Density functional theory calculation of lipophilicity for organophosphate type pesticides
Апстракт
Density functional method with continuum solvation model is used for the calculation of the partition coefficient log KOW and the determination of lipophilicity of 22 most frequently used organophosphate type pesticides. Excellent agreement with experimental data is obtained using three different density functional approximations (one local, one general gradient and one hybrid), and our results highlight DFT as a reliable and trustworthy method for the calculation of lipophilicity for this important class of molecules. Furthermore, the calculated lipophilicity results are associated with the experimentally determined LD50 and LC50 values, showing that the most toxic pesticides are those with transient characteristics (medium lipophilicity), although this conclusion must be taken with a caution, due to the many factors influencing the ingestion and action of a certain substance in the body besides lipophilicity.
Кључне речи:
DFT / lipophilicity / organophosphate pesticides / toxicity / partition coefficient / log K-OWИзвор:
Journal of the Serbian Chemical Society, 2017, 82, 12, 1369-1378Издавач:
- Belgrade: Serbian Chemical Society
Финансирање / пројекти:
- Рационални дизајн и синтеза биолошки активних и координационих једињења и функционалних материјала, релевантних у (био)нанотехнологији (RS-172035)
- Организовање одрживе производње органског узгоја јагњади као подршка руралног развоја (RS-31085)
DOI: 10.2298/JSC170725104V
ISSN: 0352-5139
WoS: 000419391700004
Scopus: 2-s2.0-85040048768
Институција/група
IHTMTY - JOUR AU - Vlahović, Filip AU - Ivanović, Saša AU - Zlatar, Matija AU - Gruden, Maja PY - 2017 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2107 AB - Density functional method with continuum solvation model is used for the calculation of the partition coefficient log KOW and the determination of lipophilicity of 22 most frequently used organophosphate type pesticides. Excellent agreement with experimental data is obtained using three different density functional approximations (one local, one general gradient and one hybrid), and our results highlight DFT as a reliable and trustworthy method for the calculation of lipophilicity for this important class of molecules. Furthermore, the calculated lipophilicity results are associated with the experimentally determined LD50 and LC50 values, showing that the most toxic pesticides are those with transient characteristics (medium lipophilicity), although this conclusion must be taken with a caution, due to the many factors influencing the ingestion and action of a certain substance in the body besides lipophilicity. PB - Belgrade: Serbian Chemical Society T2 - Journal of the Serbian Chemical Society T1 - Density functional theory calculation of lipophilicity for organophosphate type pesticides VL - 82 IS - 12 SP - 1369 EP - 1378 DO - 10.2298/JSC170725104V ER -
@article{ author = "Vlahović, Filip and Ivanović, Saša and Zlatar, Matija and Gruden, Maja", year = "2017", abstract = "Density functional method with continuum solvation model is used for the calculation of the partition coefficient log KOW and the determination of lipophilicity of 22 most frequently used organophosphate type pesticides. Excellent agreement with experimental data is obtained using three different density functional approximations (one local, one general gradient and one hybrid), and our results highlight DFT as a reliable and trustworthy method for the calculation of lipophilicity for this important class of molecules. Furthermore, the calculated lipophilicity results are associated with the experimentally determined LD50 and LC50 values, showing that the most toxic pesticides are those with transient characteristics (medium lipophilicity), although this conclusion must be taken with a caution, due to the many factors influencing the ingestion and action of a certain substance in the body besides lipophilicity.", publisher = "Belgrade: Serbian Chemical Society", journal = "Journal of the Serbian Chemical Society", title = "Density functional theory calculation of lipophilicity for organophosphate type pesticides", volume = "82", number = "12", pages = "1369-1378", doi = "10.2298/JSC170725104V" }
Vlahović, F., Ivanović, S., Zlatar, M.,& Gruden, M.. (2017). Density functional theory calculation of lipophilicity for organophosphate type pesticides. in Journal of the Serbian Chemical Society Belgrade: Serbian Chemical Society., 82(12), 1369-1378. https://doi.org/10.2298/JSC170725104V
Vlahović F, Ivanović S, Zlatar M, Gruden M. Density functional theory calculation of lipophilicity for organophosphate type pesticides. in Journal of the Serbian Chemical Society. 2017;82(12):1369-1378. doi:10.2298/JSC170725104V .
Vlahović, Filip, Ivanović, Saša, Zlatar, Matija, Gruden, Maja, "Density functional theory calculation of lipophilicity for organophosphate type pesticides" in Journal of the Serbian Chemical Society, 82, no. 12 (2017):1369-1378, https://doi.org/10.2298/JSC170725104V . .