https://m2.mtmt.hu/ eng 2026-06-26 23:30 JournalArticle 35641336 VALIDATED true Institute of Pharmaceutical Chemistry, University of Pécs, Pécs, H-7624, Hungary 0 false 2026-06-01T13:25:54.849+0000 2025-10-13T13:13:22.009+0000 2024-12-17T07:07:20.247+0000 true 10045349 Fekete Rita /api/admin/10045349 Admin Rita Fekete (PTE GYTK admin 5) true 10045349 2025-10-13T13:13:22.315+0000 2025-10-13T13:13:22.315+0000 2025-03-05T11:38:43.935+0000 true 10045349 Fekete Rita /api/admin/10045349 Admin Rita Fekete (PTE GYTK admin 5) true 10045349 2025-03-08T14:36:50.010+0000 true 521 Szuper Admin /api/admin/521 Admin Admin Szuper (admin) true Admin 10096252 /api/admin/10096252 Ilona Kósa (MTMT központi Admin, admin) Kósa Ilona true true 2025-09-10T08:35:57.369+0000 true false true 24 24 /api/publicationtype/24 PublicationType Journal Article 1 true 24 JournalArticle true 10000059 Article true 24 24 /api/publicationtype/24 PublicationType Journal Article 1 true 24 JournalArticle /api/subtype/10000059 Szakcikk SubType Article (Journal Article) 101 true 10000059 true 1 /api/category/1 Category Scientific true 1 Bognár, Gábor true true /api/journal/25013 REVIEWED MOLECULES 1431-5157 1420-3049 true false 25013 false 25013 true 1431-5157 1420-3049 Journal FOREIGN 29 23 5493 5493 20 2024 In vitro relative cytotoxicity (IC50 (IIb)/IC50 (IIIb) of (E)-3-(4′-methylbenzylidene)-4-chromanone (IIIb) towards human Molt 4/C8 and CEM T-lymphocytes showed a >50-fold increase in comparison to those of the respective tetralone derivative (IIb). On the other hand, such an increase was not observed in the analogous 4-OCH3 (IIc and IIIc) derivatives. In order to study whether thiol reactivity—as a possible basis of the mechanism of action—correlates with the observed cytotoxicities, the kinetics of the non-enzyme catalyzed reactions with reduced glutathione (GSH) and N-acetylcysteine (NAC) of IIIb and IIIc were investigated. The reactivity of the compounds and the stereochemical outcome of the reactions were evaluated using high-pressure liquid chromatography-mass spectrometry (HPLC-MS). Molecular modeling calculations were performed to rationalize the unexpectedly higher thiol reactivity of the chromanones (III) compared to the carbocyclic analog tetralones (II). The results indicate the possible role of spontaneous thiol reactivity of compounds III in their recorded biological effects. Funding 2047866 /api/funding/2047866 (EFOP-3.6.1.-16-2016-00004) Funder: EFOP false true true 2024 true true true false true false GOLD 2026-06-01 true https://doi.org/10.3390/molecules29235493 1 0 1 0 0 1 1 1 1 1 1 0 0 0 1 0 1 0 1 0 0 10 10 Folyóiratcikk Journal Article 24 1 Könyvrészlet Chapter in Book 25 0 Könyv Book 23 0 Egyéb konferenciaközlemény Conference paper 31 0 Egyéb konferenciakötet Conference proceedings 32 0 Oltalmi formák Protection forms 26 0 Disszertáció Thesis 28 0 Egyéb Miscellaneous 29 0 Alkotás Achievement 22 0 Kutatási adat Research data 33 0 Folyóiratcikk Journal Article 24 0 0 0 Könyvrészlet Chapter in Book 25 0 0 0 Könyv Book 23 0 0 0 Egyéb konferenciaközlemény Conference paper 31 0 0 0 Egyéb konferenciakötet Conference proceedings 32 0 0 0 Oltalmi formák Protection forms 26 0 0 0 Disszertáció Thesis 28 0 0 0 Egyéb Miscellaneous 29 0 0 0 Alkotás Achievement 22 0 0 0 Kutatási adat Research data 33 0 0 0 2025 0 1 0 1 0 Q1 false false false false 2024-12-16T07:07:28.416+0000 Gyógyszerészi Kémiai Intézet (PTE / GYTK) 3 8 1 10 0 true 10096252 Language 10002 /api/language/10002 English Angol English true 2 true PersonAuthorship 122222489 /api/authorship/122222489 Bognár, Gábor [Bognár, Gábor (gyógyszerész), author] Department of Pharmaceutical Chemistry (UP / FP) 1 0.1 true false false Author 10098772 /api/author/10098772 Gábor Bognár (gyógyszerész) Bognár Gábor