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001-es BibID:BIBFORM126757
035-os BibID:(Scopus)85205270877 (WoS)001323727000001
Első szerző:Chniti, Sami
Cím:A Facile Route to Flavone-3-Carboxamides and Flavone-3-Carboxylates via Palladium-Catalyzed Amino- and Aryloxy-Carbonylation Reactions / Sami Chniti, László Kollár, Attila Bényei, Ágnes Dörnyei, Attila Takács
Dátum:2024
ISSN:1661-6596 1422-0067
Megjegyzések:A library of C-3 functionalized flavones was successfully provided via palladium-catalyzed amino- and aryloxycarbonylation reactions of 3-iodoflavone (1), under mild conditions. This methodology showed good functional group tolerance using a variety of amines and phenols, under an atmospheric pressure of carbon monoxide as a carbonyl source. While the flavone-3-carboxamides (2a-t) were produced in 22?79%, the flavone-3-carboxylates (4a·-l·) were obtained in excellent yields (up to 88%), under identical reaction conditions, just by switching N-nucleophiles to O-nucleophiles. The convenient availability of the involved starting materials confers simplicity to this approach to design new C-3-substituted flavones of biological relevance. The solid-state structures of flavone-3-carboxamide (2r) and flavone-3-ester (4f·) were further studied by single-crystal XRD analysis. ? 2024 by the authors.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
aminocarbonylation
aryloxycarbonylation
carbon monoxide
flavon-3-carboxamides
flavone-3-carboxylates
Megjelenés:International Journal Of Molecular Sciences. - 25 : 18 (2024), p. 1-16. -
További szerzők:Kollár László Bényei Attila (1962-) (vegyész) Dörnyei Ágnes Takács Attila
Pályázati támogatás:TKP2021-EGA-17
NFKIH
GINOP-2.3.3-15-2016-00004
GINOP
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2.

001-es BibID:BIBFORM123870
035-os BibID:(Scopus)85204124694 (WoS)001311597800001
Első szerző:Czenke Zoltán
Cím:VCD Analysis of Axial Chirality in Synthetic Stereoisomeric Biaryl-Type bis-Isochroman Heterodimers with Isolated Blocks of Central and Axial Chirality / Zoltán Czenke, Attila Mándi, Sándor Balázs Király, Attila Kiss-Szikszai, Anita Kónya-Ábrahám, Anna Kurucz-Szabados, Krisztián Cserepes, Attila Bényei, Changsheng Zhang, Máté Kicsák, Tibor Kurtán
Dátum:2024
ISSN:1661-6596 1422-0067
Megjegyzések:Optically active heterodimeric 5,5·-linked bis-isochromans, containing a stereogenic ortho-trisubstituted biaryl axis and up to four chirality centers, were synthesized stereoselectively by using a Suzuki?Miyaura biaryl coupling reaction of optically active isochroman and 1-arylpropan-2-ol derivatives, providing the first access to synthetic biaryl-type isochroman dimers. Enantiomeric pairs and stereoisomers up to seven derivatives were prepared with four different substitution patterns, which enabled us to test how OR, ECD, and VCD measurements and DFT calculations can be used to determine parallel central and axial chirality elements in three isolated blocks of chirality. In contrast to natural penicisteckins A?D and related biaryls, the ECD spectra and OR data of (aS) and (aR) atropodiastereomers did not reflect the opposite axial chirality, but they were characteristic of the central chirality. The atropodiastereomers showed consistently near-mirror-image VCD curves, allowing the determination of axial chirality with the aid of DFT calculation or by comparison of characteristic VCD transitions.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
stereogenic biaryl axis
stereoisomeric bis-isochromans
isolated blocks of chirality
VCD
ECD
Megjelenés:International Journal Of Molecular Sciences. - 25 : 17 (2024), p. 1-22. -
További szerzők:Mándi Attila (1981-) (vegyész, német szakfordító) Király Sándor Balázs (1991-) (vegyész) Kiss-Szikszai Attila (1975-) (vegyész, műszeres-analitikus szakvegyész) Ábrahám Anita (1982-) (vegyész) Szabados Anna Cserepes Krisztián Bényei Attila (1962-) (vegyész) Zhang, Changsheng Kicsák Máté (1990-) (gyógyszerész) Kurtán Tibor (1973-) (vegyész, angol szakfordító)
Pályázati támogatás:K138672
OTKA
FK134653
OTKA
FIEK_16-1-2016-0005
NKFIH
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3.

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 (1979-) (kémia tanár) 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
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4.

001-es BibID:BIBFORM099877
035-os BibID:(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
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5.

001-es BibID:BIBFORM133789
Első szerző:Lakatos Csilla (környezetmérnök)
Cím:Synthesis of Bio-Based Polyurethanes from Functionalized Sunflower Seed Oil / Csilla Lakatos, Katalin Czifrák, Csaba Cserháti, Réka Borsi-Gombos, Lajos Nagy, Miklós Zsuga, Sándor Kéki
Dátum:2025
ISSN:1661-6596 1422-0067
Megjegyzések:In this study, bio-based polyurethanes (PUs) were synthesized using renewable poly- ols derived from sunflower seed oil, aiming to develop flexible yet robust polymeric films and scaffolds. Given their composition and favorable physico-chemical properties, these materials may represent promising candidates for the design and development of advanced biomedical systems. Two distinct oil polyols were prepared via glycerol transesterification (GM) and epoxidation (EPO) with hydrogen peroxide/glacial acetic acid, respectively. These polyols, in combination with poly(tetramethylene ether) glycol (PTMEG) and/or poly(ethylene glycol) (PEG), served as diol components in a one-step reaction with 1,6-hexamethylene diisocyanate (HDI). The structure of the polyol precursors was thoroughly characterized by MALDI-TOF MS and NMR spectroscopy, confirming successful functionalization. The resulting PU films exhibited excellent flexibility (885%) and mechanical properties (23 MPa), as evaluated by ATR-FTIR, Tensile test, DSC, DMA and SEM methods. The crosslink density of the order of 10?3 also contributes to the development of outstanding mechanical properties. Stress relaxation experiments were described using a stretched exponential (Kohlrausch?Williams?Watts) model to capture the viscoelastic behavior of the materials. In addition, stress vs. relative elongation curves revealing strain-hardening behavior were also analyzed and modeled mathematically to better describe the mechanical response under deformation. Furthermore, salt leaching techniques were employed to fabricate porous scaffolds. This work highlights the versatil- ity of vegetable oil-based feedstocks in producing functional polyurethanes with tunable mechanical properties for applied polymer systems.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
sunflower oil
oil polyol
polyurethane
crosslinking
characterization
scaffold
Megjelenés:International Journal Of Molecular Sciences. - 26 (2025), p.1-20. -
További szerzők:Czifrák Katalin (1978-) (vegyész) Cserháti Csaba (1963-) (fizikus) Borsi-Gombos Réka (1985-) (okleveles biomérnök) Nagy Lajos (1979-) (vegyész) Zsuga Miklós (1944-) (polimer kémikus) Kéki Sándor (1964-) (polimer kémikus)
Pályázati támogatás:TKP2021-EGA-2
Egyéb
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