Dr. Ana Čikoš
Ruđer Bošković Institute
Bijenička 54
HR-10000 Zagreb
Education
January 2011 |
PhD in Analytical Chemistry (NMR Spectroscopy) |
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Faculty of Science, University of Zagreb, Croatia, the thesis entitled “Conformation and binding epitopes determination in macrolide derivatives interacting with 70S Escherichia Coli bacterial ribosome by NMR spectroscopy” supervised by Prof. Predrag Novak | ||
▪ NMR Spectroscopy ▪ Structure based drug design ▪ Interactions of ligands with macromolecular targets ▪ Conformation of macrocyclic drugs
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July 2003 |
B. Sc. In Chemistry |
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Faculty of Science, University of Zagreb, Croatia, the thesis entitled “Conformational analysis of 8-methylenoleandomycin by NMR spectroscopy” supervised by Prof. Predrag Novak | ||
▪ NMR Spectroscopy ▪ Conformation of macrocyclic drugs |
Awards and Achievements
- “You made the difference!” award, Fidelta, 11. 06. 2018.
- Silver Award (GSK R&D) for developing, modernization and expansion of Laboratory for NMR Spectroscopy at GSK Zagreb site, 02nd February 2010
- Exceptional Science Award (GSK) for the study of ribosome-macrolide interactions in solution using NMR spectroscopy, 11th September 2009
- Bronze Award (GSK R&D) for contribution of the program “PK Behaviour of Macrolides”, 10th September 2008
- Silver Award (GSK R&D) for dedication and effort in the implementation of the NMR Open Access system and chemist training, 11th December 2007
Featured Publications
- D. Pešić, I. Ozimec Landek, A. Čikoš, B. Metelko, V. Gabelica, B. Stanić, M. Merćep, M. Mesić, Synthesis of 2-formyl-1-aza-dibenzo[e,h]azulenes, J. Heterocyclic Chem. 44 (2007) 1129-1133.
- P. Novak, J. Barber, A. Čikoš, B. Arsic, J. Plavec, G. Lazarevski, P. Tepeš, N. Košutić-Hulita, Free and bound state structures of 6-O-methyl homoerythromycins and epitope mapping of their interactions with ribosomes, Bioorgan. Med. Chem. 17 (2009) 5857-5867.
- A. Vinter, A. Avdagić, V. Štimac, I. Palej, A. Čikoš, V. Šunjić, S. Alihodžić, An expeditious method for the preparation of 2-hydroxy-1,4-dioxane and its use in reductive alkylation of amines, Synthesis 42 (2010) 255-258.
- R. Rupčić, M. Modrić, A. Hutinec, B. Stanić, A. Čikoš, M. Mesić, Novel tetracyclic imidazole derivatives: synthesis, dynamic NMR study and anti-inflammatory evaluation, J. Heterocyclic Chem. 47 (2010) 640-656.
- Z. Marušić Ištuk, A. Čikoš, D. Gembarovski, G. Lazarevski, I. Đilović, D. Matković-Čalogović, G. Kragol, Novel 9a,11-bridged azalides: One-pot synthesis of N’-substituted 2-imino-1,3-oxazolidines condensed do an azalide aglycone, Bioorgan. Med. Chem. 19 (2011) 556-566.
- S. Kapić, A. Fajdetić, S. Koštrun, A. Čikoš, H. Paljetak, R. Antolović, D. J. Holmes, S. Alihodžić, Synthesis and activity of new macrolones: Conjugates between 6(7)-(2’-aminoethyl-amino-1-cyclopropyl-3-carboxylic acid (2’hydroxyethyl) amides and 4’’-propenoyl-azithromycin, Bioorgan. Med. Chem. 19 (2011) 7270-7280.
- I. Ćaleta, A. Čikoš, D. Žiher, I. Đilović, M. Dukši, D. Gembarovski, I. Grgičević, M. Bukvić Krajačić, D. Filić, D. Matković-Čalogović, I. Malnar, S. Alihodžić, Synthesis, NMR and X-ray structure analysis of macrolide aglycons, Struct. Chem. 23 (2012) 1785-1796.
- Z. Marušić-Ištuk, I. Vujasinović, A. Čikoš, G. Kragol, Regioselective 2-Imino-1,3-thiazolidine vs. 2-imino-1,3-oxazolidine formation od vicinal sec-amino alcohol of desosamine, Eur. J. Org. Chem. 21 (2013) 4666-4673.
- A. Čikoš, I. Ćaleta, D. Žiher, M. Dukši, D. Gembarovski, M. Ilijaš, S. Dragojević, M. Vine, I. Malnar, S. Alihodžić, Structure and conformational analysis of spiroketals od 6-O-methyl-9(E)-hydroxyiminoerythronolide A, Beilstein J. Org. Chem. 11 (2015) 1447–1457.
- A. Čikoš, N. Triballeau, P. Hubbard, D. Žiher, P. Stouten, J. Doyon, T. Deschrijver, J. Wouters, R. Lépine, L. Saniere, Reinvestigation of the Branimycin Stereochemistry at Position 17-C, Org. Lett. 18 (2016) 780−783.
- B. Arsic, J. Barber, A. Čikoš, P. Novak, 16-Membered Macrolide Antibiotics: a Review, Int. J. Antimicrob. Agents 51 (2018) 283-298.
