TY - JOUR AU - Borbély, Emőke AU - Varga, Viktória AU - Szögi, Titanilla AU - Schuster, Ildikó AU - Bozsó, Zsolt AU - Penke, Botond AU - Fülöp, Lívia TI - Impact of Two Neuronal Sigma-1 Receptor Modulators, PRE084 and DMT, on Neurogenesis and Neuroinflammation in an Aβ1–42-Injected, Wild-Type Mouse Model of AD JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 23 PY - 2022 IS - 5 PG - 20 SN - 1661-6596 DO - 10.3390/ijms23052514 UR - https://m2.mtmt.hu/api/publication/32753550 ID - 32753550 N1 - Funding Agency and Grant Number: National Research, Development, and Innovation Office [GINOP-2.3.2-15-2016-00060]; Hungarian Brain Research Program I [KTIA_13_NAP-A-III/7, 2017-1.2.1-NKP-2017-00002]; Ministry of Innovation and Technology of Hungary from the National Research, Development and Innovation Fund [TKP2021EGA-32]; Hungarian Brain Research Program II [KTIA_13_NAP-A-III/7, 2017-1.2.1-NKP-2017-00002] Funding text: This project was supported by the National Research, Development, and Innovation Office (GINOP-2.3.2-15-2016-00060) and by the Hungarian Brain Research Program I and II-Grant No. KTIA_13_NAP-A-III/7, and 2017-1.2.1-NKP-2017-00002. Support by the Ministry of Innovation and Technology of Hungary from the National Research, Development and Innovation Fund (TKP2021EGA-32) is acknowledged. LA - English DB - MTMT ER - TY - JOUR AU - Szögi, Titanilla AU - Borbély, Emőke AU - Schuster, Ildikó AU - Bozsó, Zsolt AU - Sántha, Miklós AU - Tóth, Erzsébet Melinda AU - Penke, Botond AU - Fülöp, Lívia TI - Examination of Longitudinal Alterations in Alzheimer’s Disease-Related Neurogenesis in an APP/PS1 Transgenic Mouse Model, and the Effects of P33, a Putative Neuroprotective Agent Thereon JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 23 PY - 2022 IS - 18 PG - 17 SN - 1661-6596 DO - 10.3390/ijms231810364 UR - https://m2.mtmt.hu/api/publication/33111245 ID - 33111245 N1 - Funding Agency and Grant Number: National Research, Development and Innovation Office [GINOP-2.3.2-15-2016-00060]; Hungarian Brain Research Program I and II [KTIA_13_NAP-A-III/7, 2017-1.2.1-NKP-2017-00002]; Ministry of Human Capacities, Hungary [20391-3/2018/FEKUSTRAT]; Ministry of Innovation and Technology of Hungary from the National Research, Development and Innovation Fund [TKP2021-EGA-32] Funding text: This project was supported by the National Research, Development and Innovation Office (GINOP-2.3.2-15-2016-00060) and by the Hungarian Brain Research Program I and II (Grant No. KTIA_13_NAP-A-III/7, and 2017-1.2.1-NKP-2017-00002). Support by the Ministry of Human Capacities, Hungary (grant 20391-3/2018/FEKUSTRAT) and the Ministry of Innovation and Technology of Hungary from the National Research, Development and Innovation Fund (TKP2021-EGA-32) is acknowledged. AB - Neurogenesis plays a crucial role in cognitive processes. During aging and in Alzheimer’s disease (AD), altered neurogenesis and neuroinflammation are evident both in C57BL/6J, APPSwe/PS1dE9 (Tg) mice and humans. AD pathology may slow down upon drug treatment, for example, in a previous study of our group P33, a putative neuroprotective agent was found to exert advantageous effects on the elevated levels of APP, Aβ, and neuroinflammation. In the present study, we aimed to examine longitudinal alterations in neurogenesis, neuroinflammation and AD pathology in a transgenic (Tg) mouse model, and assessed the putative beneficial effects of long-term P33 treatment on AD-specific neurological alterations. Hippocampal cell proliferation and differentiation were significantly reduced between 8 and 12 months of age. Regarding neuroinflammation, significantly elevated astrogliosis and microglial activation were observed in 6- to 7-month-old Tg animals. The amounts of the molecules involved in the