@misc{havrylyuk_heidary_glazer_2024, title={The Impact of Inorganic Systems and Photoactive Metal Compounds on Cytochrome P450 Enzymes and Metabolism: From Induction to Inhibition}, volume={14}, ISSN={["2218-273X"]}, url={https://doi.org/10.3390/biom14040441}, DOI={10.3390/biom14040441}, abstractNote={While cytochrome P450 (CYP; P450) enzymes are commonly associated with the metabolism of organic xenobiotics and drugs or the biosynthesis of organic signaling molecules, they are also impacted by a variety of inorganic species. Metallic nanoparticles, clusters, ions, and complexes can alter CYP expression, modify enzyme interactions with reductase partners, and serve as direct inhibitors. This commonly overlooked topic is reviewed here, with an emphasis on understanding the structural and physiochemical basis for these interactions. Intriguingly, while both organometallic and coordination compounds can act as potent CYP inhibitors, there is little evidence for the metabolism of inorganic compounds by CYPs, suggesting a potential alternative approach to evading issues associated with rapid modification and elimination of medically useful compounds.}, number={4}, journal={BIOMOLECULES}, author={Havrylyuk, Dmytro and Heidary, David K. and Glazer, Edith C.}, year={2024}, month={Apr} }
 @article{cole_roque_lifshits_hodges_barrett_havrylyuk_heidary_ramasamy_cameron_glazer_et al._2022, title={Fine‐Feature Modifications to Strained Ruthenium Complexes Radically Alter Their Hypoxic Anticancer Activity
            <sup>†}, volume={98}, ISSN={0031-8655 1751-1097}, url={http://dx.doi.org/10.1111/php.13395}, DOI={10.1111/php.13395}, abstractNote={Abstract}, number={1}, journal={Photochemistry and Photobiology}, publisher={Wiley}, author={Cole, Houston D. and Roque, John A., III and Lifshits, Liubov M. and Hodges, Rachel and Barrett, Patrick C. and Havrylyuk, Dmytro and Heidary, David and Ramasamy, Elamparuthi and Cameron, Colin G. and Glazer, Edith C. and et al.}, year={2022}, month={Jan}, pages={73–84} }
 @article{havrylyuk_hachey_fenton_heidary_glazer_2022, title={Ru(II) photocages enable precise control over enzyme activity with red light}, url={https://doi.org/10.1038/s41467-022-31269-5}, DOI={10.1038/s41467-022-31269-5}, abstractNote={Abstract}, journal={Nature Communications}, author={Havrylyuk, Dmytro and Hachey, Austin C. and Fenton, Alexander and Heidary, David K. and Glazer, Edith C.}, year={2022}, month={Jun} }
 @inproceedings{havrylyuk_heidary_glazer_2022, title={Ru-PROTACs are a Promising Tool for the Photocontrol of Protein Degradation}, booktitle={Metals in Medicine, Gordon Research Conference}, author={Havrylyuk, D. and Heidary, D.K. and Glazer, E.C.}, year={2022}, month={Jun} }
 @article{ryan_havrylyuk_stevens_moore_parkin_blackburn_heidary_selegue_glazer_2021, title={Biological Investigations of Ru(II) Complexes with Diverse β‐Diketone Ligands}, volume={2021}, ISSN={1434-1948 1099-0682}, url={http://dx.doi.org/10.1002/ejic.202100468}, DOI={10.1002/ejic.202100468}, abstractNote={Abstract}, number={35}, journal={European Journal of Inorganic Chemistry}, publisher={Wiley}, author={Ryan, Raphael T. and Havrylyuk, Dmytro and Stevens, Kimberly C. and Moore, L. Henry and Parkin, Sean and Blackburn, Jessica S. and Heidary, David K. and Selegue, John P. and Glazer, Edith C.}, year={2021}, month={Aug}, pages={3611–3621} }
 @article{hachey_havrylyuk_glazer_2021, title={Biological activities of polypyridyl-type ligands: implications for bioinorganic chemistry and light-activated metal complexes}, volume={61}, ISSN={1367-5931}, url={http://dx.doi.org/10.1016/j.cbpa.2021.01.016}, DOI={10.1016/j.cbpa.2021.01.016}, abstractNote={Polypyridyl coordinating ligands are common in metal complexes used in medicinal inorganic chemistry. These ligands possess intrinsic cytotoxicity, but detailed data on this phenomenon are sparse, and cytotoxicity values vary widely and are often irreproducible. To provide new insights into the biological effects of bipyridyl-type ligands and structurally related metal-binding systems, reports of free ligand cytotoxicity were reviewed. The cytotoxicity of 25 derivatives of 2,2′-bipyridine and 1,10-phenanthroline demonstrates that there is no correlation between IC50 values and ligand properties such as pKa, log D, polarizability volume, and electron density, as indicated by NMR shifts. As a result of these observations, as well as the various reported mechanisms of action of polypyridyl ligands, we offer the hypothesis that biological effects are governed by the availability of and affinity for specific metal ions within the experimental model.}, journal={Current Opinion in Chemical Biology}, publisher={Elsevier BV}, author={Hachey, Austin C. and Havrylyuk, Dmytro and Glazer, Edith C.}, year={2021}, month={Apr}, pages={191–202} }
