@CONFERENCE{MTMT:34836469,
	title = {Enantio- and Diastereoselective synthesis of [3]Ferrocenophanes by Sequential Conjugate Addition of Nitromethane and Malonitrile to 1,1’- Diformylferrocene-derived bis Chalcones Using Bifunctional Chinchona based Organocatalys},
	url = {https://m2.mtmt.hu/api/publication/34836469},
	author = {Csámpai, Antal and Bánóczi, Zoltán and Vass, Elemér and Máté, Eiler-Sulyok and Harmat, Veronika},
	booktitle = {Program and book of abstracts},
	unique-id = {34836469},
	year = {2024},
	pages = {12},
	orcid-numbers = {Csámpai, Antal/0000-0003-2107-7309; Bánóczi, Zoltán/0000-0003-1880-4042; Vass, Elemér/0000-0001-8898-3846; Harmat, Veronika/0000-0002-1866-9904}
}

@article{MTMT:34499406,
	title = {CuAAC-Based Synthesis, Copper-Catalyzed Aldehyde-Forming Hydrolytic Fission and Antiproliferative Evaluation of Novel Ferrocenoylamino-Substituted Triazole-Tethered Quinine–Chalcone Hybrids},
	url = {https://m2.mtmt.hu/api/publication/34499406},
	author = {Dembo, António and Ferenczi, Etelka and Jernei, Tamás and Bor, Andrea and Schelz, Zsuzsanna and Zupkó, István and Varga, Szilárd and Csámpai, Antal},
	doi = {10.3390/molecules29020375},
	journal-iso = {MOLECULES},
	journal = {MOLECULES},
	volume = {29},
	unique-id = {34499406},
	issn = {1420-3049},
	abstract = {A series of novel triazole-tethered ferrocenoylamino-substituted cinchona–chalcone hybrids along with two representative benzoylamino-substituted reference compounds were prepared by three methods of CuAAC chemistry. In line with the limited success or complete failure of attempted conversions with low catalyst loadings, by means of DFT modeling studies, we demonstrated that a substantial part of the Cu(I) ions can be chelated and thus trapped in the aroylamino-substituted cinchona fragment and all of the accessible coordinating sites of the chalcone residues. Accordingly, increased amounts of catalysts were used to achieve acceptable yields; however, the cycloadditions with para-azidochalcones were accompanied by partial or complete aldehyde-forming hydrolytic fission of the enone C=C bond in a substituent-, solvent- and copper load-dependent manner. The experienced hydrolytic stability of the hybrids obtained by cycloadditions with ortho-azidochalcones was interpreted in terms of relative energetics, DFT reactivity indices and MO analysis of simplified models of two isomer copper–enone complexes. The novel hybrids were evaluated on HeLa, MDA-MB-231 and A2780 cell lines and showed substantial activity at low-to-submicromolar concentrations. An organometallic model carrying 3,4,5-trimethoxyphenyl residue in the enone part with a para-disubstituted benzene ring in the central skeletal region was identified as the most potent antiproliferative lead, characterized by submicromolar IC50 values measured on the three investigated cells. The biological assays also disclosed that this ferrocenoylamino-containing lead compound displays a ca. two- to five-fold more substantial antiproliferative effect than its benzoylamino-substituted counterpart.},
	year = {2024},
	eissn = {1420-3049},
	orcid-numbers = {Schelz, Zsuzsanna/0000-0002-8519-4830; Zupkó, István/0000-0003-3243-5300; Varga, Szilárd/0000-0001-9611-5168; Csámpai, Antal/0000-0003-2107-7309}
}