amyloidogenic pathway were altered from 4 months of age in Tg animals. P33-treatment led to significantly increased neurogenesis in 9-month-old animals. Our data support the hypothesis that altered neurogenesis may be a consequence of AD pathology. Based on our findings in the transgenic animal model, early pharmacological treatment before the manifestation of AD symptoms might ameliorate neurological decline. LA - English DB - MTMT ER - TY - JOUR AU - Szögi, Titanilla AU - Schuster, Ildikó AU - Borbély, Emőke AU - Gyebrovszki, Andrea AU - Bozsó, Zsolt AU - Gera, Janos AU - Rajkó, Róbert AU - Sántha, Miklós AU - Penke, Botond AU - Fülöp, Lívia TI - Effects of the Pentapeptide P33 on Memory and Synaptic Plasticity in APP/PS1 Transgenic Mice: A Novel Mechanism Presenting the Protein Fe65 as a Target JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 20 PY - 2019 IS - 12 PG - 20 SN - 1661-6596 DO - 10.3390/ijms20123050 UR - https://m2.mtmt.hu/api/publication/30744451 ID - 30744451 AB - Regulated intramembrane proteolysis (RIP) of the amyloid precursor protein (APP) leads to the formation of fragments, among which the intracellular domain of APP (AICD) was also identified to be a causative of early pathological events. AICD-counteracting proteins, such as Fe65, may serve as alternative therapeutic targets of Alzheimer's disease (AD). The detection of elevated levels of Fe65 in the brains of both human patients and APP transgenic mice may further strengthen the hypothesis that influencing the interaction between Fe65 and APP may have a beneficial effect on the course of AD. Based on a PXP motif, proven to bind to the WW domain of Fe65, a new pentapeptide was designed and tested. The impedimental effect of P33 on the production of beta amyloid (A beta) (soluble fraction and aggregated plaques) and on the typical features of the AD pathology (decreased dendritic spine density, synaptic markers, elevated inflammatory reactions) was also demonstrated. Significant enhancements of both learning ability and memory function were observed in a Morris water maze paradigm. The results led us to formulate the theory that P33 acts by altering the conformation of Fe65 via binding to its WW domain, consequently hindering any interactions between Fe65 and key members involved in APP processing. LA - English DB - MTMT ER - TY - JOUR AU - Bartus, Éva AU - Olajos, Gábor AU - Schuster, Ildikó AU - Bozsó, Zsolt AU - Deli, Mária Anna AU - Veszelka, Szilvia AU - Walter, Fruzsina AU - Datki, Zsolt László AU - Szakonyi, Zsolt AU - Martinek, Tamás AU - Fülöp, Lívia TI - Structural optimization of foldamer-dendrimer conjugates as multivalent agents against the toxic effects of amyloid beta oligomers JF - MOLECULES J2 - MOLECULES VL - 23 ET - 0 PY - 2018 IS - 10 PG - 14 SN - 1420-3049 DO - 10.3390/molecules23102523 UR - https://m2.mtmt.hu/api/publication/30310687 ID - 30310687 N1 - Funding Agency and Grant Number: National Research, Development and Innovation Office [GINOP-2.2.1-15-2016-00007]; Hungarian Brain Research Program I and II [KTIA_13_NAP-A-III/7, 2017-1.2.1-NKP-2017-00002]; Talentum Foundation of Gedeon Richter Ltd.; Janos Bolyai Research Fellowship of the Hungarian Academy of Sciences [BO/00724/12]; Hungarian Scientific Research Fund [OTKA PD105622] AB - Alzheimer's disease is one of the most common chronic neurodegenerative disorders. Despite several in vivo and clinical studies, the cause of the disease is poorly understood. Currently, amyloid β (Aβ) peptide and its tendency to assemble into soluble oligomers are known as a main pathogenic event leading to the interruption of synapses and brain degeneration. Targeting neurotoxic Aβ oligomers can help recognize the disease at an early stage or it can be a potential therapeutic approach. Unnatural