Publications (Full list)

50. Lagarias, P., Vrontaki, E., Lambrinidis, G., Stamatis, D., Convertino. M., Ortore, G., Mavromoustakos, T.., Klotz, K.-N., Kolocouris, A. Discovery of Novel Adenosine Receptor Antagonists through a Combined Structure- and Ligand-Based Approach Followed by Molecular Dynamics Investigation of Ligand Binding Mode, J. Chem. Inf. Model. 2018, 58(4), 794-815. http://dx.doi.org/10.1021/acs.jcim.7b00455

49. Drakopoulos, A., Tzitzoglaki, C., McGuire, K., Hoffmann, A., Konstantinidi, A., Kolokouris, D., Ma, C., Freudenberger, K., Hutterer, J., Gauglitz, G., Wang, J., Schmidtke, M., Busath, D. D., Kolocouris, A. Unraveling the Binding, Proton Blockage, and Inhibition of Influenza M2 WT and S31N by Rimantadine Variants, ACS Med.Chem. Lett. 2018, 9(3), 198-203. http://dx.doi.org/10.1021/acsmedchemlett.7b00458

48. Tzitzoglaki, C., Wright, A., Freudenberger, K., Hoffman, A., Tietjen, I., Stylianakis, I., Kolarov, F., Fedida, D., Schmidtke, M., Gauglitz, G., Cross, T. A., Kolocouris, A. Binding and Proton Blockage by Amantadine Variants of the Influenza M2_WT and M2_S31N Explained, J. Med. Chem., 2017, 60(5), 1716-173. http://dx.doi.org/10.1021/acs.jmedchem.6b01115

47. Drakopoulos, A., Tzitzoglaki, C., Ma, C., Freudenberger, K., Hoffman, A., Hu, Y., Gauglitz, G., Schmidtke, M., Wang, J., Kolocouris, A. Affinity of Rimantadine Enantiomers against Influenza A/M2 Protein Revisited, ACS Med. Chem. Lett. 2017, 8(2), 145-150. http://dx.doi.org/10.1021/acsmedchemlett.6b00311

46. Kyriakidi, S., Nieto Faza, O., Kolocouris, A., Lopez, C.A. Governing effects in the mechanism of the gold-catalyzed cycloisomerization of allenic hydroxylamine derivatives. Org. Biomol. Chem. 2017, 15(28), 5920-5926. http://dx.doi.org/10.1039/c7ob01275f

45. Silva Lopez, C., Nieto Faza, O., De Proft, F., Kolocouris, A. Assessing the attractive/repulsive force balance in axial cyclohexane C–H_ax···Y_ax contacts: A combined computational analysis in monosubstituted cyclohexanes. J. Comput, Chem. 2016, 2647-2658. http://dx.doi.org/10.1002/jcc.24496

44. Ioannidis, H.; Drakopoulos, A.; Tzitzoglaki, C.; Homeyer, N.; Kolarov, F.; Gkeka, P.; Freudenberger, K.-M.; Liolios, C. C.; Gauglitz, G.; Cournia, Z.; Gohlke, H.; Kolocouris, A. Alchemical Free Energy Calculations and Isothermal Titration Calorimetry Measurements of Aminoadamantanes Bound to the Closed State of Influenza A/M2TM. J. Chem. Inf. Model. 2016, 56(5), 862-876. http://pubs.acs.org/doi/abs/10.1021/acs.jcim.6b00079

43. Homeyer, N.; Ioannidis, H.; Kolarov, F.; Gauglitz, G.; Zikos, C.; Kolocouris, A.; Gohlke, H. Interpreting Thermodynamic Profiles of Aminoadamantane Compounds Inhibiting the M2 Proton Channel of Influenza A by Free Energy Calculations. J. Chem. Inf. Model. 2016, 56(1), 110-126. http://pubs.acs.org/doi/abs/10.1021/acs.jcim.5b00467