true true Bognár Gábor true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PersonAuthorship 122222490 /api/authorship/122222490 Kenari, Fatemeh [Kenari, Fatemeh (Gyógyszerészet), author] Department of Pharmaceutical Chemistry (UP / FP) 2 0.1 false false false Author 10065758 /api/author/10065758 Fatemeh Kenari (Gyógyszerészet) Kenari Fatemeh true true Kenari Fatemeh true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PersonAuthorship 122222491 /api/authorship/122222491 Pintér, Zoltán 3 0.1 false false false Pintér Zoltán true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PersonAuthorship 122222492 /api/authorship/122222492 Borges, Igor D. 4 0.1 false false false Borges Igor D. true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PersonAuthorship 122222493 /api/authorship/122222493 Camargo, Ademir J. 5 0.1 false false false Camargo Ademir J. true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PersonAuthorship 122222494 /api/authorship/122222494 Oliveira, Heibbe C. B. 6 0.1 false false false Oliveira Heibbe C. B. true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PersonAuthorship 122222495 /api/authorship/122222495 Sanches-Neto, Flávio Olimpio 7 0.1 false false false Sanches-Neto Flávio Olimpio true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PersonAuthorship 122222496 /api/authorship/122222496 Carvalho-Silva, Valter H. 8 0.1 false false false Carvalho-Silva Valter H. true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PersonAuthorship 122222497 /api/authorship/122222497 Napolitano, Hamilton B. 9 0.1 false false false Napolitano Hamilton B. true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PersonAuthorship 122222498 /api/authorship/122222498 Perjési, Pál ✉ [Perjési, Pál (Bioorganikus kémia), author] Department of Pharmaceutical Chemistry (UP / FP) 10 0.1 false true true Author 10008303 /api/author/10008303 Pál Perjési (Bioorganikus kémia) Perjési Pál true 10008303 true Perjési Pál true false false AuthorshipType 1 /api/authorshiptype/1 Author 0 true 0 true false true PublicationIdentifier 28108977 /api/publicationidentifier/28108977 DOI: 10.3390/molecules29235493 PlainSource 6 /api/publicationsource/6 DOI PublicationSourceType 10001 /api/publicationsourcetype/10001 DOI true true true DOI DOI https://doi.org/@@@ true true 6 true GOLD true IDENTICAL 10.3390/molecules29235493 https://doi.org/10.3390/molecules29235493 false true PublicationIdentifier 28243233 /api/publicationidentifier/28243233 WoS: 001377223400001 PlainSource 1 /api/publicationsource/1 WoS PublicationSourceType 10003 /api/publicationsourcetype/10003 Indexelő adatbázis false true true WoS WoS https://www.webofscience.com/wos/woscc/full-record/@@@ true true 1 true IDENTICAL 001377223400001 https://www.webofscience.com/wos/woscc/full-record/001377223400001 false true PublicationIdentifier 28246737 /api/publicationidentifier/28246737 Scopus: 85211927872 PlainSource 3 /api/publicationsource/3 Scopus PublicationSourceType 10003 /api/publicationsourcetype/10003 Indexelő adatbázis false true true Scopus Scopus http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-@@@ true true 3 true IDENTICAL 85211927872 http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85211927872 false true PublicationIdentifier 28243232 /api/publicationidentifier/28243232 PubMed: 39683654 PlainSource 17 /api/publicationsource/17 PubMed PublicationSourceType 10003 /api/publicationsourcetype/10003 Indexelő adatbázis false true true PubMed PubMed http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=@@@&dopt=Abstract true true 17 true IDENTICAL 39683654 http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=39683654&dopt=Abstract false true SjrRating 11438118 /api/sjrrating/11438118 sjr:Q1 (2024) Scopus - Analytical Chemistry MOLECULES 1431-5157 