JEDRSKA KVADRUPOLNA RESONANCA 14N V FARMACEVTSKIH SUBSTANCAH

 

                                  

 

Molekula 6-tiogvanina in spekter dvojne resonance 1H-14N v trdni substanci

 

 

Kvadrupolne resonančne frekvence 14N v molekulskem kristalu zrcalijo strukturo molekule, porazdelitev elektronov v molekuli in intra ter intermolekularne kemijske vezi. Z merjenjem kvadrupolnih resonančnih frekvenc 14N lahko karakteriziramo farmacevtske substance, ugotavljamo njihovo kvaliteto, razlikujemo med kristalnimi polimorfi iste snovi itd.

 

 

Objavljena dela:

 

1.  J. Seliger, V. Žagar, 14N nuclear quadrupole resonance study of the structural

      phase transition in phenothiazine, J. Phys.: Condens. Matter 6, 6027-6033

      (1994)      

2.  J. N. Latosinska, J. Seliger, B. Nogaj, Electron density distribution in 2-nitro-

      5-methylimidazole derivatives studied by NMR-NQR double resonance,

      Magn. Res. Chem 37, 878-880 (1999)

3.  J. N. Latosinska, J. Seliger, V. Grechishkin, J. Spychala,  Studies of the

      electronic structureof 4-N-cytosine derivatives by NMR-NQR double

      resonance spectroscopy, Magn. Res. Chem 37, 881-884 (1999)

4.   R. Blinc, J. Seliger, A. Zidanšek, V. Žagar, F. Milia, H. Robert, 14N nuclear

      quadrupole resonance of some sulfa drugs, Solid State Nuclear Magnetic 

      Resonance 30, 61-68 (2006)

5.   J. Seliger, V. Žagar, A. Zidanšek and R. Blinc, 14N nuclear quadrupole

      resonance of picolinic, nicotinic, isonicotinic and dinicotinic acids , Chemical

      Physics 331, 131-136 (2006)

7.   J. Seliger, V. Žagar, 14N NQR study of nicotinamide and related compounds,

      Magn. Reson. Chem. 46, 58-62 (2008)

8.   J.N. Latosińska , M. Latosińska, J. Seliger, V. Žagar, Z. Kazimierczuk,

      Electron density distribution in cladribine (2-chloro-2-deoxyadenosine) – a

      drug against leukemia and multiple sclerosis – studied by multinuclear nqr

      spectroscopy and dft calculations, Chem. Phys. Letters 476, 293-302 (2009)

      doi:10.1016/j.cplett.2009.06.038 

9.  J. N. Latosinska, J. Seliger, V. Žagar, D. V. Burchardt, Hydrogen bonding and

     stacking π-π Interactions in solid 6-thioguanine and 6-mercaptopurine

     (antileukemia and antineoplastic drugs) studied by NMR-NQR double

     resonance spectroscopy and density functional theory

     J. Phys. Chem. A 113, 8781-8790 (2009) doi: 10.1021/jp904331z

10. J. Pirnat , J. Lužnik, V. Jazbinšek, V. Žagar, J. Seliger, T. M. Klapötke,

      Z. Trontelj, 14N NQR in the tetrazole family, Chemical Physics 364, 98–104

      (2009)

11. J. N. Latosinska, M. Latosinska, J. Seliger, V. Žagar, J. K. Maurin,

      A. Orzeszko, Z. Kazimierczuk, Structural Study of Selected Polyhalogenated

      Benzimidazoles (Protein Kinase CK2 Inhibitors) by Nuclear Quadrupole

      Double Resonance, X-ray, and Density Functional Theory, J. Phys. Chem. A

      114, 563–575 (2010) doi: 10.1021/jp9075492 

12. Z. LavriDescription: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: ccaron, J. Pirnat, J. LuDescription: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: zcaronnik, J. Seliger, V. Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Description: Zcaronagar, Z. Trontelj, S. Srčič,

      Application of 14N NQR to the study of piroxicam polymorphism, J. Pharm.

      Sci. 99, 4857-4865 (2010) DOI: 10.1002/jps.22186

13. J. Seliger, V. Žagar, J. N. Latosinska, 14 N NQR, 1H NMR and DFT/QTAIM

      study of hydrogen bonding and polymorphism in selected solid 1,3,4-

      thiadiazole derivatives, Phys. Chem. Chem. Phys. 12, 13007-13019 (2010)

      DOI: 10.1039/C0CP00195C

14. J. Latosińska, M. Latosińska, M. Tomczak, J. Seliger, V. Žagar, 
      Supramolecular synthon pattern in solid clioquinol and cloxiquine (APIs of
      antibacterial, antifungal, antiaging and antituberculosis drugs) studied by 35Cl
      NQR, 1H-17O and 1H-14N NQDR and DFT/QTAIM, J. Mol. Model. 17, 1781-
      1800 (2011) DOI: 10.1007/s00894-010-0876-4