42. Gleed, M. L.; Ioannidis, H.; Kolocouris, A.; Busath, D. D. Resistance-Mutation (N31) Effects on Drug Orientation and Channel Hydration in Amantadine-Bound Influenza A M2. J. Phys. Chem. B. 2015, 119(35), 11548-11559. http://www.ncbi.nlm.nih.gov/pubmed/26268449

41. Kolocouris, A.; Koch, A.; Kleinpeter, E.; Stylianakis, I. 2-Substituted and 2,2-disubstituted adamantane derivatives as models for studying substituent chemical shifts and C-Hax---Yax cyclohexane contacts -results from experimental and theoretical NMR spectroscopic chemical shifts and DFT structures. Tetrahedron 2015, 71(16), 2463-2481. http://dx.doi.org/10.1016/j.tet.2015.01.044

40. Kolocouris, A.; Tzitzoglaki, C.; Johnson, F. B.; Zell, R.; Wright, A. K.; Cross, T. A.; Tietjen, I.; Fedida, D.; Busath, D. D. Aminoadamantanes with Persistent In Vitro Efficacy Against H1N1 (2009) Influenza A. J. Med. Chem. 2014, 57(11), 4629-4639. http://pubs.acs.org/doi/abs/10.1021/jm500598u

39. Gkeka, P.; Eleftheratos, S.; Kolocouris, A.; Cournia, Z. Free Energy Calculations Reveal the Origin of Binding Preference for Aminoadamantane Analogs as Blockers of the Influenza M2 Channel. J. Chem. Theory Comput. 2013, 9(2), 1272-1281. http://pubs.acs.org/doi/abs/10.1021/ct300899n

38. Kolocouris, A.; Zervos, N.; De Proft, F.; Koch, A. Improper hydrogen bonded cyclohexane C-Hax---Yax contacts: theoretical predictions and experimental evidence from 1H NMR spectroscopy of suitable axial cyclohexane models. J. Org. Chem. 2011, 76(11), 4432-4443. http://pubs.acs.org/doi/abs/10.1021/jo102353f

37. Fytas, C.; Kolocouris, A.; Fytas, G.; Zoidis, G.; Valmas, C.; Basler, C. F. Influence of an Additional Amino Group on the Potency of Aminoadamantanes Against Influenza Virus A. II - Synthesis of Spiropiperazines and In-Vitro Activity Against Influenza A H3N2 Virus. Bioorg. Chem. 2010, 38(6), 247-251. http://dx.doi.org/10.1016/j.bioorg.2010.09.001

36. Eleftheratos, S.; Spearpoint, P.; Ortore, G.; Kolocouris, A.; Martinelli, A.; Martin, S.; Hay, A. Interaction of Aminoadamantane Derivatives with the Influenza A Virus M2 Channel - Docking Using a Pore Blocking Model. Bioorg. Med. Chem. Lett. 2010, 20(14), 4182-4187. http://dx.doi.org/10.1016/j.bmcl.2010.05.049

35. N. Zervos, A. Kolocouris. Improper hydrogen-bonded cyclohexane C-Hax---Yax contacts: experimental evidence from 1H NMR spectroscopy of suitable axial cyclohexane models. Tetrahedron Lett. 2010, 51(18), 2453-2456. http://dx.doi.org/10.1016/j.tetlet.2010.02.170

34. A. Kolocouris. The Effect of Spirοadamantane Substitution on the Conformational Preferences of N-Me Pyrrolidine and N-Me Piperidine: A Dynamic NMR and Ab-Initio Calculations Study. Tetrahedron 2009, 65(45), 9428-9435. http://dx.doi.org/10.1016/j.tet.2009.08.071

33. A. Kolocouris. C-Hax∙∙∙Yax Contacts in Cyclohexane Derivatives Revisited – Identification of Improper Hydrogen-Bonded Contacts. J. Org. Chem. 2009, 74(5), 1842-1849. http://pubs.acs.org/doi/full/10.1021/jo801835a