1420-3049 31 0.24 journal RatingType 10002 /api/ratingtype/10002 sjr sjr true true ClassificationExternal 1602 /api/classificationexternal/1602 Scopus - Analytical Chemistry true 1602 true Q1 DIRECT true true Reference 60777735 /api/reference/60777735 1. Rozmer 2016: Naturally occurring chalcones and their biological activities., Phytochem. Rev., 15, p. 87, DOI: 10.1007/s11101-014-9387-8 1 10.1007/s11101-014-9387-8 false true Reference 60777736 /api/reference/60777736 2. Constantinescu, T., and Mihis, A.G. (2022). Two important anticancer mechanisms of natural and synthetic chalcones. Int. J. Mol. Sci., 23., DOI: 10.3390/ijms231911595 2 10.3390/ijms231911595 false true Reference 60777737 /api/reference/60777737 3. Rajendran, G., Bhanu, D., Aruchamy, B., Ramani, P., Pandurangan, N., Bobba, K.N., Oh, E.J., Chung, H.Y., Gangadaran, P., and Ahn, B.-C. (2022). Chalcone: A promising bioactive scaffold in medicinal chemistry. Pharmaceuticals, 15., DOI: 10.3390/ph15101250 3 10.3390/ph15101250 false true Reference 60777738 /api/reference/60777738 4. Leite, F.F., de Sousa, N.F., de Oliveira, B.H.M., Duarte, G.D., Ferreira, M.D.L., Scotti, M.T., Filho, J.M.B., Rodrigues, L.C., de Moura, R.O., and Mendonça-Junior, F.J.B. (2023). Anticancer activity of chalcones and its derivatives: Review and in silico studies. Molecules, 28., DOI: 10.3390/molecules28104009 4 10.3390/molecules28104009 false true Reference 60777739 /api/reference/60777739 5. Shalaby 2023: Synthesis, reactions and application of chalcones: A systematic review., Org. Biomol. Chem., 21, p. 5317, DOI: 10.1039/D3OB00792H 5 10.1039/D3OB00792H false true Reference 60777740 /api/reference/60777740 6. Dimmock 1999: Conformational and quantitative structure−activity relationship study of cytotoxic 2-arylidenebenzocycloalkanones., J. Med. Chem., 42, p. 1358, DOI: 10.1021/jm9806695 6 10.1021/jm9806695 false true Reference 60777741 /api/reference/60777741 7. Dimmock 2002: Correlations between cytotoxicity and topography of some 2-arylidenebenzocycloalkanones determined by X-ray crystallography., J. Med. Chem., 45, p. 3103, DOI: 10.1021/jm010559p 7 10.1021/jm010559p false true Reference 60777742 /api/reference/60777742 8. Das 2008: Design, synthesis and antiproliferative activity of some 3-benzylidene-2,3-dihydro-1-benzopyran-4-ones which display selective toxicity for malignant cells., Eur. J. Med. Chem., 43, p. 839, DOI: 10.1016/j.ejmech.2007.06.017 8 10.1016/j.ejmech.2007.06.017 false true Reference 60777743 /api/reference/60777743 9. Folmer 2006: Inhibition of TNFα-induced activation of nuclear factor ΚB by Kava (Piper methysticum) derivatives., Biochem. Pharmacol., 71, p. 1206, DOI: 10.1016/j.bcp.2005.12.032 9 10.1016/j.bcp.2005.12.032 false true Reference 60777744 /api/reference/60777744 10. Laphanuwat 2022: Licochalcone A induces cholangiocarcinoma cell death via suppression of Nrf2 and NF-ΚB signaling pathways., Asian Pac. J. Cancer Prev., 23, p. 115, DOI: 10.31557/APJCP.2022.23.1.115 10 10.31557/APJCP.2022.23.1.115 false true Reference 60777745 /api/reference/60777745 11. de Freitas Silva, M., Pruccoli, L., Morroni, F., Sita, G., Seghetti, F., Viegas, C., and Tarozzi, A. (2018). The Keap1/Nrf2-ARE pathway as a pharmacological target for chalcones. Molecules, 23., DOI: 10.3390/molecules23071803 11 10.3390/molecules23071803 false true Reference 60777746 /api/reference/60777746 12. Egbujor 2021: Activation of Nrf2 signaling pathway by natural and synthetic chalcones: A therapeutic road map for oxidative stress., Expert Rev. Clin. Pharmacol., 14, p. 465, DOI: 10.1080/17512433.2021.1901578 12 10.1080/17512433.2021.1901578 false true Reference 60777747 /api/reference/60777747 13. Zhuang 2017: Chalcone: A privileged structure in medicinal chemistry., Chem. Rev., 117, p. 7762, DOI: 