 @article{ryan_havrylyuk_stevens_moore_kim_blackburn_heidary_selegue_glazer_2020, title={Avobenzone incorporation in a diverse range of Ru(<scp>ii</scp>) scaffolds produces potent potential antineoplastic agents}, volume={49}, ISSN={1477-9226 1477-9234}, url={http://dx.doi.org/10.1039/d0dt02016h}, DOI={10.1039/d0dt02016h}, abstractNote={Four structurally distinct classes of polypyridyl ruthenium complexes containing avobenzone exhibited low micromolar and submicromolar potencies in cancer cells, and were up to 273-fold more active than the parent ligand.}, number={35}, journal={Dalton Transactions}, publisher={Royal Society of Chemistry (RSC)}, author={Ryan, Raphael T. and Havrylyuk, Dmytro and Stevens, Kimberly C. and Moore, L. Henry and Kim, Doo Young and Blackburn, Jessica S. and Heidary, David K. and Selegue, John P. and Glazer, Edith C.}, year={2020}, pages={12161–12167} }
 @article{havrylyuk_heidary_sun_parkin_glazer_2020, title={Photochemical and Photobiological Properties of Pyridyl-pyrazol(in)e-Based Ruthenium(II) Complexes with Sub-micromolar Cytotoxicity for Phototherapy}, volume={5}, url={https://doi.org/10.1021/acsomega.0c02079}, DOI={10.1021/acsomega.0c02079}, abstractNote={The discovery of new light-triggered prodrugs based on ruthenium (II) complexes is a promising approach for photoactivated chemotherapy (PACT). The light-mediated activation of “strained” Ru(II) polypyridyl complexes resulted in ligand release and produced a ligand-deficient metal center capable of forming covalent adducts with biomolecules such as DNA. Based on the strategy of exploiting structural distortion to activate photochemistry, biologically active small molecules were coordinated to a Ru(II) scaffold to create light-triggered dual-action agents. Thirteen new Ru(II) complexes with pyridyl-pyrazol(in)e ligands were synthesized, and their photochemical reactivity and anticancer properties were investigated. Isomeric bidentate ligands were investigated, where “regular” ligands (where the coordinated nitrogens in the heterocycles are linked by C–C atoms) were compared to “inverse” isomers (where the coordinated nitrogens in the heterocycles are linked by C–N atoms). Coordination of the regular 3-(pyrid-2-yl)-pyrazol(in)es to a Ru(II) bis-dimethylphenanthroline scaffold yielded photoresponsive compounds with promising photochemical and biological properties, in contrast to the inverse 1-(pyrid-2-yl)-pyrazolines. The introduction of a phenyl ring to the 1N-pyrazoline cycle increased the distortion in complexes and improved ligand release upon light irradiation (470 nm) up to 5-fold in aqueous media. Compounds 1–8, containing pyridyl-pyrazol(in)e ligands, were at least 20–80-fold more potent than the parent pyridyl-pyrazol(in)es, and exhibited biological activity in the dark, with half-maximal inhibitory concentration (IC50) values ranging from 0.2 to 7.6 μM in the HL60 cell line, with complete growth inhibition upon light irradiation. The diversification of coligands and introduction of a carboxylic acid into the Ru(II) complex resulted in compounds 9–12, with up to 146-fold improved phototoxicity indices compared with complexes 1–8.}, number={30}, journal={ACS Omega}, publisher={American Chemical Society (ACS)}, author={Havrylyuk, Dmytro and Heidary, David K. and Sun, Yang and Parkin, Sean and Glazer, Edith C.}, year={2020}, month={Aug}, pages={18894–18906} }
 @article{roque_havrylyuk_barrett_sainuddin_mccain_colón_sparks_bradner_monro_heidary_et al._2020, title={Strained, Photoejecting Ru(II) Complexes that are Cytotoxic Under Hypoxic Conditions}, volume={96}, ISSN={0031-8655 1751-1097}, url={http://dx.doi.org/10.1111/php.13174}, DOI={10.1111/php.13174}, abstractNote={Abstract}, number={2}, journal={Photochemistry and Photobiology}, publisher={Wiley}, author={Roque, John, III and Havrylyuk, Dmytro and Barrett, Patrick C. and Sainuddin, Tariq and McCain, Julia and Colón, Katsuya and Sparks, William T. and Bradner, Evan and Monro, Susan and Heidary, David and et al.}, year={2020}, month={Mar}, pages={327–339} }
 @article{havrylyuk_stevens_parkin_glazer_2020, title={Toward Optimal Ru(II) Photocages: Balancing Photochemistry, Stability, and Biocompatibility Through Fine Tuning of Steric, Electronic, and Physiochemical Features}, volume={59}, ISSN={0020-1669 1520-510X}, url={http://dx.doi.org/10.1021/acs.inorgchem.9b02065}, DOI={10.1021/acs.inorgchem.9b02065}, abstractNote={Ru(II) complex photocages are used in a variety of biological applications, but the thermal stability, photosubstitution quantum yield, and biological compatibility of the most commonly used Ru(II) systems remain unoptimized. Here, multiple compounds used in photocaging applications were analyzed and found to have several unsatisfactory characteristics. To address these deficiencies, three new scaffolds were designed to improve key properties through modulation of a combination of electronic, steric, and physiochemical features. One of these new systems, containing the 2,2'-biquinoline-4,4'-dicarboxylic acid (2,2'-bicinchoninic acid) ligand, fulfills several of the requirements for an optimal photocage. Another complex, containing the 2-benzothiazol-2-yl-quinoline ligand, provides a scaffold for the creation of "dual action" agents.}, number={2}, journal={Inorganic Chemistry}, publisher={American Chemical Society (ACS)}, author={Havrylyuk, Dmytro and Stevens, Kimberly and Parkin, Sean and Glazer, Edith C.}, year={2020}, month={Jan}, pages={1006–1013} }
