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001-es BibID:	BIBFORM106867
035-os BibID:	(Wos)000825749700001 (Scopus)85133129093
Első szerző:	Dékány-Adamoczky Anita (anyagmérnök)
Cím:	Isocyanonaphthol Derivatives: Excited-State Proton Transfer and Solvatochromic Properties / Anita Adamoczky, Tibor Nagy, Péter Pál Fehér, Veronika Pardi-Tóth, Ákos Kuki, Lajos Nagy, Miklos Zsuga, Sándor Kéki
Dátum:	2022
ISSN:	1422-0067
Megjegyzések:	Fluorescent probes that exhibit solvatochromic or excited-state proton-transfer (ESPT) prop- erties are essential tools for the study of complex biological or chemical systems. Herein, the synthesis and characterization of a novel fluorophore that reveals both features, 5-isocyanonaphthalene-1-ol (ICOL), are reported. Various solvatochromic methods, such as Lippert?Mataga and Bilot?Kawski, together with time-dependent density functional theory (TD-DFT) and time-resolved emission spec- troscopy (TRES), were applied to gain insights into its excited-state behavior. To make comparisons, the octyloxy derivative of ICOL, 5-isocyano-1-(octyloxy)naphthalene (ICON), was also prepared. We found that internal charge transfer (ICT) takes place between the isocyano and ?OH groups of ICOL, and we determined the values of the dipole moments for the ground and excited states of both ICOL and ICON. Furthermore, in the emission spectra of ICOL, a second band at higher wavelengths (green emission) in solvents of higher polarities (dual emission), in addition to the band present at lower wavelengths (blue emission), were observed. The extent of this dual emission increases in the order of 2-propanol < methanol < N,N-dimethylformamide (DMF) < dimethyl sulfoxide (DMSO). The presence of the dual fluorescence of ICOL in these solvents can be ascribed to ESPT. For ICOL, we also determined ground- and excited-state pKa values of 8.4 ? 0.3 and 0.9 ? 0.7, respectively, which indicates a considerable increase in acidity upon excitation. The TRES experiments showed that the excited-state lifetimes of the ICOL and ICON spanned from 10.1 ns to 5.0 ns and from 5.7 ns to 3.8 ns, respectively. In addition, we demonstrated that ICOL can be used as an effective indicator of not only the critical micelle concentration (cmc) of ionic (sodium lauryl sulfate (SLS)) and nonionic surfactants (Tween 80), but also other micellar parameters, such as partition coefficients, as well as to map the microenvironments in the cavities of biomacromolecules (e.g., BSA). It is also pointed out that fluorescence quenching by pyridine can effectively be utilized for the determination of the fractions of ICOL molecules that reside at the water?micelle interface and in the interior spaces of micelles.
Tárgyszavak:	Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban folyóiratcikk
Megjelenés:	International Journal Of Molecular Sciences. - 23 : 13 (2022), p. 7250-7272. -
További szerzők:	Nagy Tibor (1988-) (vegyész) Fehér Péter Pál (1991-) (vegyész) Pardi-Tóth Veronika Csilla Kuki Ákos (1966-) (villamosmérnök) Nagy Lajos (1979-) (vegyész) Zsuga Miklós (1944-) (polimer kémikus) Kéki Sándor (1964-) (polimer kémikus)
Pályázati támogatás:	K-132685 OTKA K-132236 OTKA
Internet cím:	Szerző által megadott URL DOI Intézményi repozitóriumban (DEA) tárolt változat
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001-es BibID:	BIBFORM099877
035-os BibID:	(cikkazonosító)813 (scopus)85122509977 (wos)000757043200001
Első szerző:	Kacsir István (vegyész)
Cím:	Reactive Oxygen Species Production Is Responsible for Antineoplastic Activity of Osmium, Ruthenium, Iridium and Rhodium Half-Sandwich Type Complexes with Bidentate Glycosyl Heterocyclic Ligands in Various Cancer Cell Models / Kacsir István, Sipos Adrienn, Bényei Attila, Janka Eszter, Buglyó Péter, Somsák László, Bai Péter, Bokor Éva
Dátum:	2022
ISSN:	1661-6596 1422-0067
Megjegyzések:	Abstract: Platinum complexes are used in chemotherapy, primarily as antineoplastic agents. In this study, we assessed the cytotoxic and cytostatic properties of a set of osmium(II), ruthenium(II), irid?ium(III) and rhodium(III) half?sandwich?type complexes with bidentate monosaccharide ligands. We identified 5 compounds with moderate to negligible acute cytotoxicity but with potent long?term cytostatic activity. These structure?activity relationship studies revealed that: 1) osmium(II) p?cymene complexes were active in all models, while rhodium(III) and iridium(III) Cp* complexes proved largely inactive; 2) the biological effect was influenced by the nature of the central azole ring of the ligands?1,2,3?triazole was the most effective, followed by 1,3,4?oxadiazole, while the iso?meric 1,2,4?oxadiazole abolished the cytostatic activity; 3) we found a correlation between the hy?drophobic character of the complexes and their cytostatic activity: compounds with O?benzoyl pro?tective groups on the carbohydrate moiety were active, compared to O?deprotected ones. The best compound, an osmium(II) complex, had an IC50 value of 0.70 ?M. Furthermore, the steepness of the inhibitory curve of the active complexes suggested cooperative binding; cooperative molecules were better inhibitors than non?cooperative ones. The cytostatic activity of the active complexes was abolished by a lipid?soluble antioxidant, vitamin E, suggesting that oxidative stress plays a major role in the biological activity of the complexes. The complexes were active on ovarian cancer, pan?creatic adenocarcinoma, osteosarcoma and Hodgkin's lymphoma cells, but were inactive on pri?mary, non?transformed human fibroblasts, indicating their applicability as potential anticancer agents.
Tárgyszavak:	Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban folyóiratcikk osmium complex iridium complex ruthenium complex rhodium complex half-sandwich cooperative binding reactive oxygen species production glycosyl heterocycle oxadiazole triazole ovarian cancer Hodgkin's lymphoma osteosarcoma
Megjelenés:	International Journal of Molecular Sciences. - 23 : 2 (2022), p. 1-39. -
További szerzők:	Sipos Adrienn (1984-) (biológus, biotechnológus) Bényei Attila (1962-) (vegyész) Janka Eszter Anna (1989-) (bőrgyógyász, népegészségügyi szakember) Buglyó Péter (1965-) (vegyész) Somsák László (1954-) (vegyész) Bai Péter (1976-) (biokémikus) Bokor Éva (1982-) (vegyész)
Pályázati támogatás:	K123975 OTKA FK125067 OTKA TKP2020-IKA-04 MTA
Internet cím:	Szerző által megadott URL DOI Intézményi repozitóriumban (DEA) tárolt változat
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