10.1021/acs.chemrev.7b00020 13 10.1021/acs.chemrev.7b00020 false true Reference 60777748 /api/reference/60777748 14. Gomes, M.N., Muratov, E.N., Pereira, M., Peixoto, J.C., Rosseto, L.P., Cravo, P.V.L., Andrade, C.H., and Neves, B.J. (2017). Chalcone derivatives: Promising starting points for drug design. Molecules, 22., DOI: 10.3390/molecules22081210 14 10.3390/molecules22081210 false true Reference 60777749 /api/reference/60777749 15. Issaenko 2012: Chalcone-based small-molecule inhibitors attenuate malignant phenotype via targeting deubiquitinating enzymes., Cell. Cycle, 11, p. 1804, DOI: 10.4161/cc.20174 15 10.4161/cc.20174 false true Reference 60777750 /api/reference/60777750 16. Mahapatra 2015: Anti-cancer chalcones: Structural and molecular target perspectives., Eur. J. Med. Chem., 98, p. 69, DOI: 10.1016/j.ejmech.2015.05.004 16 10.1016/j.ejmech.2015.05.004 false true Reference 60777751 /api/reference/60777751 17. Ramalho 2013: Synthetic chalcone derivatives as inhibitors of cathepsins K and B, and their cytotoxic evaluation., Chem. Biodivers., 10, p. 1999, DOI: 10.1002/cbdv.201200344 17 10.1002/cbdv.201200344 false true Reference 60777752 /api/reference/60777752 18. Jackson 2017: Covalent modifiers: A chemical perspective on the reactivity of α,β-unsaturated carbonyls with thiols via hetero-Michael addition reactions., J. Med. Chem., 60, p. 839, DOI: 10.1021/acs.jmedchem.6b00788 18 10.1021/acs.jmedchem.6b00788 false true Reference 60777753 /api/reference/60777753 19. Rücker, H., Al-Rifai, N., Rascle, A., Gottfried, E., Brodziak-Jarosz, L., Gerhäuser, C., Dick, T.P., and Amslinger, S. (2015). Enhancing the anti-inflammatory activity of chalcones by tuning the Michael acceptor site. Org. Biomol. Chem., 13., DOI: 10.1039/C4OB02301C 19 10.1039/C4OB02301C false true Reference 60777754 /api/reference/60777754 20. Kozurkova, M., and Tomeckova, V. (2020). Interaction of Chalcone Derivatives with Important Biomacromolecules. Chalcones and Their Synthetic Analogs, Nova Science Publishers, Inc.. Chapter 4. 20 false true Reference 60777755 /api/reference/60777755 21. Kenari, F., Pintér, Z., Molnár, S., Borges, I.D., Camargo, A.J., Napolitano, H.B., and Perjési, P. (2024). (E)-2-Benzylidenecyclanones: Part XIX. Reaction of (E)-2-(4’-X-benzylidene)-1-tetralones with cellular thiols. Comparison of thiol reactivities of open-chain chalcones and their six- and seven-membered cyclic analogs. Int. J. Mol. Sci., 25., DOI: 10.3390/ijms25147773 21 10.3390/ijms25147773 false true Reference 60777756 /api/reference/60777756 22. Kenari, F., Molnár, S., and Perjési, P. (2021). Reaction of chalcones with cellular thiols. The effect of the 4-substitution of chalcones and protonation state of the thiols on the addition process. Diastereoselective thiol addition. Molecules, 26., DOI: 10.3390/molecules26144332 22 10.3390/molecules26144332 false true Reference 60777757 /api/reference/60777757 23. Costa 2021: Computational study of the addition of methanethiol to 40+ Michael acceptors as a model for the bioconjugation of cysteines., J. Org. Chem., 86, p. 7107, DOI: 10.1021/acs.joc.1c00349 23 10.1021/acs.joc.1c00349 false true Reference 60777758 /api/reference/60777758 24. Roseli, R.B., Keto, A.B., and Krenske, E.H. (2023). Mechanistic aspects of thiol additions to Michael acceptors: Insights from computations. WIREs Comput. Mol. Sci., 13., DOI: 10.1002/wcms.1636 24 10.1002/wcms.1636 false true Reference 60777759 /api/reference/60777759 25. Arafet 2021: Mechanism of inhibition of SARS-CoV-2 Mpro by N3 peptidyl Michael acceptor explained by QM/MM simulations and design of new derivatives with tunable chemical reactivity., Chem. Sci., 12, p. 1433, DOI: 10.1039/D0SC06195F 25 10.1039/D0SC06195F false true Reference 60777760 /api/reference/60777760 26. Aldini 