β-peptidic foldamers are successfully used against many different protein targets due to their favorable structural and pharmacokinetic properties compared to small molecule or protein-like drug candidates. We have previously reported a tetravalent foldamer-dendrimer conjugate which can selectively bind Aβ oligomers. Taking advantage of multivalency and foldamers, we synthesized different multivalent foldamer-based conjugates to optimize the geometry of the ligand. Isothermal titration calorimetry (ITC) was used to measure binding affinity to Aβ, thereafter 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) based tissue viability assay and impedance-based viability assay on SH-SY5Y cells were applied to monitor Aβ toxicity and protective effects of the compounds. Important factors for high binding affinity were determined and a good correlation was found between influencing the valence and the capability of the conjugates for Aβ binding. LA - English DB - MTMT ER - TY - JOUR AU - Olajos, Gábor AU - Bartus, Éva AU - Schuster, Ildikó AU - Lautner, Gergely AU - Gyurcsányi, Ervin Róbert AU - Szögi, Titanilla AU - Fülöp, Lívia AU - Martinek, Tamás TI - Multivalent foldamer-based affinity assay for selective recognition of Aβ oligomers JF - ANALYTICA CHIMICA ACTA J2 - ANAL CHIM ACTA VL - 960 PY - 2017 SP - 131 EP - 137 PG - 7 SN - 0003-2670 DO - 10.1016/j.aca.2017.01.013 UR - https://m2.mtmt.hu/api/publication/3193785 ID - 3193785 N1 - Megjegyzés-26494651 N1 Funding details: TÁMOP-4.2.4.A/2-11/1-2012-0001, ESF, European Social Fund N1 Funding text: This work was supported by the Hungarian Academy of Sciences, Lendület programs (LP-2011-009 and LP2013-63), Gedeon Richter Plc. (TP7-017), the Hungarian Research Foundation (OTKA K112442) and Gedeon Richter's Talentum Foundation (Ph.D. Scholarship to É.B.). This research received financing also from the European Union and the State of Hungary, co-financed by the European Social Fund in the framework of TÁMOP-4.2.4.A/2-11/1-2012-0001 ‘National Excellence Program’. This work was supported by the Hungarian Brain Research Program - Grant No. KTIA_13_NAP-A-III/7. Funding Agency and Grant Number: Hungarian Academy of Sciences, Lendulet program [LP-2011-009, LP2013-63]; Gedeon Richter Plc. [TP7-017]; Hungarian Research Foundation [OTKA K112442]; Gedeon Richter's Talentum Foundation; European Union; State of Hungary; European Social Fund 'National Excellence Program' [TAMOP-4.2.4.A/2-11/1-2012-0001]; Hungarian Brain Research Program [KTIA_13_-NAP-A-III/7]\n Funding text: This work was supported by the Hungarian Academy of Sciences, Lendulet programs (LP-2011-009 and LP2013-63), Gedeon Richter Plc. (TP7-017), the Hungarian Research Foundation (OTKA K112442) and Gedeon Richter's Talentum Foundation (Ph.D. Scholarship to E.B.). This research received financing also from the European Union and the State of Hungary, co-financed by the European Social Fund in the framework of TAMOP-4.2.4.A/2-11/1-2012-0001 'National Excellence Program'. This work was supported by the Hungarian Brain Research Program - Grant No. KTIA_13_-NAP-A-III/7.\n Funding Agency and Grant Number: Hungarian Academy of Sciences, Lendulet program [LP-2011-009, LP2013-63]; Gedeon Richter Plc. [TP7-017]; Hungarian Research Foundation [OTKA K112442]; Gedeon Richter's Talentum Foundation; European Union; State of Hungary; European Social Fund 'National Excellence Program' [TAMOP-4.2.4.A/2-11/1-2012-0001]; Hungarian Brain Research Program [KTIA_13_-NAP-A-III/7] Funding text: This work was supported by the Hungarian Academy of Sciences, Lendulet programs (LP-2011-009 and LP2013-63), Gedeon Richter Plc. (TP7-017), the Hungarian Research Foundation (OTKA K112442) and Gedeon Richter's Talentum Foundation (Ph.D. Scholarship to E.B.). This