 @inproceedings{havrylyuk_stevens_denning_heidary_glazer_2018, title={Ru(II) CYP1B1 Inhibitor Prodrugs with Enhanced Potency}, booktitle={Metals in Medicine, Gordon Research Conference}, author={Havrylyuk, D. and Stevens, K. and Denning, C.A. and Heidary, D.K. and Glazer, E.C.}, year={2018}, month={Jun} }
 @article{havrylyuk_deshpande_parkin_glazer_2018, title={Ru(ii) complexes with diazine ligands: electronic modulation of the coordinating group is key to the design of “dual action” photoactivated agents}, volume={54}, url={https://doi.org/10.1039/C8CC05809A}, DOI={10.1039/C8CC05809A}, abstractNote={Coordination complexes can be used to photocage biologically active ligands, providing control over the location, time, and dose of a delivered drug.}, number={88}, journal={Chemical Communications}, publisher={Royal Society of Chemistry (RSC)}, author={Havrylyuk, Dmytro and Deshpande, Megha and Parkin, Sean and Glazer, Edith C.}, year={2018}, pages={12487–12490} }
 @article{havrylyuk_howerton_nease_parkin_heidary_glazer_2018, title={Structure-activity relationships of anticancer ruthenium(II) complexes with substituted hydroxyquinolines}, volume={156}, ISSN={0223-5234}, url={http://dx.doi.org/10.1016/j.ejmech.2018.04.044}, DOI={10.1016/j.ejmech.2018.04.044}, abstractNote={8-Hydroxyquinolines (HQ), including clioquinol, possess cytotoxic properties and are widely used as ligands for metal-based anticancer drug research. The number and identity of substituents on the HQ can have a profound effect on activity for a variety of inorganic compounds. Ruthenium complexes of HQ exhibit radically improved potencies, and operate by a new, currently unknown, mechanism of action. To define structure-activity relationships (SAR), a family of 22 Ru(II) coordination complexes containing mono-, di- and tri-substituted hydroxyquinoline ligands were synthesized and their biological activity evaluated. The complexes exhibited promising cytotoxic activity against a cancer cell line, and the SAR data revealed the 2- and 7-positions as key sites for the incorporation of halogens to improve potency. The Ru(II) complexes potently inhibited translation, as demonstrated by an in-cell translation assay. The effects were seen at 2-15-fold higher concentrations than those required to observe cytotoxicity, suggesting that prevention of protein synthesis may be a primary, but not the exclusive mechanism for the observed cytotoxic activity.}, journal={European Journal of Medicinal Chemistry}, publisher={Elsevier BV}, author={Havrylyuk, Dmytro and Howerton, Brock S. and Nease, Leona and Parkin, Sean and Heidary, David K. and Glazer, Edith C.}, year={2018}, month={Aug}, pages={790–799} }
 @article{havrylyuk_heidary_nease_parkin_glazer_2017, title={Back Cover: Photochemical Properties and Structure–Activity Relationships of RuII Complexes with Pyridylbenzazole Ligands as Promising Anticancer Agents (Eur. J. Inorg. Chem. 12/2017)}, url={https://doi.org/10.1002/ejic.201700259}, DOI={10.1002/ejic.201700259}, abstractNote={This cover feature shows a selection of inorganic elements that are used in new anticancer agents described in this cluster issue. The hourglass symbolizes the time-sensitive nature of chemotherapy treatment as well as the spatial and temporal control achieved with light-activated compounds. The strained complex on the left can eject a ligand to form covalent adducts with DNA, while the unstrained complex on the right generates ROS. In both cases pyridylbenzazole ligands (X = CH, NH, O, S) were explored to identify the most potent anticancer agents. Details are discussed in the article by E. C. Glazer et al. on page 1687 ff (DOI: 10.1002/ejic.201601450).}, journal={European Journal of Inorganic Chemistry}, author={Havrylyuk, Dmytro and Heidary, David K. and Nease, Leona and Parkin, Sean and Glazer, Edith C.}, year={2017}, month={Mar} }
 @article{havrylyuk_heidary_nease_parkin_glazer_2017, title={Photochemical Properties and Structure–Activity Relationships of RuII Complexes with Pyridylbenzazole Ligands as Promising Anticancer Agents}, volume={2017}, url={https://doi.org/10.1002/ejic.201601450}, DOI={10.1002/ejic.201601450}, abstractNote={Ruthenium complexes capable of light‐triggered cytotoxicity are appealing potential prodrugs for photodynamic therapy (PDT) and photoactivated chemotherapy (PACT). Two groups of (polypyridyl)RuII complexes with 2‐(2‐pyridyl)benzazole ligands were synthesized and investigated for their photochemical properties and anticancer activity to compare strained and unstrained systems that are likely to have different biological mechanisms of action. The structure–activity relationship was focused on the benzazole‐core bioisosterism and replacement of coligands in RuII complexes. Strained compounds rapidly ejected the 2‐(2‐pyridyl)benzazole ligand after light irradiation, and possessed strong toxicity in the HL‐60 cell line both under dark and light conditions. In contrast, unstrained RuII complexes were nontoxic in the absence of light, induced cytotoxicity at nanomolar concentrations after light irradiation, and were capable of light‐induced DNA damage. The 90–220‐fold difference in light and dark IC50 values provides a large potential therapeutic window to allow for selective targeting of cells by exposure to light.