2018: N-acetylcysteine as an antioxidant and disulphide breaking agent: The reasons why., Free Radic. Res., 52, p. 751, DOI: 10.1080/10715762.2018.1468564 26 10.1080/10715762.2018.1468564 false true Reference 60777761 /api/reference/60777761 27. Armstrong 1997: Structure, catalytic mechanism, and evolution of the glutathione transferases., Chem. Res. Toxicol., 10, p. 2, DOI: 10.1021/tx960072x 27 10.1021/tx960072x false true Reference 60777762 /api/reference/60777762 28. Mehta 2023: The expanding repertoire of covalent warheads for drug discovery., Drug Discov. Today, 28, p. 1, DOI: 10.1016/j.drudis.2023.103799 28 10.1016/j.drudis.2023.103799 false true Reference 60777763 /api/reference/60777763 29. Roos 2013: Understanding the pKa of redox cysteines: The key role of hydrogen bonding., Antioxid. Redox Signal., 18, p. 94, DOI: 10.1089/ars.2012.4521 29 10.1089/ars.2012.4521 false true Reference 60777764 /api/reference/60777764 30. Pinitglang 1997: A classical enzyme active center motif lacks catalytic competence until modulated electrostatically., Biochemistry, 36, p. 9968, DOI: 10.1021/bi9705974 30 10.1021/bi9705974 false true Reference 60777765 /api/reference/60777765 31. Zhang 1993: Active site labeling of the Yersinia protein tyrosine phosphatase: The determination of the pKa of the active site cysteine and the function of the conserved histidine 402., Biochemistry, 32, p. 9340, DOI: 10.1021/bi00087a012 31 10.1021/bi00087a012 false true Reference 60777766 /api/reference/60777766 32. Bulaj 1998: Ionization-reactivity relationships for cysteine thiols in polypeptides., Biochemistry, 37, p. 8965, DOI: 10.1021/bi973101r 32 10.1021/bi973101r false true Reference 60777767 /api/reference/60777767 33. Kupcewicz 2013: Structure–cytotoxic activity relationship of 3-arylideneflavanone and chromanone (E,Z isomers) and 3-arylflavones., Bioorg. Med. Chem. Lett., 23, p. 4102, DOI: 10.1016/j.bmcl.2013.05.044 33 10.1016/j.bmcl.2013.05.044 false true Reference 60777768 /api/reference/60777768 34. Rohani 2019: Acidification of tumor at stromal boundaries drives transcriptome alterations associated with aggressive phenotypes., Cancer Res., 79, p. 1952, DOI: 10.1158/0008-5472.CAN-18-1604 34 10.1158/0008-5472.CAN-18-1604 false true Reference 60777769 /api/reference/60777769 35. Kenari, F., Molnár, S., Borges, I.D., Napolitano, H.B., and Perjési, P. (2023). (E)-2-Benzylidenecyclanones: Part XVIII. Study the possible link between glutathione reactivity and cancer cell cytotoxic effects of some cyclic chalcone analogs a comparison of the reactivity of the open-chain and the seven-membered homologs. Int. J. Mol. Sci., 24., DOI: 10.3390/ijms24108557 35 10.3390/ijms24108557 false true Reference 60777770 /api/reference/60777770 36. LoPachin 2012: Application of the hard and soft, acids and bases (HSAB) theory to toxicant–target interactions., Chem. Res. Toxicol., 25, p. 239, DOI: 10.1021/tx2003257 36 10.1021/tx2003257 false true Reference 60777771 /api/reference/60777771 37. Linnanto 2005: E-2-Benzylidenebenzocycloalkanones. IV. Studies on transmission of substituent effects on 13C NMR chemical shifts of E-2-(X-benzylidene)-1-tetralones, and -benzosuberones. Comparison with the 13C NMR data of chalcones and E-2-(X-benzylidene)-1-indanones., J. Mol. Struct., 740, p. 81, DOI: 10.1016/j.molstruc.2004.10.013 37 10.1016/j.molstruc.2004.10.013 false true Reference 60777772 /api/reference/60777772 38. Cheng 2011: Topochemical photodimerization of (E)-3-benzylidene-4-chromanone derivatives from β-type structures directed by halogen groups., Tetrahedron, 67, p. 9093, DOI: 10.1016/j.tet.2011.09.087 38 10.1016/j.tet.2011.09.087 false true Reference 60777773 /api/reference/60777773 39. Simon 2001: 17O NMR studies on (E)-3-arylidenechromanone and -flavanones