32. A. Kolocouris, P. Spearpoint, S. R. Martin, A. J. Hay, M. López-Querol, F. X. Sureda, E. Padalko, J. Neyts and E. De Clercq. Comparisons of the influenza virus A M2 channel binding affinities, anti-influenza virus potencies and NMDA antagonistic activities of 2-alkyl-2-aminoadamantanes and analogues. Biοorg. Med. Chem. Lett. 2008, 18(23), 6156-6160. http://dx.doi.org/10.1016/j.bmcl.2008.10.003

31. A. Kolocouris, C. Zikos, R. W. Broadhurst. 19F NMR Trapping of the Complex Between Amantadine and the Receptor Portion of the Influenza A M2 Ion Channel in DPC micelles. Bioorg. Med. Chem. Lett. 2007, 17(14), 3947-3952. http://dx.doi.org/10.1016/j.bmcl.2007.04.100

30. A. Kolocouris. Ranking the effect of [1A(ax), 1B(eq)] vs [1A(eq), 1B(ax)] cyclohexane ring substitution on the 1H chemical shifts of γ-methylene cyclohexane ring protons using 2,2-disubstituted adamantanes as models. Tetrahedron Lett. 2007, 48(12), 2117-2122. http://dx.doi.org/10.1016/j.tetlet.2007.01.121

29. D. Tataridis, G. Fytas, A. Kolocouris, C. Fytas, N. Kolocouris, G. B. Foscolos, E. Padalko, J. Neyts, E. De Clercq. Influence of an Additional 2-Αmino Substituent to the 1-Aminoethyl Pharmacophore Group on the Potency of Rimantadine Against Influenza Virus A. Biοorg. Med. Chem. Lett. 2007, 17(3), 692-696. http://dx.doi.org/10.1016/j.bmcl.2006.10.092

28. D. Setaki, D. Tataridis, G. Stamatiou, A. Kolocouris, G. B. Foscolos, G. Fytas, N. Kolocouris, E. Padalko, J. Neyts, E. De Clercq. Synthesis, Conformational Characteristics and Anti-Influenza Virus A Activity of Some 2-Adamantylsubstituted Azacycles. Biοorg. Chem. 2006, 34(5), 248-273. http://dx.doi.org/10.1016/j.bioorg.2006.05.004

27. P. Supsana, T. Liaskopoulos, S. Skoulika, A. Kolocouris, P. G. Tsoungas, G. Varvounis. Thermal Rearrangement of Spiro[naphthalene(naphthopyranofurazan)]oxides to Spiro[naphthalene(phenalenofurazan)oxides. A Probable Furazan Oxide Triggered Tandem Isomerisation Process. Tetrahedron 2005, 61(25), 6131-6137. http://dx.doi.org/10.1016/j.tet.2005.03.068

26. E. Kaourma, S. Hatziantoniou, A. Georgopoulos, A. Kolocouris, C. Demetzos. Development of Simple Thiol-Reactive Liposome Formulations, One-Step Analysis and Physicochemical Characterization. J. Pharm. Pharmacol. 2005, 57(4), 527-531. http://dx.doi.org/10.1211/0022357055830

25. A. Kolocouris, R. Hansen, R. W. Broadhurst. Interaction Between an Amantadine Analog and the Transmembrane Portion of the Influenza A M2 Protein in Liposomes Probed by 1H NMR Spectroscopy of the Ligand. J. Med. Chem. 2004, 47(20), 4975-4978. http://dx.doi.org/10.1021/jm0496685

24. G. Stamatiou, G. B. Foscolos, G. Fytas, A. Kolocouris, N. Kolocouris, C. Pannecouque, M. Witvrouw, E. Padalko, J. Neyts,E. De Clercq. Heterocyclic Rimantadine Analogues with Antiviral Activity. Biοorg. Med. Chem. 2003, 11(24), 5485-5492. http://dx.doi.org/10.1016/j.bmc.2003.09.024

23. I. Stylianakis, A. Kolocouris, N. Kolocouris, G. Fytas, G. B. Foscolos, E. Padalko, J. Neyts, E. De Clercq. Spiro[pyrrolidine-2,2-adamantanes]: Synthesis, Anti-Influenza Virus Activity and Conformational Properties. Biοorg. Med. Chem. Lett. 2003, 13(10), 1699-1703.
http://dx.doi.org/10.1016/S0960-894X(03)00231-2