15. J.N.Latosińska, J.Seliger, V.Žagar, D.V.Burchardt, A comparative study of the

      hydrogen-bonding patterns and prototropism in solid 2-thiocytosine (potential

      antileukemic agent) and cytosine, as studied by 1H-14N NQDR and

      QTAIM/DFT, J. Mol. Model. 18, 11-26 (2012)

      DOI: 10.1007/s00894-011-1021-8

16. J. N. Latosińska, M. Latosińska , J. Seliger, V. Žagar , J. K. Maurin ,

       Z. Kazimierczuk, Nature of isomerism of solid isothiourea salts, inhibitors of

       Nitric oxide synthases, as studied by 1H–14N nuclear quadrupole double

       resonance, X-ray, and Density functional theory/Quantum theory of atoms in

       molecules, J. Phys. Chem. A 116, 1445-1463 (2012)

       DOI: 10.1021/jp210322p

17. J. N. Latosińska, M. Latosińska, M. A. Tomczak, J. Seliger, V. Žagar, 

      J. K. Maurin, Conformations and intermolecular interactions pattern in solid

      chloroxylenol and triclosan (API of anti-infective agents and drugs). A 35Cl

      NQR, 1H-17O NQDR, X-ray and DFT/QTAIM study, Magn. Reson. Chem. 50,

      89 – 105 (2012) DOI: 10.1002/mrc.2799

18. J.N. Latosińska, M. Latosińska, J. Seliger, V. Žagar, An innovative method

      for the  non-destructive identification of photodegradation products in solid

      state. 1H-14N NMR-NQR and DFT/QTAIM study of photodegradation of

      nifedipine (anti-hypertensive) to nitrosonifedipine (potental antioxidative),

      Eur. J. Pharm. Sci. 47, 97-107 (2012)

      DOI: http://dx.doi.org/10.1016/j.ejps.2012.05.001

19. J. Seliger, V. Žagar, M. Latosińska, J. N. Latosińska, Electron configuration

      and hydrogen bonding pattern in several thymine and uracil analogues

      studied by 1H-14N NQDR and DFT/QTAIM, J. Phys. Chem. B 116, 8793-8804

      (2012) DOI: 10.1021/jp302659k

20. J. Seliger, V. Žagar, Nuclear quadrupole resonance characterization of

      carbamazepine cocrystals, Solid State Nucl. Magn. Reson. 47-48, 47-52

      (2012) DOI: 10.1016/j.ssnmr.2012.09.001

21. J. Seliger, V. Žagar, T. Asaji, NQR investigation and characterization of

      cocrystals and crystal polymorphs, Hyperfine Interactions 222, 1-13 (2013)

      DOI: 10.1007/s10751-012-0665-9

22. J. Seliger, V. Žagar, Hydrogen Bonds in Cocrystals and Salts of 2-Amino-4,6-

      Dimethylpyrimidine and Carboxylic Acids Studied by NQR, J. Phys. Chem. B

      117, 6946-6956 (2013) DOI: 10.1021/jp403617e

23. J. Seliger, V. Žagar, Crystallization of an amorphous solid studied by nuclear

        quadrupole double resonance, Chem. Phys. 421, 44-48 (2013)

        DOI: 10.1016/j.chemphys.2013.06.005

24. J. Seliger, V. Žagar, Nuclear Quadrupole Resonance Investigation of

       Hydrogen Bonding in Some Cocrystals of 2,3,5,6-Tetramethylpyrazine and

       Carboxylic Acids, J. Phys. Chem. B 118, 996-1002 (2014)

       DOI: 10.1021/jp412332p

25. J. Lužnik, J. Pirnat, V. Jazbinšek, Z. Lavrič, V. Žagar, S. Srčič, J. Seliger,

      Z. Trontelj, 14N Nuclear Quadrupole Resonance Study of Polymorphism in

      Famotidine, J. Pharm. Sci. 103, 2704-2709 (2014) DOI: 10.1002/jps.23956

26. J. Seliger, V. Žagar, Hydrogen bonding and proton transfer in cocrystals of

      4,4’-bipyridil and organic acids studied by nuclear quadrupole resonance,

      Phys. Chem. Chem. Phys. 16, 18141-18147 (2014)

      DOI: 10.1039/C4CP02665A (prost dostop)