derivatives., Magn. Reson. Chem., 39, p. 463, DOI: 10.1002/mrc.877 39 10.1002/mrc.877 false true Reference 60777774 /api/reference/60777774 40. Valkonen 2012: Structural studies of seven homoisoflavonoids, six thiohomoisoflavonoids, and four structurally related compounds., Struct. Chem., 23, p. 209, DOI: 10.1007/s11224-011-9860-6 40 10.1007/s11224-011-9860-6 false true Reference 60777775 /api/reference/60777775 41. Carvalho 2017: Contribution of directional dihydrogen interactions in the supramolecular assembly of single crystals: Quantum chemical and structural investigation of C17H17N3O2 azine., Cryst. Growth Des., 17, p. 5145, DOI: 10.1021/acs.cgd.7b00585 41 10.1021/acs.cgd.7b00585 false true Reference 60777776 /api/reference/60777776 42. Chen 2015: Theoretical and experimental investigation of thermodynamics and kinetics of thiol-Michael addition reactions: A case study of reversible fluorescent probes for glutathione imaging in single cells., Org. Lett., 17, p. 5978, DOI: 10.1021/acs.orglett.5b02910 42 10.1021/acs.orglett.5b02910 false true Reference 60777777 /api/reference/60777777 43. Siddaiah 2006: Synthesis, stereochemical assignments, and biological activities of homoisoflavonoids., Bioorg. Med. Chem., 14, p. 2545, DOI: 10.1016/j.bmc.2005.11.031 43 10.1016/j.bmc.2005.11.031 false true Reference 60777778 /api/reference/60777778 44. Frisch, M., Trucks, G., Schlegel, H., Scuseria, G., Robb, M., Cheeseman, J., Scalmani, G., Barone, V., Petersson, G., and Nakatsuji, H. (2016). Gaussian 16 Revision C. 01. 2016, Gaussian Inc. 44 false true Reference 60777779 /api/reference/60777779 45. Zhao 2008: The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, non-covalent interactions, excited states, and transition elements: Two new functionals and systematic testing of four M06-class functionals and 12 other functionals., Theor. Chem. Acc., 120, p. 215, DOI: 10.1007/s00214-007-0310-x 45 10.1007/s00214-007-0310-x false true Reference 60777780 /api/reference/60777780 46. Zhang 2007: Comparison of DFT methods for molecular orbital eigenvalue calculations., J. Phys. Chem. A, 111, p. 1554, DOI: 10.1021/jp061633o 46 10.1021/jp061633o false true Reference 60777781 /api/reference/60777781 47. Weiner 1982: Electrostatic potential molecular surfaces., Proc. Natl. Acad. Sci. USA, 79, p. 3754, DOI: 10.1073/pnas.79.12.3754 47 10.1073/pnas.79.12.3754 false true Reference 60777782 /api/reference/60777782 48. Ferenczy 1995: Molecular electrostatics., Chem. Rev., 95, p. 829, DOI: 10.1021/cr00036a002 48 10.1021/cr00036a002 false true Reference 60777783 /api/reference/60777783 49. Fukui 1982: The role of frontier orbitals in chemical reactions (Nobel Lecture)., Angew. Chem. Int. Ed. Engl., 21, p. 801, DOI: 10.1002/anie.198208013 49 10.1002/anie.198208013 false true Reference 60777784 /api/reference/60777784 50. Fukui 1982: Role of frontier orbitals in chemical reactions., Science, 218, p. 747, DOI: 10.1126/science.218.4574.747 50 10.1126/science.218.4574.747 false true Reference 60777785 /api/reference/60777785 51. Coutinho 2023: Mechanism and kinetics of the degradation of nitazoxanide and hydroxychloroquine drugs by hydroxyl radicals: Theoretical approach to ecotoxicity., J. Braz. Chem. Soc., 34, p. 1119 51 false true Reference 60777786 /api/reference/60777786 52. Coutinho 2020: Temperature dependence of rate constants for the H(D) + CH4 reaction in gas and aqueous phase: Deformed transition-state theory study including quantum tunneling and diffusion effects., Struct. Chem., 31, p. 609, DOI: 10.1007/s11224-019-01437-3 52 10.1007/s11224-019-01437-3 false true Reference 60777787 /api/reference/60777787 53. Sanches-Neto, F.O., Ramos, B., Lastre-Acosta, A.M., Teixeira, A.C.S.C., and Carvalho-Silva, V.H. (2021). Aqueous picloram degradation by hydroxyl radicals: Unveiling mechanism, kinetics, and ecotoxicity through experimental and theoretical approaches. Chemosphere, 278., DOI: 10.1016/j.chemosphere.2021.130401 53 10.1016/j.chemosphere.2021.130401 false true Reference 60777788 /api/reference/60777788 54. Bader 1985: Atoms in molecules., Acc. Chem. Res., 18, p. 9, DOI: 10.1021/ar00109a003 54 10.1021/ar00109a003 false true Reference 60777789 /api/reference/60777789 55. Matta, C.F., and Boyd, R.J. (2007). The Quantum Theory of Atoms in Molecules: From Solid State to DNA and Drug Design, John Wiley & Sons., DOI: 10.1002/9783527610709 55 10.1002/9783527610709 false true Reference 60777790 /api/reference/60777790 56. Lu 2012: Multiwfn: A multifunctional wavefunction analyzer., J. Comput. Chem., 33, p. 580, DOI: 10.1002/jcc.22885 56 10.1002/jcc.22885 false true Reference 60777791 /api/reference/60777791 57. Inc. McGraw-Hill Book Company (1941). The Theory of Rate Processes: The Kinetics of Chemical Reactions, Viscosity, Diffusion and Electrochemical Phenomena, McGraw-Hill. 57 false true Reference 60777792 /api/reference/60777792 58. Allen 1966: The thermal reversibility of the Michael reaction V. The effect of the structure of certain thiol adducts on cleavage., Can. J. Chem., 44, p. 2315, DOI: 10.1139/v66-347 58 10.1139/v66-347 false true /api/publication/35641336 Bognár Gábor et al. (E)-2-Benzylidenecyclanones: Part XX—Reaction of Cyclic Chalcone Analogs with Cellular Thiols: Unexpected Increased Reactivity of 4-Chromanone- Compared to 1-Tetralone Analogs in Thia-Michael Reactions. (2024) MOLECULES 1431-5157 1420-3049 29 23<div class="JournalArticle Publication long-list"> <div class="authors"> <img title="Forrásközlemény" style="float: left" src="/frontend/resources/grid/publication-core-icon.png"> <img title="Idézőközlemény" style="float: left" src="/frontend/resources/grid/publication-citation-icon.png"> <div class="autype autype0"> <span class="author-name" mtid="10098772"><a href="/gui2/?type=authors&mode=browse&sel=10098772" target="_blank">Bognár Gábor (<span class="authorship-author-name">Bognár Gábor</span> <span class="authorAux-mtmt"> gyógyszerész</span>) </a> </span> <span class="author-affil"><span title="University of Pécs">UP</span>/<span title="Faculty of Pharmacy">FP</span>/Department of Pharmaceutical Chemistry</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10065758"><a href="/gui2/?type=authors&mode=browse&sel=10065758" target="_blank">Kenari Fatemeh (<span class="authorship-author-name">Kenari Fatemeh</span> <span class="authorAux-mtmt"> Gyógyszerészet</span>) </a> </span> <span class="author-affil"><span title="University of Pécs">UP</span>/<span title="Faculty of Pharmacy">FP</span>/Department of Pharmaceutical Chemistry</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Pintér Zoltán </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Borges Igor D. </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Camargo Ademir J. </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Oliveira Heibbe C. B. </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Sanches-Neto Flávio Olimpio </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Carvalho-Silva Valter H. </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Napolitano Hamilton B. </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10008303"><a href="/gui2/?type=authors&mode=browse&sel=10008303" target="_blank">Perjési Pál ✉ (<span class="authorship-author-name">Perjési Pál</span> <span class="authorAux-mtmt"> Bioorganikus kémia</span>) </a> </span> <span class="author-affil"><span title="University of Pécs">UP</span>/<span title="Faculty of Pharmacy">FP</span>/Department of Pharmaceutical Chemistry</span> </div> </div> <div class="title"><a href="/gui2/?mode=browse&params=publication;35641336" target="_blank">(E)-2-Benzylidenecyclanones: Part XX—Reaction of Cyclic Chalcone Analogs with Cellular Thiols: Unexpected Increased Reactivity of 4-Chromanone- Compared to 1-Tetralone Analogs in Thia-Michael Reactions</a></div> <div> <span class="journal-title">MOLECULES</span> <span class="journal-issn">(<a target="_blank" href="https://portal.issn.org/resource/ISSN/1431-5157">1431-5157</a> <a target="_blank" href="https://portal.issn.org/resource/ISSN/1420-3049">1420-3049</a>)</span>: <span class="journal-volume">29</span> <span class="journal-issue">23</span> <span class="page"> Paper 5493. 20 p. </span> <span class="year">(2024)</span> </div> <div class="pub-footer"> <span class="language" xmlns="http://www.w3.org/1999/html">Language: English | </span> <span class="identifiers"> <span class="id identifier oa_GOLD" title=" Gold "> <a style="color:blue" title="10.3390/molecules29235493" target="_blank" href="https://doi.org/10.3390/molecules29235493"> DOI </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="001377223400001" target="_blank" href="https://www.webofscience.com/wos/woscc/full-record/001377223400001"> WoS </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="85211927872" target="_blank" href="http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85211927872"> Scopus </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="39683654" target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=39683654&dopt=Abstract"> PubMed </a> </span> </span> <OnlyViewableByAuthor><div class="ratings"> <div class="journal-subject">Journal subject: Scopus - Analytical Chemistry&nbsp;&nbsp;&nbsp;Rank:&nbsp;Q1</div> <div class="journal-subject">Journal subject: Scopus - Chemistry (miscellaneous)&nbsp;&nbsp;&nbsp;Rank:&nbsp;Q1</div> <div class="journal-subject">Journal subject: Scopus - Organic Chemistry&nbsp;&nbsp;&nbsp;Rank:&nbsp;Q1</div> <div class="journal-subject">Journal subject: Scopus - Pharmaceutical Science&nbsp;&nbsp;&nbsp;Rank:&nbsp;Q1</div> <div class="journal-subject">Journal subject: Scopus - Physical and Theoretical Chemistry&nbsp;&nbsp;&nbsp;Rank:&nbsp;Q1</div> <div class="journal-subject">Journal subject: Scopus - Drug Discovery&nbsp;&nbsp;&nbsp;Rank:&nbsp;Q2</div> <div class="journal-subject">Journal subject: Scopus - Medicine (miscellaneous)&nbsp;&nbsp;&nbsp;Rank:&nbsp;Q2</div> <div class="journal-subject">Journal subject: Scopus - Molecular Medicine&nbsp;&nbsp;&nbsp;Rank:&nbsp;Q2</div> </div></OnlyViewableByAuthor> <div class="publication-citation" style="margin-left: 0.5cm;"> <span title="" class="citingPub-count">Citing papers: 1</span> | Independent citation: 0 | Self citation: 1 | Unknown citation: 0 | Number of citations in WoS: 1 | Number of citations in Scopus:&nbsp;1 | WoS/Scopus assigned:&nbsp;1 | Number of citations with DOI:&nbsp;1 </div> <div class="publication-citation"> <a target="_blank" href="/api/publication?cond=citations.related;eq;35641336&sort=publishedYear,desc&sort=title"> Number of cited publications: 10 </a> </div> <div class="mtid"><span class="long-pub-mtid">Publication: 35641336</span> | <span class="status-data status-VALIDATED"> Validated </span> Core Citing | <span class="type-subtype">Journal Article ( Article ) </span> | <span class="pub-category">Scientific</span> | <span class="publication-sourceOfData">kézi felvitel</span> </div> <div class="funder"> (EFOP-3.6.1.-16-2016-00004) Funder: EFOP </div> <div class="lastModified">Last Modified: 2025.10.13. 15:13 András Balázs (MTMT Központ, admin) </div> <div class="lockedBy">Centrally managed 2025.09.10. 10:35 Ilona Kósa (MTMT központi Admin, admin) </div> <pre class="comment" style="margin-top: 0; margin-bottom: 0;"><u>Comments</u>: Institute of Pharmaceutical Chemistry, University of Pécs, Pécs, H-7624, Hungary</pre> </div></div>