- N. Marjanović, A. Čikoš, S. Koštrun, A New Screening Tool to Determine Chameleonic Properties of Macrocycles, J. Mol. Struct, 1198 (2019) 126929.
- A. Čikoš, S. Dragojević, A. Kubiček, Degradation Products of Azetidine Core G334089 - Isolation, Structure Elucidation and Pathway, J. Pharm. Biomed. Anal. 203 (2021) 114232. https://doi.org/10.1016/j.jpba.2021.114232.
- S. Koštrun, A. Fajdetić, D. Pešić, K. Brajša, V. Bencetić Mihaljević, D. Jelić, A. Petrinić Grba, I. Elenkov, R. Rupčić, S. Kapić, I. Ozimec Landek, K. Butković, A. Grgičević, D. Žiher, A. Čikoš, J. Padovan, G. Saxty, K. Dack, H. Bladh, T. Skak-Nielsen, S. Feldbaek Nielsen, M. Lambert, M. Stahlhut, Macrolide Inspired Macrocycles as Modulators of the IL-17A/IL-17RA Interaction, J. Med. Chem. 64 (2021) 8354–8383. https://doi.org/10.1021/acs.jmedchem.1c00327.
- T. Kezele Špehar, M. Pocrnić, D. Klarić, B. Bertoša, A. Čikoš, M. Jug, J. Padovan, S. Dragojević, N. Galić, Investigation of Praziquantel/Cyclodextrin Inclusion Complexation by NMR and LC-HRMS/MS: Mechanism, Solubility, Chemical Stability, and Degradation Products, Mol. Pharm 18 (2021) 4210–4223. https://doi.org/10.1021/acs.molpharmaceut.1c00716.
- L. Štefan, A. Čikoš, R. Vianello, I. Đilović, D. Matković-Čalogović, M. Dumić, Chemistry of Spontaneous Alkylation of Methimazole with 1,2-Dichloroethane, Molecules 26 (2021) 7032–7053. https://doi.org/10.3390/molecules26227032.
- M. Hranjec, N. Perin, D. Babi, P. Kassal, A. Čikoš, R. Vianello, Spectroscopic and Computational Study of the Protonation Equilibria of Amino-Substituted benzo[b]thieno[2,3-b]pyrido[1,2-a]benzimidazoles as Novel pH-Sensing Materials, Chemosensors 10 (2022) 21. https://doi.org/10.3390/chemosensors10010021
- S. Alihodžić, H. Čipčić Paljetak, A. Čikoš, I. Jivkov Elenkov, New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction, Molecules 27 (2022) 432. https://doi.org/10.3390/molecules27020432
- G. Kragol, V. A. Steadman, Z. Marušić Ištuk, A. Čikoš, M. Bosnar, D. Jelić, G. Ergović, M. Trzun, B. Bošnjak, Ana Bokulić, J. Padovan, I. Glojnarić, Vesna Eraković Haber, Unprecedented Epimerization of an Azithromycin Analogue: Synthesis, Structure and Biological Activity of 2'-Dehydroxy-5''-Epi-Azithromycin, Molecules27 (2022) 1034. https://doi.org/10.3390/molecules27031034
- N. Topolovčan, M. Degač, A. Čikoš, M. Gredičak, Chemo- and Regioselective Synthesis of Spiroisoindolinone Indenes via the Intercepted Meyer-Schuster Rearrangement/intramolecular Friedel-Crafts Alkylation Relay, J. Org. Chem.87 (2022) 3712-3717. https://doi.org/10.1021/acs.joc.1c02647
- S. Opačak, B. Perić, T. Gojšić, A. Čikoš, D. Vikić-Topić, S. Kirin, Tandem Amide Coupling and Hydroamination: Unexpected Benzotriazole Oxide Addition to the Propiolic Acid Triple Bond. New J. Chem.46 (2022), 13275–13285. https://doi.org/10.1039/D2NJ02587F.
- B. Arsic, J. Barber, A. Cikos, M. Kadirvel, E. Kostic, A. McBain, J. Milicevic, A. Oates, A. Regan, Computational Studies on Selected Macrolides Active against Escherichia coli Combined with the NMR Study of Tylosin A in Deuterated Chloroform. Molecules 27 (2022), 7280–7301. https://doi.org/10.3390/molecules27217280
Publications
Membership in professional associations / societies
- Croatian Chemical Society
- American Chemical society
Work Experience: |
from 2020 to present |
Research Associate |
Ruđer Bošković Institute |
from 2016 to 2020 |
Team Leader – Analytical Chemistry (NMR Spectroscopy, Chromatography, Mass Spectrometry, Purification) |
Fidelta Ltd. | |
from 2014 to 2016 |
Team Leader – NMR Spectroscopy |
Fidelta Ltd. | |
from 2008 to 2014 |
Senior Scientist – NMR Spectroscopy |
Fidelta Ltd. Galapagos Research Centre Ltd. GlaxoSmithKline Research Centre Ltd. | |
from 2003 to 2008 |
Scientist – NMR Spectroscopy |
GlaxoSmithKline Research Centre Ltd. PLIVA - Research Institute Ltd. |