22. G. Zoidis, N. Kolocouris, G. Fytas, G. B. Foscolos, A. Kolocouris, G. Fytas, P. Karayannis, E. Padalko, J. Neyts, E. De Clercq. Are the 2-isomers of the drug rimantadine active anti-influenza A agents? Antivir. Chem. Chemother. 2003, 14(3), 153-164. http://www.intmedpress.com/General/showSectionSub.cfm?SectionID=2&SectionSubID=2&SectionSubSubID=10

21. C. Demetzos, A. Kolocouris, T. Anastasaki. A Simple and Rapid Method for the Differentiation of C-13 Manoyl Oxide Epimers in Biologically Important Samples Using GC-MS Analysis Supported with NMR Spectroscopy and Computational Chemistry Results. Biοorg. Med. Chem. Lett. 2002, 12(24), 3605-3609. http://dx.doi.org/10.1016/S0960-894X(02)00792-8

20. D. Tataridis, A. Kolocouris, G. Fytas, N. Kolocouris, G. B. Foscolos, K. Poulas, S. Tzartos. Synthesis and Binding Affinities of 5-(3-pyridinyl)- and 5-(3-quinolinyl)-4-azahomoadamantanes to α7 nicotinic acetylcholine receptors. Farmaco 2002, 57(12), 979-984. http://dx.doi.org/10.1016/S0014-827X(02)01273-9

19. A. Kolocouris, K. Dimas, C. Pannecouque, M. Witvrouw, G. B. Foscolos, G. Stamatiou, G. Fytas, G. Zoidis, N. Kolocouris, G. Andrei, R. Snoeck, E. De Clercq. New 2-(1-Adamantylcarbonyl)pyridine and 1-Acetyladamantane Thiosemicarbazones-Thiocarbonohydrazones: Cell Growth Inhibitory, Antiviral and Antimicrobial Activity Evaluation. Biοorg. Med. Chem. Lett. 2002, 12(5), 723-727. http://dx.doi.org/10.1016/S0960-894X(01)00838-1

18. G. Stamatiou, A. Kolocouris, N. Kolocouris, G. Fytas, G. B. Foscolos, J. Neyts, E. De Clercq. Novel 3-(2-Adamantyl)pyrrolidines with Potent Activity Against Influenza A Virus – Identification of Aminoadamantane Derivatives Bearing Two Pharmacophoric Amine Groups. Biοorg. Med. Chem. Lett. 2001, 11, 2137-2142. http://dx.doi.org/10.1016/S0960-894X(01)00388-2

17. T. Mavromoustakos, T. Calogeropoulou, M. Koufaki, A. Kolocouris, I. Daliani, C. Demetzos, Z. Meng, A. Makriyannis, J. Balzarini, E. De Clercq. Εther Phospholipid-AZT Conjugates Possessing Anti-HIV and Antitumor Cell Activity. Synthesis, Conformational analysis, and Study of their Thermal Effects on Membrane Bilayers. J. Med. Chem. 2001, 44(11), 1702-1709. http://dx.doi.org/10.1021/jm001121c

16. A. Kolocouris, T. Mavromoustakos, C. Demetzos, A. Terzis, S. Grdadolnik. Structure Εlucidation and Conformational Properties of a Novel Bioactive Clerodane Diterpene Using a Combination of High Field NMR Spectroscopy, Computational Analysis and Χ-ray Diffraction. Biοorg. Med. Chem. Lett. 2001, 11(6), 837-840. http://dx.doi.org/10.1016/S0960-894X(01)00072-5

15. A. Kolocouris, J. G. Outeiriño, J. E. Anderson, G. Fytas, G. B. Foscolos. The Effect of Neighbouring 1- and 2-Adamantyl Group Substitution on the Conformations and Stereodynamics of N-Methylpiperidine. Dynamic NMR Spectroscopy and Molecular Mechanics Calculations. J. Org. Chem. 2001, 66, 4989-4997. http://dx.doi.org/10.1021/jo0016677

