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001-es BibID:BIBFORM067307
Első szerző:Baranyai Zsolt (vegyész)
Cím:Ethylenediaminetetraacetic acid bis(amide) derivatives and their respective complexes with Mn(II) ion for use as MRI contrast agent / Baranyai Zsolt, Garda Zoltán, Kálmán Ferenc Krisztián, Krusper László, Tircsó Gyula, Tóth Imre, Ghiani Simona, Maiocchi Alessandro
Dátum:2016
Megjelenés:[S.l.] : World Intellectual Property Organization, 2016
Terjedelem:39 p.
Megjegyzések:The present invention relates to novel substituted ethylenediaminetetraacetic acid bisamide derivatives, their complexes with Mn(II) ion and the use thereof as contrast agents for Magnetic Resonance Imaging (MRI) analysis.
Tárgyszavak:Természettudományok Kémiai tudományok szabadalom
manganese
MRI
kinetic inertness
relaxivity
További szerzők:Garda Zoltán (1989-) (vegyész) Kálmán Ferenc K. (1978-) (vegyész) Krusper László (1950-) (vegyész) Tircsó Gyula (1977-) (vegyész, kémia tanár) Tóth Imre (1950-) (vegyész) Ghiani, Simona (vegyész) Maiocchi, Alessandro (vegyész)
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2.

001-es BibID:BIBFORM067306
Első szerző:Baranyai Zsolt (vegyész)
Cím:New substituted ethylene-diamine-tetraacetic-acid-bis(amide) derivatives and use thereof as ligand containing Mn(II) of MRI contrast agent / Baranyai Zsolt, Garda Zoltán, Kálmán Ferenc Krisztián, Krusper László, Tircsó Gyula, Tóth Imre
Dátum:2016
Megjelenés:[S.l.] : World Intellectual Property Organization, 2016
Terjedelem:24 p.
Megjegyzések:The subject of the invention is the compounds of the formula (I) their isomers, their physiologically acceptable salts and/or their Mn(II) complexes wherein the formula (I) R1 and R2 are jointly unsaturated or aromatic rings of 5 to 7 carbon atoms together with the enclosed ethylene group and R3 and R4 are jointly saturated, unsaturated or aromatic rings of 5 to 7 members together with the connecting N atom, in given case optionally substituted with alkyl group of 1 to 4 carbon atoms, carboxyl, nitro, amino groups or phenyl-alkyl group of 1 to 4 carbon atoms, which can be optionally in given case substituted with carboxyl, nitro or amino group in its phenyl part, or R1 and R2 are jointly saturated ring of 5 to 7 carbon atoms together with the enclosed ethylene group R3 and R4 are jointly saturated, unsaturated or aromatic ring of 5 to 7 members together with the connecting atom N, substituted with alkyl group of 1 to 4 carbon atoms, carboxyl, nitro or amino group or phenyl-alkyl group of 1 to 4 carbon atoms, which can be optionally substituted with carboxyl, nitro or amino group in its phenyl part, or R1 and R2 are jointly saturated, unsaturated or aromatic ring of 5 to 7 carbon atoms together with the enclosed ethylene group, R3 is hydrogen atom and R4 is alkyl group of 2 to 6 carbon atoms with straight or branching open carbon chain. The subject of the invention is the MRI diagnostic agents as well, which are containing the above compounds.
Tárgyszavak:Természettudományok Kémiai tudományok szabadalom
MRI
Manganese
kinetic inertness
relaxivity
amides
További szerzők:Garda Zoltán (1989-) (vegyész) Kálmán Ferenc K. (1978-) (vegyész) Krusper László (1950-) (vegyész) Tircsó Gyula (1977-) (vegyész, kémia tanár) Tóth Imre (1950-) (vegyész)
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3.

