromatography - Modern TLC T1 - Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods VL - 33 SP - 245 EP - 253 DO - 10.1007/s00764-020-00029-w ER -
@article{ author = "Dobričić, Vladimir and Turković, Nemanja and Ivković, Branka and Csuvik, Oszkár and Vujić, Zorica", year = "2020", abstract = "Retention behaviour of twenty-one chalcones synthesized in our laboratory was tested in three thin-layer chromatography (RP-TLC) systems (acetonitrile–water, ethanol–water and acetone–water) and chromatography parameters R0 M, S and C0 were calculated. The most suitable RP-TLC system (acetonitrile–water) and chromatography parameter (C0) for lipophilicity prediction of tested compounds were selected on the basis of the highest correlations with calculated logP values. In selected system, compound 12 had the highest, whereas 47 had the lowest C0 value. QSRR analysis was performed and three models representing relationships between C0 and selected molecular descriptors were created—MLR(C0), PLS(C0) and SVM(C0). Interpretation of molecular descriptors which form statistically the most reliable SVM(C0) model identified the most important structural and physico-chemical properties that influence retention behaviour of tested compounds. In addition, descriptors with the highest influence on R0 M as well as on C0 calculated in the remaining two RP-TLC systems were dentified and interpreted.", publisher = "Springer", journal = "Journal of Planar Chromatography - Modern TLC", title = "Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods", volume = "33", pages = "245-253", doi = "10.1007/s00764-020-00029-w" }
Dobričić, V., Turković, N., Ivković, B., Csuvik, O.,& Vujić, Z.. (2020). Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods. in Journal of Planar Chromatography - Modern TLC Springer., 33, 245-253. https://doi.org/10.1007/s00764-020-00029-w
Dobričić V, Turković N, Ivković B, Csuvik O, Vujić Z. Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods. in Journal of Planar Chromatography - Modern TLC. 2020;33:245-253. doi:10.1007/s00764-020-00029-w .
Dobričić, Vladimir, Turković, Nemanja, Ivković, Branka, Csuvik, Oszkár, Vujić, Zorica, "Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods" in Journal of Planar Chromatography - Modern TLC, 33 (2020):245-253, https://doi.org/10.1007/s00764-020-00029-w . .