}, number={12}, journal={European Journal of Inorganic Chemistry}, author={Havrylyuk, Dmytro and Heidary, David K. and Nease, Leona and Parkin, Sean and Glazer, Edith C.}, year={2017}, month={Mar}, pages={1687–1694} }
 @inproceedings{havrylyuk_howerton_nease_heidary_glazer_2016, title={Synthesis, SAR analysis and Mechanistic Studies of New 2-R-Methyl-8-hydroxyquinoline Based Ruthenium(II) Complexes with Promising Antitumor Activity}, booktitle={2nd Annual Postdoctoral Research Symposium}, author={Havrylyuk, D. and Howerton, B.S. and Nease, L. and Heidary, D.K. and Glazer, E.C.}, year={2016}, month={Jun} }
 @article{kobylinska_havrylyuk_ryabtseva_mitina_zaichenko_lesyk_zimenkovsky_stoika_2015, title={BIOCHEMICAL INDICATORS OF HEPATOTOXICITY IN BLOOD SERUM OF RATS UNDER THE EFFECT OF NOVEL 4-THIAZOLIDINONE DERIVATIVES AND DOXORUBICIN AND THEIR COMPLEXES WITH POLYETHYLENEGLYCOL-CONTAINING NANOSCALE POLYMERIC CARRIER}, volume={87}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84940029286&partnerID=MN8TOARS}, number={2}, journal={Ukrainian biochemical journal}, author={Kobylinska, L.I. and Havrylyuk, D.Y. and Ryabtseva, A.O. and Mitina, N.E. and Zaichenko, O.S. and Lesyk, R.B. and Zimenkovsky, B.S. and Stoika, R.S.}, year={2015}, pages={122–132} }
 @article{havrylyuk_zimenkovsky_lesyk_2015, title={Synthesis, Biological activity of thiazolidinones bearing indoline moiety and isatin based hybrids}, volume={12}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84920862003&partnerID=MN8TOARS}, number={1}, journal={Mini-Reviews in Organic Chemistry}, author={Havrylyuk, D. and Zimenkovsky, B. and Lesyk, R.}, year={2015}, pages={66–87} }
 @article{devinyak_havrylyuk_lesyk_2014, title={3D-MoRSE descriptors explained}, volume={54}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84910118863&partnerID=MN8TOARS}, DOI={10.1016/j.jmgm.2014.10.006}, abstractNote={3D-MoRSE is a very flexible 3D structure encoding framework for chemoinformatics and QSAR purposes due to the range of scattering parameter values and variety of weighting schemes used. While arising in many QSAR studies, up to this time they were considered as hardly interpreted and were treated like a “black box”. This study is intended to lift the veil of mystery, providing a comprehensible way to the interpretation of 3D-MoRSE descriptors in QSAR/QSPR studies. The values of these descriptors are calculated with rather simple equation, but may vary when using differing starting geometries as optimization input. This variation increases with scattering parameter and also is higher for electronegativity weighted and unweighted descriptors. Though each 3D-MoRSE descriptor incorporates the information about the whole molecule structure, its final value is derived mostly from short-distance (up to 3 Å) atomic pairs. And, if a QSAR study covers structurally similar set of compounds, then the role of 3D-MoRSE descriptor in a model can be interpreted using just several pairs of neighbor atoms. The guide to interpretation process is discussed and illustrated with a case study. Realizing the mathematical concept behind 3D-descriptors and knowing their properties it is easy not only to interpret, but also to predict the importance of 3D-MoRSE descriptors in a QSAR study. The process of prediction is described on the practical example and its accuracy is confirmed with further QSAR modeling.}, journal={Journal of Molecular Graphics and Modelling}, author={Devinyak, O. and Havrylyuk, D. and Lesyk, R.}, year={2014}, pages={194–203} }
 @article{avdieiev_gera_havrylyuk_hodges_lesyk_ribrag_vassetzky_kavsan_2014, title={Bradykinin antagonists and thiazolidinone derivatives as new potential anti-cancer compounds}, volume={22}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84905559828&partnerID=MN8TOARS}, DOI={10.1016/j.bmc.2014.06.046}, abstractNote={Glioblastoma (GB), the most aggressive brain tumour, and mantle cell lymphoma (MCL), a rare but very aggressive type of lymphoma, are highly resistant to chemotherapy. GB and MCL chemotherapy gives very modest results, the vast majority of patients experience recurrent disease. To find out the new treatment modality for drug-resistant GB and MCL cells, combining of bradykinin (BK) antagonists with conventional temozolomide (TMZ) treatment, and screening of thiazolidinones derivatives were the main objectives of