001-es BibID:BIBFORM076222
035-os BibID:(cikkazonosító)232
Első szerző:Garda Zoltán (vegyész)
Cím:Effect of the Nature of Donor Atoms on the Thermodynamic, Kinetic and Relaxation Properties of Mn(II) Complexes Formed With Some Trisubstituted 12-Membered Macrocyclic Ligands / Zoltán Garda, Enikő Molnár, Ferenc K. Kálmán, Richárd Botár, Viktória Nagy, Zsolt Baranyai, Ernő Brücher, Zoltán Kovács, Imre Tóth, Gyula Tircsó
Dátum:2018
ISSN:2296-2646
Megjegyzések:During the past few years increasing attention has been devoted to Mn(II) complexes as possible substitutes for Gd(III) complexes as contrast agents in MRI. Equilibrium (log KMnL or pMn value), kinetic parameters (rates and half-lives of dissociation) and relaxivity of the Mn(II) complexes formed with 12-membered macrocyclic ligands were studied. The ligands were selected in a way to gain information on how the ligand rigidity, the nature of the donor atoms in the macrocycle (pyridine N, amine N, and etheric O atom), the nature of the pendant arms (carboxylates, phosphonates, primary, secondary and tertiary amides) affect the physicochemical parameters of the Mn(II) complexes. As expected, decreasing the denticity of DOTA (to afford DO3A) resulted in a drop in the stability and inertness of [Mn(DO3A)]- compared to [Mn(DOTA)]2-. This decrease can be compensated partially by incorporating the fourth nitrogen atom into a pyridine ring (e.g., PCTA) or by replacement with an etheric oxygen atom (ODO3A). Moreover, the substitution of primary amides for acetates resulted in a noticeable drop in the stability constant (PC3AMH), but it increased as the primary amides (PC3AMH) were replaced by secondary (PC3AMGly) or tertiary amide (PC3AMPip) pendants. The inertness of the Mn(II) complexes behaved alike as the rates of acid catalyzed dissociation increased going from DOTA (k1 = 0.040 M?1s?1) to DO3A (k1 = 0.45 M-1s-1). However, the rates of acid catalyzed dissociation decreased from 0.112 M?1s?1 observed for the anionic Mn(II) complex of PCTA to 0.0107 M?1s?1 and 0.00458 M?1s?1 for the cationic Mn(II) complexes of PC3AMH and PC3AMPip ligands, respectively. In spite of its lower denticity (as compared to DOTA) the sterically more hindered amide complex ([Mn(PC3AMPip)]2+) displays surprisingly high conditional stability (pMn = 8.86 vs. pMn = 9.74 for [Mn(PCTA)]-) and excellent kinetic inertness. The substitution of phosphonates for the acetate pendant arms (DOTP and DO3P), however, resulted in a noticeable drop in the conditional stability as well as dissociation kinetic parameters of the corresponding Mn(II) complexes ([Mn(DOTP)]6? and [Mn(DO3P)]4?) underlining that the phosphonate pedant should not be considered as a suitable building block for further ligand design while the tertiary amide moiety will likely have some implications in this respect in the future.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:Frontiers in Chemistry. - 6 (2018), p. 1-14. -
További szerzők:Molnár Enikő (1991-) (vegyész) Kálmán Ferenc K. (1978-) (vegyész) Botár Richárd (1992-) (vegyész) Nagy Viktória (1989-) (vegyész és kémia tanár) Baranyai Zsolt (1977-) (vegyész) Brücher Ernő (1935-) (vegyész) Kovács Zoltán (1963-) (vegyész, angol szakfordító) Tóth Imre (1950-) (vegyész) Tircsó Gyula (1977-) (vegyész, kémia tanár)
Pályázati támogatás:OTKA K-120224
OTKA
GINOP-2.3.2-15-2016-00008
GINOP
GINOP-2.3.3-15-2016-00004
GINOP
NKFIH K-120224
NKFIH
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4.

001-es BibID:BIBFORM067302
035-os BibID:(WoS)000388546800022 (Scopus)84993990174
Első szerző:Garda Zoltán (vegyész)
Cím:Physico-chemical properties of MnII complexes formed with cis- and trans-DO2A : thermodynamic, electrochemical and kinetic studies / Zoltán Garda, Attila Forgács, Quyen N. Do, Ferenc K. Kálmán, Sarolta Timári, Zsolt Baranyai, Lorenzo Tei, Imre Tóth, Zoltán Kovács, Gyula Tircsó
Dátum:2016
ISSN:0162-0134 1873-3344
Megjegyzések:Manganese (MnII) is a promising alternative to gadolinium (GdIII) as a magnetic resonance imaging (MRI) agent. Unlike gadolinium, this biogenic metal might be better tolerated by the body, reducing the risk of toxicity associated with dissociation of the complex. Herein we report detailed equilibrium and kinetic studies performed with MnII complexes of 1,4,7,10-tetraazacyclododecane-1,4-diacetic acid (1,4-DO2A or cis-DO2A) and 1,4,7,10-tetraazacyclododecane-1,7-diacetic acid (1,7-DO2A or trans-DO2A). The protonation constants of the ligands as well as stability constants of their MnII complexes have been determined by pH-potentiometry. The stability constants of [Mn(cis-DO2A)] are slightly higher than those of [Mn(trans-DO2A)] (log KMnL = 15.68 and 15.22, respectively). Cyclic voltammetric (CV) experiments