The conformations of the C-6 lactonized germacranolides 1–3 were calculated by applying the PM3 semi-empirical method. The low-temperature 1H-NMR spectra of parthenolide (1) were also measured. The relations between the calculated and the experimentally determined geometries were established using a modified Karplus equation. The applied quantum-chemical calculations proved to be an efficient and easy-to-use tool for the elucidation and prediction of the properties of germacranolide-type sesquiterpene lactones.
Konformacije germakranolida 1–3, laktonizovanih u položaju (6), izračunate su primenom PM3 semi-empirijske MO metode. Takođe su snimljeni protonski NMR spektri partenolida (1) na niskim temperaturama. Pomoću modifikovane Karplusove jednačine je uspostavljena korelacija između eksperimentalno utvrđenih i izračunatih najstabilnijih konformacija. Zaključeno je da primenjena kvantno-hemijska izračunavanja brzo i pouzdano mogu predvideti i objasniti osobine seskviterpenskih laktona tipa germakranolida.
TY - JOUR
AU - Milosavljević, Slobodan
AU - Juranić, Ivan
AU - Aljančić, Ivana
AU - Vajs, Vlatka
AU - Todorović, Nina
PY - 2003
UR - http://cer.ihtm.bg.ac.rs/handle/123456789/117
AB - The conformations of the C-6 lactonized germacranolides 1–3 were calculated by applying the PM3 semi-empirical method. The low-temperature 1H-NMR spectra of parthenolide (1) were also measured. The relations between the calculated and the experimentally determined geometries were established using a modified Karplus equation. The applied quantum-chemical calculations proved to be an efficient and easy-to-use tool for the elucidation and prediction of the properties of germacranolide-type sesquiterpene lactones.
AB - Konformacije germakranolida 1–3, laktonizovanih u položaju (6), izračunate su primenom PM3 semi-empirijske MO metode. Takođe su snimljeni protonski NMR spektri partenolida (1) na niskim temperaturama. Pomoću modifikovane Karplusove jednačine je uspostavljena korelacija između eksperimentalno utvrđenih i izračunatih najstabilnijih konformacija. Zaključeno je da primenjena kvantno-hemijska izračunavanja brzo i pouzdano mogu predvideti i objasniti osobine seskviterpenskih laktona tipa germakranolida.
PB - Serbian Chemical Society
T2 - Journal of the Serbian Chemical Society
T1 - Conformation analysis of three germacranolides by the PM3 semi-empirical method
T1 - Konformaciona analiza tri germakranolida PM3 semi-empirijskom metodom
VL - 68
IS - 4-5
SP - 281
EP - 289
DO - 10.2298/JSC0305281M
ER -
@article{
author = "Milosavljević, Slobodan and Juranić, Ivan and Aljančić, Ivana and Vajs, Vlatka and Todorović, Nina",
year = "2003",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/117",
abstract = "The conformations of the C-6 lactonized germacranolides 1–3 were calculated by applying the PM3 semi-empirical method. The low-temperature 1H-NMR spectra of parthenolide (1) were also measured. The relations between the calculated and the experimentally determined geometries were established using a modified Karplus equation. The applied quantum-chemical calculations proved to be an efficient and easy-to-use tool for the elucidation and prediction of the properties of germacranolide-type sesquiterpene lactones., Konformacije germakranolida 1–3, laktonizovanih u položaju (6), izračunate su primenom PM3 semi-empirijske MO metode. Takođe su snimljeni protonski NMR spektri partenolida (1) na niskim temperaturama. Pomoću modifikovane Karplusove jednačine je uspostavljena korelacija između eksperimentalno utvrđenih i izračunatih najstabilnijih konformacija. Zaključeno je da primenjena kvantno-hemijska izračunavanja brzo i pouzdano mogu predvideti i objasniti osobine seskviterpenskih laktona tipa germakranolida.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Conformation analysis of three germacranolides by the PM3 semi-empirical method, Konformaciona analiza tri germakranolida PM3 semi-empirijskom metodom",
volume = "68",
number = "4-5",
pages = "281-289",
doi = "10.2298/JSC0305281M"
}
Milosavljević S, Juranić I, Aljančić I, Vajs V, Todorović N. Konformaciona analiza tri germakranolida PM3 semi-empirijskom metodom. Journal of the Serbian Chemical Society. 2003;68(4-5):281-289
Milosavljević, S., Juranić, I., Aljančić, I., Vajs, V.,& Todorović, N. (2003). Konformaciona analiza tri germakranolida PM3 semi-empirijskom metodom.
Journal of the Serbian Chemical SocietySerbian Chemical Society., 68(4-5), 281-289.
https://doi.org/10.2298/JSC0305281M