this work. As it was revealed here, BKM-570 was the lead compound among BK antagonists under investigation (IC50 was 3.3 μM) in human GB cells. It strongly suppressed extracellular signal-regulated kinases 1/2 (ERK1/2) and protein kinase B (AKT) phosphorylation. BK antagonists did not decrease the viability of MCL cells, thus showing the cell-specific mode, while thiazolidinone derivatives, a novel group of promising anti-tumour compounds inhibited proliferation of MCL cells: IC₅₀ of ID 4526 and ID 4527 compounds were 0.27 μM and 0.16 μM, correspondingly. However, single agents are often not effective in clinic due to activation of collateral pathways in tumour cells. We demonstrated a strong synergistic effect after combinatorial treatment by BKM-570 together with TMZ that drastically increased cytotoxic action of this drug in rat and human glioma cells. Small proportion of cells was still viable after such treatment that could be explained by presence of TMZ-resistant cells in the population. It is possible to expect that the combined therapy aimed simultaneously at different elements of tumourigenesis will be more effective with lower drug concentrations than the first-line drug temozolomide used alone in clinics.}, number={15}, journal={Bioorganic and Medicinal Chemistry}, author={Avdieiev, S. and Gera, L. and Havrylyuk, D. and Hodges, R.S. and Lesyk, R. and Ribrag, V. and Vassetzky, Y. and Kavsan, V.}, year={2014}, pages={3815–3823} }
 @article{devinyak_havrylyuk_zimenkovsky_lesyk_2014, title={Computational search for possible mechanisms of 4-thiazolidinones anticancer activity: The power of visualization}, volume={33}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84896514886&partnerID=MN8TOARS}, DOI={10.1002/minf.201300086}, abstractNote={Abstract}, number={3}, journal={Molecular Informatics}, author={Devinyak, O. and Havrylyuk, D. and Zimenkovsky, B. and Lesyk, R.}, year={2014}, pages={216–229} }
 @article{chumak_fil_panchuk_zimenkovsky_havrylyuk_lesyk_stoika_2014, title={Study of antineoplastic action of novel isomeric derivatives of 4-thiazolidinone}, volume={86}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84938071889&partnerID=MN8TOARS}, number={6}, journal={Ukrainian biochemical journal}, author={Chumak, V.V. and Fil, M.R. and Panchuk, R.R. and Zimenkovsky, B.S. and Havrylyuk, D.Y. and Lesyk, R.B. and Stoika, R.S.}, year={2014}, pages={96–105} }
 @article{havrylyuk_zimenkovsky_karpenko_grellier_lesyk_2014, title={Synthesis of pyrazoline-thiazolidinone hybrids with trypanocidal activity}, volume={85}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84905485327&partnerID=MN8TOARS}, DOI={10.1016/j.ejmech.2014.07.103}, abstractNote={A series of novel 4-thiazolidinone-pyrazoline conjugates have been synthesized and tested for anti-Trypanosoma brucei activity. Screening data allowed us to identify five thiazolidinone-pyrazoline hybrids, which possess promising trypanocidal activity, with IC50 ≤ 1.2 μM. The highest active thiazolidinone-pyrazoline conjugates 3c and 6b (IC50 values of 0.6 μM and 0.7 μM, respectively) were 6-times more potent antitrypanosomal agents than nifurtimox. In addition, these compounds, as well as 6d and 6e had selectivity index higher than 50, and were more selective than nifurtimox. SAR study included substituent variations at the pyrazoline moiety, modifications of N3 position of the thiazolidinone portion, elongation of the linker between the heterocycles, as well as rhodanine-isorhodanine isomerism. It was also shown that methyl or aryl substitution at the thiazolidinone N3-position is crucial for trypanocidal activity.}, journal={European Journal of Medicinal Chemistry}, author={Havrylyuk, D. and Zimenkovsky, B. and Karpenko, O. and Grellier, P. and Lesyk, R.}, year={2014}, pages={245–254} }
 @article{devinyak_havrylyuk_avdieiev_chumak_panchuk_stoika_kavsan_lesyk_2014, title={Virtual screening and its experimental validation reveal novel compounds with promising anticancer activity among 4-thiazolidinone- pyrazoline- and isatin-based conjugates}, volume={1}, number={1}, journal={Austin Journal of Bioorganic & Organic Chemistry}, author={Devinyak, O.T. and Havrylyuk, D.Y.A. and Avdieiev, S.S. and Chumak, V.V. and Panchuk, R.R. and Stoika, R.S. and Kavsan, V.M. and Lesyk, R.B}, year={2014}, pages={6} }
 @article{havrylyuk_zimenkovsky_vasylenko_lesyk_2013, title={Synthesis and anticancer and antiviral activities of new 2-pyrazoline-substituted 4-thiazolidinones}, volume={50}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84876947896&partnerID=MN8TOARS}, DOI={10.1002/jhet.1056}, abstractNote={2‐(4,5‐Dihydropyrazol‐1‐yl)‐thiazol‐4‐ones (2–5) have been synthesized starting from 3‐phenyl‐5‐aryl‐1‐thiocarbamoyl‐2‐pyrazolines via [2+3]‐cyclization with 2‐bromopropionic acid, maleic anhydride, N‐arylmaleimides, and aroylacrylic acids. The in vitro anticancer activity of 2a, 3a, 4a, 5b, and 5c were tested by the National Cancer Institute. Compounds 4a, 5b, and 5c demonstrated selective inhibition of leukemia cell lines growth at a single concentration (10−5 M). The screening of antiviral activity for a broad panel of viruses revealed that N‐(4‐methoxyphenyl)‐2‐{2‐[5‐(4‐methoxyphenyl)‐3‐phenyl‐4,5‐dihydropyrazol‐1‐yl]‐4‐oxo‐4,5‐dihydrothiazol‐5‐yl}‐acetamide 4a was highly active against Tacaribe TRVL 11 573 virus strain (EC50 = 0.71 μg/mL, selectivity index = 130).}, number={SUPPL.1}, journal={Journal of Heterocyclic Chemistry}, author={Havrylyuk, D. and Zimenkovsky, B. and Vasylenko, O. and Lesyk, R.}, year={2013} }