14. C. Demetzos, D. Angelopoulou, A. Kolocouris, I. Daliani, T. Mavromoustakos. Structure Εlucidation, Conformational Analysis and Thermal Effects on Membrane Bilayers of an Antimicrobial Myricetin Ether Derivative. J. Heterocycl. Chem. 2001, 38(3), 703-710. http://dx.doi.org/10.1002/jhet.5570380327

13. K. Dimas, C. Demetzos, D. Angelopoulou, A. Kolocouris, T. Mavromoustakos. Biological Activity of Myricetin and its Derivatives Against Human Leukemic Cell Lines In Vitro. Pharmacol. Res. 2000, 42(5), 475 – 478. http://dx.doi.org/10.1006/phrs.2000.0716

12. P. Roumelioti, T. Tselios, K. Alexopoulos, T. Mavromoustakos, A. Kolocouris, G. Moore, J. M. Matsoukas. Structural Comparison Between Type I and Type II Antagonists: Possible Implications in the Drug Design of AT1 Antagonists. Biοorg. Med. Chem. Lett. 2000, 10(8), 755-758. http://dx.doi.org/10.1016/S0960-894X(00)00079-2

11. T. Mavromoustakos, M. Zervou, G. Bonas, A. Kolocouris, P. Petrakis. A Νovel Αnalytical Μethod to Detect Adulteration of Virgin Olive Oil by Other Oils. J. Am. Oil Chem. Soc. 2000, 77(4), 405-411. http://dx.doi.org/10.1007/s11746-000-0065-x

10. J. Matsoukas, L. Polayova, J. Ancas, T. Mavromoustakos, A. Kolocouris, P. Roumelioti, D. Vlahakos, R. Yamdagni, Q. Wu, G. Moore. The Design and Synthesis of a Potent Angiotensin II Cyclic Analogue Confirms the Ring Cluster Receptor Conformation of the Hormone Angiotensin II. Biοorg. Med. Chem. 2000, 8(1), 1-10. http://dx.doi.org/10.1016/S0968-0896(99)00266-7

9. A. Kolocouris, D. Tataridis, G. Fytas, G. B. Foscolos, N. Kolocouris, E. De Clercq. Synthesis of 2-(2-Αdamantyl)piperidines and Structure Anti-Influenza A Virus Activity Relationship Study Using a Combination of NMR Spectroscopy and Molecular Modeling. Biοorg. Med. Chem. Lett. 1999, 9(24), 3465-3470. http://dx.doi.org/10.1016/S0960-894X(99)00631-9

8. T. Mavromoustakos, A. Kolocouris, M. Zervou, P. Roumelioti, J. Matsoukas, R. Weisemann. An Effort to Understand the Molecular Basis of Hypertension Through the Study of Conformational Analysis of Losartan and Sarmesin Using a Combination of NMR Spectroscopy and Theoretical Calculations. J. Med. Chem. 1999, 42(10), 1722-1729. http://dx.doi.org/10.1021/jm980499w

7. A. Kolocouris, E. Mikros, N. Kolocouris. Stereodynamics of Ring and Nitrogen Inversion in Spiroheterocycles. Conformational Analysis of N-methylspiro[morpholine-3,2΄-adamantane] and N-methylspiro[piperidine-2,2΄-adamantane] Using NMR Spectroscopy and Theoretical Calculations. J. Chem. Soc., Perkin Trans. 2 1998, (7), 1701-1708. http://dx.doi.org/10.1039/a705868c

6. G. Fytas, G. Stamatiou, G. B. Foscolos, A. Kolocouris, N. Kolocouris, M. Witvrouw, C. Pannecouque, E. De Clercq. Synthesis and Anti-HIV Activity of Some New Aminoadamantane Heterocycles. Biοorg. Med. Chem. Lett. 1997, 7(14), 1887-1890. http://dx.doi.org/10.1016/S0960-894X(97)00320-X

