2nd International Conference on Chemo and Bioinformatics ICCBIKG 2023 (383-386)
АУТОР(И) / AUTHOR(S): Marija Milosavljević, Aleksandra Rakić, Dušan Dimić
Е-АДРЕСА / E-MAIL: milosavljevic.fh@gmail.com
DOI: 10.46793/ICCBI23.383M
САЖЕТАК / ABSTRACT:
Isoproterenol (ISO) is a non-selective β adrenoceptor agonist structurally similar to epinephrine and norepinephrine. In this contribution, the structure of ISO was optimized by several common functionals (B3LYP, CAM-B3LYP, B3PW91, M06-2X, and M05-2X) in conjunction with 6-311++G(d,p) level of theory. The appropriate level of theory (M05-2X/6-311++G(d,p)) was determined by a comparison between experimental bond lengths and angles. The experimental and theoretical IR spectra were obtained, and a high resemblance between them was observed, with the positions of the most intense bands being well reproduced. The differences in these values were explained by the physical state of a sample that was used for the experimental spectra. The experimental and theoretical wavenumbers of the most prominent transition in UV- Vis spectra were very similar, and this transition was assigned as HOMO→LUMO. The scavenging activity towards DPPH was determined by UV-Vis spectroscopy. The antiradical potency of ISO was comparable to standard antioxidants due to the presence of catechol moiety. These structural parameters were also important for the interactions of β1 adrenergic receptors.
КЉУЧНЕ РЕЧИ / KEYWORDS:
isoproterenol, DFT, IR, molecular docking
ЛИТЕРАТУРА / REFERENCES:
- D. Dimić, D. Milenković, J. Dimitrič Marković, Z. Marković, Antiradical activity of catecholamines and metabolites of dopamine: theoretical and experimental studies, Physical Chemistry Chemical Physics 19 (2016), 12970-12980
- D. Dimić, D. Milenković, J. Ilić, B. Šmit, A. Amić, Z. Marković, J. Dimitrić Marković, Experimental and theoretical elucidation of structural and antioxidant properties of vanillylmandelic acid and its carboxylate anion, Spectrochimica Acta A 198 (2018), 61-70.
- R. Kingsford-Adaboh, E. Hayashi, M. Haisa, S. Kashino, Crystal Structures and Molecular Conformations of Isoprenaline Hydrochloride and (S)-Isoprenaline Hydrogen (2R,3R)-Tartrate, BCSJ 66 (1993) 2883.