 @article{havrylyuk_zimenkovsky_vasylenko_day_smee_grellier_lesyk_2013, title={Synthesis and biological activity evaluation of 5-pyrazoline substituted 4-thiazolidinones}, volume={66}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84879470955&partnerID=MN8TOARS}, DOI={10.1016/j.ejmech.2013.05.044}, abstractNote={A series of novel 5-pyrazoline substituted 4-thiazolidinones have been synthesized. Target compounds were evaluated for their anticancer activity in vitro within DTP NCI protocol. Among the tested compounds, the derivatives 4d and 4f were found to be the most active, which demonstrated certain sensitivity profile toward the leukemia subpanel cell lines with GI₅₀ value ranges of 2.12-4.58 μM (4d) and 1.64-3.20 μM (4f). The screening of antitrypanosomal and antiviral activities of 5-(3-naphthalen-2-yl-5-aryl-4,5-dihydropyrazol-1-yl)-thiazolidine-2,4-diones was carried out with the promising influence of the mentioned compounds on Trypanosoma brucei, but minimal effect on SARS coronavirus and influenza types A and B viruses.}, journal={European Journal of Medicinal Chemistry}, author={Havrylyuk, D. and Zimenkovsky, B. and Vasylenko, O. and Day, C.W. and Smee, D.F. and Grellier, P. and Lesyk, R.}, year={2013}, pages={228–237} }
 @article{harkov_havrylyuk_atamanyuk_zimenkovsky_lesyk_2013, title={Synthesis and biological activity of isatines bearing thiazolidinone and pyrazoline moieties}, volume={60}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84888407984&partnerID=MN8TOARS}, number={1}, journal={Pharmacia}, author={Harkov, S. and Havrylyuk, D. and Atamanyuk, V. and Zimenkovsky, B. and Lesyk, R.}, year={2013}, pages={8–18} }
 @article{harkov_havrylyuk_lesyk_2013, title={Synthesis of 3S-substituted triazino[5,6-b]indoles and 4-thiazolidinone-triazino[5,6-b]indole hybrids with antitumor activity}, volume={7}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84897827225&partnerID=MN8TOARS}, number={4}, journal={Chemistry and Chemical Technology}, author={Harkov, S. and Havrylyuk, D. and Lesyk, R.}, year={2013}, pages={381–389} }
 @article{panchuk_chumak_fil_havrylyuk_zimenkovsky_lesyk_stoika_2012, title={Study of molecular mechanisms of proapoptotic action of novel heterocyclic 4-thiazolidone derivatives}, volume={28}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84861441584&partnerID=MN8TOARS}, DOI={10.7124/bc.00003D}, abstractNote={Aim. Mechanisms of induction of apoptosis signaling pathways in mammalian tumor cells treated by novel heterocyclic 4-thiazolidones with different side groups were studied. Methods. Annexin V/propidium iodide and DAPI (4',6-diamidino-2-phenylindole) staining of cells, Western-blot analysis of specific proteins. Results. 4-Thiazolidone derivatives of various structure possess similar cytotoxic activity in vitro (²N50 = 5 µM), and induce apoptosis in both leukemia (Jurkat, CCRF-CEM) and carcinoma (MCF-7, MDA-MD-231) cells. Western-blot analysis of the expression of several proteins of apoptosis signaling showed that the structure of lateral groups of 4thiazolidones may directly affect biological activity of these proteins in leukemia cells. In particular, compounds Les-3120 (pyrazoline-substituted thiazolidinone) and Les-3166 (thiazolidinone-benzothiazole conjugate) induced receptor-mediated apoptosis in Jurkat T-leukemia cells. 4-Iminothiazolidinone Les-3372 caused mitochondrial type apoptosis, mediated by AIF protein. Conclusions. Structure-functional relationships between the presence of specific side groups in novel 4-thiazolidones and the signaling apoptotic pathways induced by these compounds have been established. The obtained results allow designing new, «hybrid» compounds which can simultaneously induce more than one apoptotic pathway in tumor cells.}, number={2}, journal={Biopolymers and Cell}, author={Panchuk, R.R. and Chumak, V.V. and Fil, M.R. and Havrylyuk, D.Y. and Zimenkovsky, B.S. and Lesyk, R.B. and Stoika, R.S.}, year={2012}, pages={121–128} }