performed on [Mn(cis-DO2A)] and [Mn(trans-DO2A)] revealed quasireversible systems with a half-wave potential of + 636 and + 705 mV versus Ag/AgCl, respectively. These values indicate that the MnII ion in these complexes is more stabilized against the oxidation than in [Mn(EDTA)]2 ?. The kinetic inertness of the complexes has been studied in transmetallation reactions with CuII or ZnII ions. Kinetic measurements indicate that both MnII complexes primarily undergo acid catalyzed dissociation and positions of the acetate pendant arms do not influence kinetic inertness. The inertness of these complexes is comparable to that of [Mn(NOTA)]? (NOTA = 1,4,7-triazacyclononane-1,4,7-triacetic acid) and about twenty times lower than that of [Mn(DOTA)]2 ? (DOTA = 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid). In conclusion, [Mn(cis-DO2A)] displays some very interesting features (thermodynamic and redox stability as well as kinetic inertness) which makes this complex a promising platform for the development of more efficient MnII complexes as alternatives to Gd-based MRI agents.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Magnetic resonance imaging
Contrast agents (CAs)
Manganese
Thermodynamic stability
Inertness
Electrochemistry
Megjelenés:Journal of Inorganic Biochemistry. - 163 (2016), p. 206-213. -
További szerzők:Forgács Attila (1988-) (vegyész) Do, Quyen N. (1975-) (vegyész) Kálmán Ferenc K. (1978-) (vegyész) Timári Sarolta (1984-) (vegyész, kémia tanár) Baranyai Zsolt (1977-) (vegyész) Tei, Lorenzo Tóth Imre (1950-) (vegyész) Kovács Zoltán (1963-) (vegyész, angol szakfordító) Tircsó Gyula (1977-) (vegyész, kémia tanár)
Pályázati támogatás:OTKA-84291
OTKA
OTKA-109029
OTKA
TÁMOP 4.2.4. A/2-11-1-2012-0001
TÁMOP
COST TD1004 Action "Theragnostics Imaging and Therapy: An Action to Develop Novel Nanosized Systems for Imaging-Guided Drug Delivery"
Egyéb
Bólyai János Kutatási Ösztöndíj
MTA
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5.

001-es BibID:BIBFORM047601
035-os BibID:PMID:23850669
Első szerző:Tircsó Gyula (vegyész, kémia tanár)
Cím:Lanthanide(III) complexes of some natural siderophores : a thermodynamic, kinetic and relaxometric study / Gyula Tircsó, Zoltán Garda, Ferenc K. Kálmán, Zsolt Baranyai, István Pócsi, György Balla, Imre Tóth
Dátum:2013
ISSN:0162-0134
Megjegyzések:Stability constants of the complexes formed between the natural trihydroxamic acids desferrioxamine B (DFB) and desferricoprogen (DFC) with NdIII, GdIII and YbIII ions were determined using pH-potentiometry. The equilibrium in these systems can be described by models containing mononuclear protonated (Ln(HL), Ln(H2L) and Ln(H3L)), deprotonated (LnL) and ternary hydroxo Ln(H-1L) complexes, but for both ligands dinuclear complexes of low stability were also detected. The stability constants for the Ln(HDFB)+ complexes are 11.95 (NdIII), 13.16 (GdIII) and 14.67 (YbIII), while these values of the Ln(DFC) complexes are considerably higher (14.42 (NdIII), 15.14 (GdIII) and 16.49 (YbIII)). The stability constants of the complexes of DFB and DFC are much lower than those of the Ln(L)3 complexes formed with some aromatic hydroxamic acids indicating that the relatively long spacer between the hydroxamic acid moieties in DFB and DFC is unfavorable for LnIII complexation. The relaxometric study conducted for the Gd(HDFB)+ species revealed an interesting pH dependence of the relaxivity associated with a large hydration number (bishydrated complex) and fast water exchange (kex=(29.9±0.4)x106s-1), which would be favorable for CA use. However the dissociation of Gd(HDFB)+ is fairly fast (<2ms) under all conditions employed in the present work thus the kinetically labile Gd(HDFB)+ is not suitable for in vivo CA applications. Some low stability ternary complexes were also detected with K(Gd(HDFB)(HCO3))=17.5±1.9 and K(Gd(HDFB)(Lactate))=8.4±3.2 but in the presence of citrate and phosphate ions the Gd(HDFB)+ complex was found to dissociate.
Tárgyszavak:Orvostudományok Klinikai orvostudományok idegen nyelvű folyóiratközlemény külföldi lapban
Equilibrium
Kinetic inertness
Ln(III) complexes
Natural siderophores
Relaxivity
Water exchange rate
Megjelenés:Journal of Inorganic Biochemistry. - 127 (2013), p. 53-61. -
További szerzők:Garda Zoltán (1989-) (vegyész) Kálmán Ferenc K. (1978-) (vegyész) Baranyai Zsolt (1977-) (vegyész) Pócsi István (1961-) (vegyész) Balla György (1953-) (csecsemő és gyermekgyógyász, neonatológus) Tóth Imre (1950-) (vegyész)
Pályázati támogatás:TÁMOP-4.2.2.A-11/1/KONV-2012-0045
TÁMOP
Gyermekgyógyászat Kutatócsoport
OTKA-K75883
OTKA
MTA-DE
MTA-DE Vascularis Biológia, Thrombosis- Haemostasis Kutatócsoport 11003
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