research received financing also from the European Union and the State of Hungary, co-financed by the European Social Fund in the framework of TAMOP-4.2.4.A/2-11/1-2012-0001 'National Excellence Program'. This work was supported by the Hungarian Brain Research Program - Grant No. KTIA_13_-NAP-A-III/7. Institute of Pharmaceutical Analysis, University of Szeged, Somogyi u. 4, Szeged, 6720, Hungary Department of Medical Chemistry, University of Szeged, Dóm tér 8, Szeged, 6720, Hungary MTA-BME Lendület Chemical Nanosensors Research Group, Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Szt. Gellért tér 4, Budapest, 1111, Hungary Cited By :2 Export Date: 24 September 2019 CODEN: ACACA Correspondence Address: Fülöp, L.; Department of Medical Chemistry, University of Szeged, Dóm tér 8, Hungary; email: fulop.livia@med.u-szeged.hu Chemicals/CAS: amyloid beta protein, 109770-29-8; Amyloid beta-Peptides; Protein Aggregates Funding details: Richter Gedeon Talentum Alapítvány Funding details: European Social Fund, ESF, A/2-11/1-2012-0001 Funding details: Magyar Tudományos Akadémia, MTA, LP2013-63, LP-2011-009 Funding details: Gedeon Richter, TP7-017 Funding details: K112442 Funding details: KTIA_13_NAP-A-III/7 Funding text 1: This work was supported by the Hungarian Academy of Sciences, Lend?let programs (LP-2011-009 and LP2013-63), Gedeon Richter Plc. (TP7-017), the Hungarian Research Foundation (OTKA K112442) and Gedeon Richter's Talentum Foundation (Ph.D. Scholarship to ?.B.). This research received financing also from the European Union and the State of Hungary, co-financed by the European Social Fund in the framework of T?MOP-4.2.4.A/2-11/1-2012-0001 ?National Excellence Program?. This work was supported by the Hungarian Brain Research Program - Grant No. KTIA_13_NAP-A-III/7. CAplus AN 2017:198655; MEDLINE PMID: 28193356 (Journal; Article); AB - Abstract Mimicking the molecular recognition functionality of antibodies is a great challenge. Foldamers are attractive candidates because of their relatively small size and designable interaction surface. This paper describes a sandwich type enzyme-linked immunoassay with a tetravalent β-peptide foldamer helix array as capture element and enzyme labeled tracer antibodies. The assay was found to be selective to β-amyloid oligomeric species with surface features transiently present in ongoing aggregation. In optimized conditions, with special emphasis on the foldamer immobilization, a detection limit of 5 pM was achieved with a linear range of 10–500 pM. These results suggest that protein mimetic foldamers can be useful tools in biosensors and affinity assays. LA - English DB - MTMT ER - TY - JOUR AU - Szögi, Titanilla AU - E., Borbély AU - D., Tüdős AU - Schuster, Ildikó AU - Penke, Botond AU - Fülöp, Lívia TI - The Effects of the Neuroprotective Pentapeptide p33 on the Neurogenesis in APP/PS1 Mice JF - NEURODEGENERATIVE DISEASES J2 - NEURODEGENER DIS VL - 17 PY - 2017 IS - Suppl. 1. SP - 793 EP - 793 PG - 1 SN - 1660-2854 UR - https://m2.mtmt.hu/api/publication/3317847 ID - 3317847 LA - English DB - MTMT ER - TY - JOUR AU - Schuster, Ildikó AU - Lázár, László AU - Fülöp, Ferenc TI - Convenient Synthesis of 1,2,3,4-Tetrahydroisoquinoline-1-carboxylic Acid Derivatives via Isocyanide-Based, Three-Component Reactions JF - SYNTHETIC COMMUNICATIONS J2 - SYNTHETIC COMMUN VL - 40 PY - 2010 IS - 16 SP - 2488 EP - 2498 PG - 11 SN - 0039-7911 DO - 10.1080/00397910903277920 UR - https://m2.mtmt.hu/api/publication/1366571 ID - 1366571 N1 - Megjegyzés-21039019 FU: Hungarian Scientific Research Foundation [OTKA K 075433] FX: The authors thank the Hungarian Scientific Research Foundation (Grant : No. OTKA K 075433) for financial support. WoS:hiba:000280389500017 2019-03-02 08:50 cikkazonosító nem egyezik AB - The three-component reactions of 3,4-dihydroisoquinolines, isocyanides, and benzyl chloroformate furnished 2-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline-1-carboxamides in moderate to good yields. Hydrogenolysis or selective hydrolysis of the benzyloxycarbonyl group provided 1,2,3,4-tetrahydroisoquinoline-1-carboxamides, further hydrolysis of which resulted in the corresponding 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acids. LA - English DB - MTMT ER - TY - THES AU - Schuster, Ildikó TI - Syntheses and transformations of difunctional tetrahydroisoquinolines PB - Szegedi Tudományegyetem (SZTE) PY - 2010 SP - 53 UR - https://m2.mtmt.hu/api/publication/26386197 ID - 26386197 LA - English DB - MTMT ER - TY - JOUR AU - Schuster, Ildikó AU - Sztojkov-Ivanov, Anita AU - Lázár, László AU - Fülöp, Ferenc TI - 1,2,3,4-Tetrahidroizokinolin-1-karbonsav származékok előállítása izocianid alapú háromkomponensű reakcióval JF - MAGYAR KÉMIAI FOLYÓIRAT - KÉMIAI KÖZLEMÉNYEK (1997-) J2 - MAGY KÉM FOLY KÉM KÖZL VL - 116 PY - 2010 IS - 3 SP - 126 EP - 130 PG - 5 SN - 1418-9933 UR - https://m2.mtmt.hu/api/publication/2494108 ID - 2494108 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Schuster, Ildikó AU - Koch, A AU - Heydenreich, M AU - Kleinpeter, E AU - Lázár, László AU - Fülöp, Ferenc TI - Synthesis and conformational analysis of phenyl-substituted 1,3,2-oxazaphosphino[4,3-a]- and 1,2,3-oxathiazino[4,3-a]isoquinolines JF - JOURNAL OF MOLECULAR STRUCTURE J2 - J MOL STRUCT VL - 888 PY - 2008 IS - 1-3 SP - 124 EP - 137 PG - 14 SN - 0022-2860 DO - 10.1016/j.molstruc.2007.11.054 UR - https://m2.mtmt.hu/api/publication/1140193 ID - 1140193 N1 - Funding Agency and Grant Number: Hungarian Scientific Research Foundation [OTKA T 049407] Funding text: I.S. is grateful to the German Academic Exchange Service (DAAD) for a grant. The authors thank the Hungarian Scientific Research Foundation (Grant No. OTKA T 049407) for financial support. AB - Through the ring closures of tetrahydroisoquinoline 1,3-amino alcohols bearing a phenyl group in the side-chain, diastereomers of novel 1- or 2-phenyl-substituted 1,3,2-oxazaphosphino[4,3-a]isoquinoline 4-oxides, and 1,2,3-oxathiazino[4,3-a]isoquinoline 4-oxides and 4,4-dioxides were prepared. NMR analysis and DFT calculations on the prepared tetrahydroisoquinoline-condensed 1,2,3-heterocycles revealed that their conformational equilibria of cis(1)-trans-cis(2) type are influenced by the relative configuration of P-4 in the 1,3,2-oxazaphosphinanes, and by the position of the phenyl group in the 1,2,3-oxathiazines. (C) 2007 Elsevier B.V. All rights reserved. LA - English DB - MTMT ER - TY - JOUR AU - Schuster, Ildikó AU - Koch, A AU - Heydenreich, M AU - Kleinpeter, E AU - Forró, Enikő AU - Lázár, László AU - Sillanpaa, R AU - Fülöp, Ferenc TI - Synthesis and conformational analysis of tetrahydroisoquinoline-fused 1,3,2-oxazaphospholidines and 1,2,3-oxathiazolidines JF - EUROPEAN JOURNAL OF ORGANIC CHEMISTRY J2 - EUR J ORG CHEM VL - 2008 PY - 2008 IS - 8 SP - 1464 EP - 1472 PG - 9 SN - 1434-193X DO - 10.1002/ejoc.200701026 UR - https://m2.mtmt.hu/api/publication/1124327 ID - 1124327 N1 - Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, 6720 Szeged, Hungary Department of Chemistry, University of Potsdam, P. O. Box 691553, 14415 Potsdam, Germany Department of Chemistry, University of Jyväskylä, P. O. Box 35, 40351 Jyväskylä, Finland Cited By :11 Export Date: 22 February 2023 CODEN: EJOCF Correspondence Address: Kleinpeter, E.; Department of Chemistry, P. O. Box 691553, 14415 Potsdam, Germany; email: kp@chem.uni-potsdam.de AB - The cyclizations of tetrahydroisoquinoline 1,2-amino alcohols with phenylphosphonic dichloride, bis(2-chloroethyl)phosphoramidic dichloride, thionyl chloride and