 @article{havrylyuk_zimenkovsky_vasylenko_gzella_lesyk_2012, title={Synthesis of new 4-thiazolidinone-, pyrazoline-, and isatin-based conjugates with promising antitumor activity}, volume={55}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84867836493&partnerID=MN8TOARS}, DOI={10.1021/jm300789g}, abstractNote={The synthesis and antitumor activity screening of novel 3-[2-(3,5-diaryl-4,5-dihydropyrazol-1-yl)-4-oxo-4,5-dihydro-1,3-thiazol-5-ylidene]-2,3-dihydro-1H-indol-2-ones 1-23 and 3-(3,5-diarylpyrazol-1-yl)-2,3-dihydro-1H-indol-2-ones 24-39 are performed. In vitro anticancer activity of the synthesized compounds was tested by the National Cancer Institute. Most of them displayed anticancer activity on leukemia, melanoma, lung, colon, CNS, ovarian, renal, prostate, and breast cancers cell lines. The structure-activity relationship is discussed. The most effective anticancer compound 10 was found to be active with mean GI₅₀ and TGI values of 0.071 μM and 0.76 μM, respectively. It demonstrated the highest antiproliferative influence on the non-small-cell lung cancer cell line HOP-92 (GI₅₀ < 0.01 μM), colon cancer line HCT-116 (GI₅₀ = 0.018 μM), CNS cancer cell line SNB-75 (GI₅₀ = 0.0159 μM), ovarian cancer cell line NCI/ADR-RES (GI₅₀ = 0.0169 μM), and renal cancer cell line RXF 393 (GI₅₀ = 0.0197 μM).}, number={20}, journal={Journal of Medicinal Chemistry}, author={Havrylyuk, D. and Zimenkovsky, B. and Vasylenko, O. and Gzella, A. and Lesyk, R.}, year={2012}, pages={8630–8641} }
 @article{sklyarov_lesyk_panasyuk_fomenko_havrylyuk_2011, title={Comparison of dual acting drugs and conventional NSAIDs towards parameters of NO-synthase system and oxidative stress in mucosal membrane of large intestine of rats with experimental ulcerative colitis}, volume={27}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-79957764684&partnerID=MN8TOARS}, number={2}, journal={Biopolymers and Cell}, author={Sklyarov, A.Y. and Lesyk, R.B. and Panasyuk, N.B. and Fomenko, I.S. and Havrylyuk, D.Y.}, year={2011}, pages={147–153} }
 @inproceedings{havrylyuk_zimenkovsky_lesyk_2011, title={Design, synthesis and antitumor activity screening of novel heterocyclic derivatives of 4-thiazolidinones based on the hybrid pharmacophore approach}, booktitle={Bridges in Life Sciences: 6th Annual Scientific Meeting RECOOP HST}, author={Havrylyuk, D. and Zimenkovsky, B. and Lesyk, R.}, year={2011} }
 @article{havrylyuk_kovach_zimenkovsky_vasylenko_lesyk_2011, title={Synthesis and anticancer activity of isatin-based pyrazolines and thiazolidines conjugates}, volume={344}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-80051483748&partnerID=MN8TOARS}, DOI={10.1002/ardp.201100055}, abstractNote={Abstract}, number={8}, journal={Archiv der Pharmazie}, author={Havrylyuk, D. and Kovach, N. and Zimenkovsky, B. and Vasylenko, O. and Lesyk, R.}, year={2011}, pages={514–522} }
 @article{lesyk_zimenkovsky_kaminskyy_kryshchyshyn_havryluk_atamanyuk_subtel’na_khyluk_2011, title={Thiazolidinone motif in anticancer drug discovery. Experience of DH LNMU medicinal chemistry scientific group}, volume={27}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-79957671997&partnerID=MN8TOARS}, number={2}, journal={Biopolymers and Cell}, author={Lesyk, R.B. and Zimenkovsky, B.S. and Kaminskyy, D.V. and Kryshchyshyn, A.P. and Havryluk, D.Y. and Atamanyuk, D.V. and Subtel’na, I.Y. and Khyluk, D.V.}, year={2011}, pages={107–117} }
 @article{havrylyuk_mosula_zimenkovsky_vasylenko_gzella_lesyk_2010, title={Synthesis and anticancer activity evaluation of 4-thiazolidinones containing benzothiazole moiety}, volume={45}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-77957844111&partnerID=MN8TOARS}, DOI={10.1016/j.ejmech.2010.08.008}, abstractNote={Antitumor screening of several novel 4-thiazolidinones with benzothiazole moiety has been performed. Reactions of (benzothiazole-2-yl)hydrazine with trithiocarbonyl diglycolic acid or 6-methyl-2-aminobenzothiazole with 2-carbethoxymethylthio-2-thiazoline-4-one have yielded starting 3- (1) or 2-substituted (11) 4-thiazolidinones which have been subsequently utilized in a Knoevenagel condensation for obtaining a series of 5-arylidene derivatives 2-10, 12-16. Compound 11 has been obtained alternatively by a counter synthesis method based on the reaction of 2-chloro-N-(6-methylbenzothiazol-2-yl)-acetamide and ammonium thiocyanate. The structures of compounds have been determined by (1)H, (13)C NMR, IR and X-ray analysis. In vitro anticancer activity of the synthesized compounds was tested by the National Cancer Institute and two (6, 16) of them has revealed the anticancer activity on leukemia, melanoma, lung, colon, CNS, ovarian, renal, prostate and breast cancers cell lines. Among tested compounds, 2-{2-[3-(benzothiazol-2-ylamino)-4-oxo-2-thioxothiazolidin-5-ylidenemethyl]-4-chlorophenoxy}-N-(4-methoxyphenyl)-acetamide (6) was found to be the most active candidate with average logGI(50) and logTGI values -5.38 and -4.45 respectively.}, number={11}, journal={European Journal of Medicinal Chemistry}, author={Havrylyuk, D. and Mosula, L. and Zimenkovsky, B. and Vasylenko, O. and Gzella, A. and Lesyk, R.}, year={2010}, pages={5012–5021} }
 @inproceedings{havrylyuk_zimenkovsky_lesyk_2010, title={Synthesis and antitumor activity of thiazolidinones with pyrazoline moiety.Streszczenia farmacja polska na tle unii europejskiej}, booktitle={XXI Naukowy Zjazd Polskiego Towarzystwa Farmaceutycznego Gdansk, Poland}, author={Havrylyuk, D. and Zimenkovsky, B. and Lesyk, R.}, year={2010} }