27. J. N. Latosińska, M. Latosińska, J. Seliger, V. Žagar, Z. Kazimierczuk,

      An Insight Into Prototropism and Supramolecular Motifs in Solid-State

      Structure of Allopurinol, Hypoxanthine, Xanthine and Uric Acid. A 1H-14N

      NQDR Spectroscopy and Hybrid DFT/QTAIM and Hirshfeld Surface-Based

      Study J. Phys. Chem. B 118, 10837-10853 (2014) DOI: 10.1021/jp504871y

      naslovnica

28. J. N. Latosińska, M. Latosińska, G. Olejniczak, J. Seliger, V. Žagar, Topology

      of the Interactions Pattern in Pharmaceutically Relevant Polymorphs of

      Methylxanthines (Caffeine, Theobromine and Theophiline). Combined

      Experimental (1H-14N NQDR) and Computational (DFT and Hirshfeld –

      Based) Study, J. Chem. Inf. Model. 54, 2570-2584 (2014)

      DOI: 10.1021/ci5004224

29. J. N. Latosińska, M. Latosińska, J. Seliger, V. Žagar, D. V. Burchardt,

       K. Derwich, Unusual case of desmotropy. Combined spectroscopy (1H-14N

       NQDR) and quantum chemistry (Periodic hybrid DFT/QTAIM and Hirshfeld

       surface-based) study of solid dacarbazine (anti-neoplastic), Solid State Nucl.

       Magn. Reson. 68-69, 13-24 (2015) doi:10.1016/j.ssnmr.2015.04.005

30. J. N. Latosińska, M. Latosińska, M. Szafrański, J. Seliger, V. Žagar,

       D. V. Burchardt, Impact of structural differences in carcinopreventive agents

       Indole-3-carbinol and 3,3’- diindolylmethane on biological activity. An X-ray,

       1H-14N NQDR, 13C CP/MAS NMR, and Periodic Hybrid DFT Study
       Eur. J. Pharm. Sci. 77, 141-153 (2015) doi:10.1016/j.ejps.2015.06.003

31. J. Seliger, V. Žagar, T. Apih, A. Gregorovič, M. Latosińska, G. Olejniczak,

      J. N. Latosińska, Polymorphism and Disorder in Natural Active Ingredients.

      Topological Insights into of Two Anhydrous Polymorphs of Caffeine:

      Spectroscopic (1H-14N NMR-NQR/14N NQR) and Solid-State Computational

      Modelling (DFT/QTAIM/RDS) Study, Eur. J. Pharm. Sci. 85, 18-30 (2016)

      doi: 10.1016/j.ejps.2016.01.025

32. A. Gregorovič, T. Apih, J. Seliger, 1H-14N Cross-Relaxation Spectrum

      Analysis in Sildenafil and Sildenafil Citrate, Solid State Nucl. Magn. Reson.

      78, 16-23 (2016) doi: 10.1016/j.ssnmr.2016.05.003

33. J. N. Latosinska, M. Latosinska, M. Szafranski, J. Seliger, V. Žagar,

      Polymorphism and Thermal Stability of Natural Active Ingredients. 3,3’-

      Diindolylmethane (Chemopreventive and Chemotherapeutic) Studied by a

      Combined X-Ray, 1H – 14N NMR-NQR, DSC and Solid-State DFT/3D

      HS/QTAIM/RDS Computational Approach, Cryst. Growth Des. 16,

      4336-4348 (2016) DOI: 10.1021/acs.cgd.6b00456

 

34. T. Apih, V. Žagar, J. Seliger, NMR and NQR Study of Polymorphism in

      Carbamazepine, Solid State Nucl. Magn. Reson. 107, 101653 (2020)

      https://doi.org/10.1016/j.ssnmr.2020.101653

 

35. Z. Trontelj, J. Pirnat, V. Jazbinšek, J. Lužnik, S. Srčič, Z. Lavrič, S. Beguš,

      T. Apih, V. Žagar, J. Seliger Nuclear Quadrupole Resonance (NQR)- A

      Useful Spectroscopic Tool in Pharmacy for the Study of Polymorphism,

      Crystals 10, 450 (2020) doi:10.3390/cryst10060450

 

36. J. N. Latosinska, M. Latosinska, J. Seliger, V. Žagar, T. Apih, P. Grieb,

      Elucidating the Role of Noncovalent Interactions in Favipiravir,a Drug Active

      against Various Human RNA Viruses; a 1H-14N NQDR/Periodic

      DFT/QTAIM/RDS/3D Hirshfeld Surfaces Combined Study

      Molecules 28, 3308 (2023). https://doi.org/10.3390/molecules28083308

 

37. J. N. Latosinska, M. Latosinska, J. Seliger, V. Žagar, Exploring Partial

     Structural Disorder in Anhydrous Paraxanthine Through Combined

     Experiment, Solid-State Computational Modelling, and Molecular Docking

     Processes 11, 2740 (2023) https://doi.org/10.3390/pr11092740