sulfuryl chloride were utilized to synthesize 1,5,6,10b-tetrahydro-1,3,2-oxazaphospholo[4,3-a]isoquinolines (2, 3), 1,5,10,10a-tetrahydro-1,3,2-oxazaphospholo[3,4-b]isoquinolines (8, 9), 1,5,6,10b-tetrahydro-1,2,3-oxathiazolo[4,3-a]isoquinolines (4-6) and a 1,5,10,10a-tetrahydro-1,2,3-oxathiazolo[3,4-b]isoquinoline (11), which are the first representatives of these ring systems. NMR spectroscopic analysis revealed the existence of conformational equilibria that are fast on the NMR timescale. Theoretical DFT calculations pointed to the participation of generally two preferred conformers in the conformational equilibria; the positions of the equilibria were indicated by the experimental NMR spectroscopic parameters, and they are in good agreement with the theoretically calculated energy differences of the participating conformers. For two compounds, which could be not isolated (10, 12), both the preferred conformers and the stereochemistry could be concluded from the DFT calculation results. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008). LA - English DB - MTMT ER - TY - JOUR AU - Starke, I AU - Schuster, Ildikó AU - Fülöp, Ferenc AU - Kleinpeter, E TI - Mass spectra of tetrahydroisoquinoline-fused 1,3,2-O,N,P- and 1,2,3-O,S,N-heterocycles: influence of ring size and fusion, of present heteroatoms, substituent effects and of the stereochemistry on fragmentation JF - RAPID COMMUNICATIONS IN MASS SPECTROMETRY J2 - RAPID COMMUN MASS SPECTR VL - 22 PY - 2008 IS - 10 SP - 1519 EP - 1527 PG - 9 SN - 0951-4198 DO - 10.1002/rcm.3543 UR - https://m2.mtmt.hu/api/publication/1399684 ID - 1399684 N1 - Chemisches Institut, Universität Potsdam, Karl-Liebknechtstr. 24-25, 14476 Potsdam (Golm), Germany Institute of Pharmaceutical Chemistry, University of Szeged, RO. Box 121, H-6701 Szeged, Hungary Cited By :2 Export Date: 15 February 2023 CODEN: RCMSE Correspondence Address: Kleinpeter, E.; Chemisches Institut, Karl-Liebknechtstr. 24-25, 14476 Potsdam (Golm), Germany; email: kp@chem.uni-potsdam.de Chemicals/CAS: Isoquinolines AB - The electron ionization (EI) mass spectra of a variety of stereoisomeric tricyclic 1,3,2-oxazaphosphino-[4,3-a]isoquinolines (1-4), 1,2,3-oxathiazino[4,3-a]isoquinoline-4-oxides (5-7) and the -4,4-dioxides (8-10) of oxazaphospholo- and oxathiazolo[4,3-a]- (11, 12, 15 and 16) and -[3,4-b]isoquinolines (13, 14 and 17) were recorded. Ring size and fusion, the different heteroatoms (P and S) and substituents on the ring systems strongly influence the mass spectra. In addition, mass spectra of the stereoisomers of compounds 1, 2 and 13, 14 revealed stereochemically relevant differences which are not observed for the other pairs of isomers. Copyright (C) 2008 John Wiley & Sons, Ltd. LA - English DB - MTMT ER - TY - JOUR AU - Schuster, Ildikó AU - Sztojkov-Ivanov, Anita AU - Lázár, László AU - Fülöp, Ferenc TI - Synthesis of 1,2,3,4-tetrahydroisoquinoline-1-carboxylic Acid Derivatives Via Ugi Reactions JF - LETTERS IN ORGANIC CHEMISTRY J2 - LETT ORG CHEM VL - 4 PY - 2007 IS - 2 SP - 102 EP - 108 PG - 7 SN - 1570-1786 DO - 10.2174/157017807780414226 UR - https://m2.mtmt.hu/api/publication/1083281 ID - 1083281 N1 - Univ Szeged, Inst Pharmaceut Chem, H-6701 Szeged, Hungary. AB - The three-component Ugi reactions of 3,4-dihydroisoquinolines, isocyanides and acids furnished 2-acyl-N-substituted-1,2,3,4-tetrahydroisoquinoline-1-carboxamides in moderate to good yields. Chiral, nonracemic acids induced only poor diastercoselectivities in the condensations. Hydrolysis of the Ugi carboxamides gave the corresponding 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acids, which due to their ready ability to undergo racemization, were obtained as racemic mixtures or with low enantiomeric excesses. LA - English DB - MTMT ER -