5. N. Kolocouris, A. Kolocouris, G. B. Foscolos, G. Fytas, J. Neyts, E. Padalko, J. Balzarini, R. Snoeck, G. Andrei, E. De Clercq. Synthesis and Antiviral Activity Evaluation of Some New Aminoadamantane Derivatives. J. Med. Chem. 1996, 39(17), 3307-3318. http://dx.doi.org/10.1021/jm950891z

4. P. Cauliez, D. Fasseur, D. Couturier, B. Rigo, A. Kolocouris. Studies on Pyrrolidinones. On the Carbamoylation of Some Pyroglutamic Derivatives. J. Heterocycl. Chem. 1996, 33(4), 1233-1237.

3. B. Rigo, A. Kolocouris, N. Kolocouris. Studies on Pyrrolidinones. Synthesis of Some N-Fatty Acylpyroglutamic Acids. J. Heterocycl. Chem. 1995, 32(5), 1489-1492.

2. N. Kolocouris, G. B. Foscolos, A. Kolocouris, P. Marakos, N. Pouli, G. Fytas, S. Ikeda, E. De Clercq. Synthesis and Antiviral Activity Evaluation of Some Aminoadamantane Derivatives. J. Med. Chem. 1994, 37(18), 2896-2902. http://dx.doi.org/10.1021/jm00044a010

1. A. Kolocouris, N. Kolocouris, G. B. Foscolos, G. Fytas, A. Hempel, N. Camerman, A. Camerman, S. J. Hamodrakas. Molecular and Crystal Structures of a Tricyclic γ-Lactam Ketone and its Mannich Base. J. Crystallogr. Spectrosc. Res. 1993, 23(8), 663-667. http://dx.doi.org/10.1007/BF01325191

Review Articles

4. Cournia, Z.; Allen, T. W.; Andricioaei, I.; Antonny, B.; Baum, D.; Brannigan, G.; Buchete, N. V.; Deckman, J. T.; Delemotte, L.; Del Val, C.; Friedman, R.; Gkeka, P.; Hege, H. C.; Henin, J.; Kasimova, M. A.; Kolocouris, A.; Klein, M. L.; Khalid, S.; Lemieux, M. J.; Lindow, N.; Roy, M.; Selent, J.; Tarek, M.; Tofoleanu, F.; Vanni, S.; Urban, S.; Wales, D. J.; Smith, J. C.; Bondar, A. N. Membrane Protein Structure, Function, and Dynamics: a Perspective from Experiments and Theory. J. Membr. Biol. 2015, 248(4), 611-640. http://dx.doi.org/10.1007/s00232-015-9802-0

3. Mavromoustakos, T.; Zervou, M.; Zoumpoulakis, P.; Kyrikou, I.; Benetis, N. P.; Polevaya, L.; Roumelioti, P.; Giatas, N.; Zoga, A.; Moutevelis-Minakakis, P.; Kolocouris, A.; Vlahakos, D.; Golic Grdadolnik, S.; Matsoukas, J. Conformation and Bioactivity. Design and Discovery of Novel Antihypertensive Drugs. Curr. Topics Med. Chem. 2004, 4(4), 385-401.

2. Kolocouris, N.; Kolocouris, A.; Foscolos, G. B.; Fytas, G.; Padalko, E.; Neyts, J.; DeClercq, E. In Searching for New Anti-Influenza A Drugs: Heterocyclic and Carbocyclic Aminoadamantanes Bearing a 2-Adamantyl Group With Potent Activity Against Influenza A Virus Drug Discovery and Design: Medical Aspects, Biomedical and Health Research, IOS Press, 2002, Vol. 55, pp. 103-115.

1. Kolocouris, A.; Zervou, M.; Mavromoustakos, T.; Roumelioti, P.; Tselios, T.; Matsoukas, J.; Humpher, E. Conformational analysis of peptidic and peptidomimetic AII antagonists using a combination of NMR spectroscopy and theoretical calculations. Bioactive Peptides in Drug Discovery and Design: Medical Aspects, Biomedical and Health Research Series, IOS Press, 1999, Vol. 1, pp. 3-12.