 @article{havrylyuk_kovach_zimenkovsky_lesyk_2010, title={Synthesis of new 4-azolidinones with 3,5-diaryl-4,5-dihydropyrazole moiety and evaluation of their antitumor activity in vitro}, volume={23}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-84860479489&partnerID=MN8TOARS}, number={3}, journal={Annales Universitatis Mariae Curie-Sklodowska, Sectio DDD: Pharmacia}, author={Havrylyuk, D. and Kovach, N. and Zimenkovsky, B. and Lesyk, R.}, year={2010}, pages={173–177} }
 @article{havrylyuk_zimenkovsky_lesyk_2009, title={Synthesis and anticancer activity of novel nonfused bicyclic thiazolidinone derivatives}, volume={184}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-61449246586&partnerID=MN8TOARS}, DOI={10.1080/10426500802247563}, abstractNote={A series of new 2-{4-oxo-2-[(4-oxothiazolidin-2-ylidene)-hydrazono]-thiazolidin-5-yl}-N-arylacetamides ( 4a–e ), 5-(2-oxo-2-aryl-ethyl)-2-[(4-oxothiazolidin-2-ylidene)-hydrazono]-thiazolidine-4-ones ( 5a–d ), 2-(4-oxo-2-[(2-oxothiazolidin-4-ylidene)-hydrazono]-thiazolidin-5-yl)-N-arylacetamides ( 7a–e ), and 5-(2-oxo-2-aryl-ethyl)-2-[(2-oxothiazolidin-4-ylidene)-hydrazono]-thiazolidine-4-ones ( 8a–d ) have been synthesized starting from 2-thioxothiazolidin-4-one and 4-thioxothiazolidin-2-one through a multistep reaction sequence. 2-Thioxothiazolidin-4-one was alkylated via the intermediate formation of the triethylammonium salt 1 by ethyl chloroacetate. Compound 2 and 4-thioxothiazolidin-2-one reacted with thiosemicarbazides to give the 1-(4-thiazolidinone-2-ylidene)-4-R-thiosemicarbazones ( 3a,b ) and 1-(2-thiazolidinone-4-ylidene)thiosemicarbazones ( 6a,b ), respectively. Following [2+3]-cyclization of thiazolidinone-substituted thiosemicarbazones ( 3a,b and 6a,b) with N-arylmaleimides and aroylacrylic acids as equivalents of dielectrophilic synthon [C2]2 +, novel non-fused bicyclic thiazolidinones ( 4a–e, 5a–d, 7a–e, 8a–d ) were synthesized. The structures of the new compounds ( 4a–e, 5a–d, 7a–e, 8a–d ) were established on the basis of their elemental analysis and 1H NMR and mass spectral data. Eight of the synthesized compounds were tested, and three of them displayed different levels of antitumor activity. The most efficient antitumor agent—2-{4-oxo-3-furylmethyl-2-[(4-oxothiazolidin-2-ylidene)-hydrazono]-thiazolidin-5-yl}-N-4-chlorophenylacetamide ( 4d ) was found to be active against leukemia, melanoma, lung, colon, CNS, ovarian, renal, prostate, and breast cancer cell lines with mean lgGI50 and lgTGI values of –5.35 and –4.78, respectively.}, number={3}, journal={Phosphorus, Sulfur and Silicon and the Related Elements}, author={Havrylyuk, D. and Zimenkovsky, B. and Lesyk, R.}, year={2009}, pages={638–650} }
 @article{mosula_zimenkovsky_havrylyuk_missir_chiriţǎ_lesyk_2009, title={Synthesis and antitumor activity of novel 2-thioxo-4-thiazolidinones with benzothiazole moieties}, volume={57}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-69249231104&partnerID=MN8TOARS}, number={3}, journal={Farmacia}, author={Mosula, L. and Zimenkovsky, B. and Havrylyuk, D. and Missir, A.-V. and Chiriţǎ, I.C. and Lesyk, R.}, year={2009}, pages={321–330} }
 @article{havrylyuk_zimenkovsky_vasylenko_zaprutko_gzella_lesyk_2009, title={Synthesis of novel thiazolone-based compounds containing pyrazoline moiety and evaluation of their anticancer activity}, volume={44}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-61349169067&partnerID=MN8TOARS}, DOI={10.1016/j.ejmech.2008.09.032}, abstractNote={To examine the anticancer activity several novel thiazolone-based compounds containing 5-aryl-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl framework were obtained. Reaction of 5-aryl-3-phenyl-4,5-dihydropyrazole with 4-thioxo-2-thiazolidinone or 2-carbethoxymethylthio-2-thiazoline-4-one yielded starting 4- (1 and 2) or 2-substituted (11 and 12) thiazolones which were utilized in Knoevenagel condensation for obtaining a series of 5-arylidene derivatives 3-10, 13-18. Alternatively 11, 12 and their 5-arylidene derivatives were synthesized by means of 3-phenyl-5-aryl-1-thiocarbamoyl-2-pyrazoline as S,N-binucleophile via [2+3]-cyclocondensation approach. The structures of compounds were determined by (1)H, (13)C NMR, LC-MS, EI-MS and X-ray analysis. The in vitro anticancer activity of synthesized compounds were tested by the National Cancer Institute and most of them displayed anticancer activity on leukemia, melanoma, lung, colon, CNS, ovarian, renal, prostate and breast cancer cell lines. Relations between structure and activity are discussed, the most efficient anticancer compound 16 was found to be active with selective influence on colon cancer cell lines, especially on HT 29 (logGI(50)=-6.37).}, number={4}, journal={European Journal of Medicinal Chemistry}, author={Havrylyuk, D. and Zimenkovsky, B. and Vasylenko, O. and Zaprutko, L. and Gzella, A. and Lesyk, R.}, year={2009}, pages={1396–1404} }