@article{MTMT:34791082,
	title = {Stereoselective Synthesis and Catalytical Application of Perillaldehyde-Based 3-Amino-1,2-diol Regioisomers},
	url = {https://m2.mtmt.hu/api/publication/34791082},
	author = {Háznagy, Márton Benedek and Csámpai, Antal and Ugrai, Imre and Barnabás, Molnár and Matti, Haukka and Szakonyi, Zsolt},
	doi = {10.3390/ijms25084325},
	journal-iso = {INT J MOL SCI},
	journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES},
	volume = {25},
	unique-id = {34791082},
	issn = {1661-6596},
	abstract = {A library of regioisomeric monoterpene-based aminodiols was synthesised and applied as chiral catalysts in the addition of diethylzinc to benzaldehyde. The synthesis of the first type of aminodiols was achieved starting from (−)-8,9-dihydroperillaldehyde via reductive amination, followed by Boc protection and dihydroxylation with the OsO4/NMO system. Separation of formed stereoisomers resulted in a library of aminodiol diastereoisomers. The library of regioisomeric analogues was obtained starting from (−)-8,9-dihydroperillic alcohol, which was transformed into a mixture of allylic trichloroacetamides via Overman rearrangement. Changing the protecting group to a Boc function, the protected enamines were subjected to dihydroxylation with the OsO4/NMO system, leading to a 71:16:13 mixture of diastereoisomers, which were separated, affording the three isomers in isolated form. The obtained primary aminodiols were transformed into secondary derivatives. The regioselectivity of the ring closure of the N-benzyl-substituted aminodiols with formaldehyde was also investigated, resulting in 1,3-oxazines in an exclusive manner. To explain the stability difference between diastereoisomeric 1,3-oxazines, a series of comparative theoretical modelling studies was carried out. The obtained potential catalysts were applied in the reaction of aromatic aldehydes and diethylzinc with moderate to good enantioselectivities (up to 94% ee), whereas the opposite chiral selectivity was observed between secondary aminodiols and their ring-closed 1,3-oxazine analogues.},
	year = {2024},
	eissn = {1422-0067},
	orcid-numbers = {Csámpai, Antal/0000-0003-2107-7309; Matti, Haukka/0000-0002-6744-7208; Szakonyi, Zsolt/0000-0003-2432-8409}
}

@article{MTMT:34781847,
	title = {Unveiling the Oxazolidine Character of Pseudoproline Derivatives by Automated Flow Peptide Chemistry},
	url = {https://m2.mtmt.hu/api/publication/34781847},
	author = {Szaniszló, Szebasztián and Csámpai, Antal and Horváth, Dániel and Tomecz, Richárd and Farkas, Viktor and Perczel, András},
	doi = {10.3390/ijms25084150},
	journal-iso = {INT J MOL SCI},
	journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES},
	volume = {25},
	unique-id = {34781847},
	issn = {1661-6596},
	abstract = {Pseudoproline derivatives such as Thr(ΨPro)-OH are commonly used in peptide synthesis to reduce the likelihood of peptide aggregation and to prevent aspartimide (Asi) formation during the synthesis process. In this study, we investigate notable by-products such as aspartimide formation and an imine derivative of the Thr(ΨPro) moiety observed in flow peptide chemistry synthesis. To gain insight into the formation of these unexpected by-products, we design a series of experiments. Furthermore, we demonstrate the oxazolidine character of the pseudoproline moiety and provide plausible mechanisms for the two-way ring opening of oxazolidine leading to these by-products. In addition, we present evidence that Asi formation appears to be catalyzed by the presence of the pseudoproline moiety. These observed side reactions are attributed to elevated temperature and pressure; therefore, caution is advised when using ΨPro derivatives under such harsh conditions. In addition, we propose a solution whereby thermodynamically controlled Asi formation can be kinetically prevented.},
	year = {2024},
	eissn = {1422-0067},
	orcid-numbers = {Szaniszló, Szebasztián/0000-0002-8929-0635; Csámpai, Antal/0000-0003-2107-7309; Horváth, Dániel/0000-0001-8239-3933; Farkas, Viktor/0000-0002-8815-2783; Perczel, András/0000-0003-1252-6416}
}

@article{MTMT:33635331,
	title = {Novel Erlotinib–Chalcone Hybrids Diminish Resistance in Head and Neck Cancer by Inducing Multiple Cell Death Mechanisms},
	url = {https://m2.mtmt.hu/api/publication/33635331},
	author = {Murányi, József and Jernei-Duró, Cintia and Gurbi, Bianka and Móra , István András and Varga, Attila and Németh, Krisztina and Simon, József and Csala, Miklós and Csámpai, Antal},
	doi = {10.3390/ijms24043456},
	journal-iso = {INT J MOL SCI},
	journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES},
	volume = {24},
	unique-id = {33635331},
	issn = {1661-6596},
	abstract = {In a search for novel therapeutic options for head and neck squamous cell carcinomas (HNSCCs) generally treated with limited therapeutic success, we synthesized a series of novel erlotinib–chalcone molecular hybrids with 1,2,3-triazole and alkyne linkers and evaluated them for their anticancer activity on Fadu, Detroit 562 and SCC-25 HNSCC cell lines. Time- and dose-dependent cell viability measurements disclosed a significantly increased efficiency of the hybrids compared to the 1:1 combination of erlotinib and a reference chalcone. The clonogenic assay demonstrated that hybrids eradicate HNSCC cells in low micromolar concentrations. Experiments focusing on potential molecular targets indicate that the hybrids trigger the anticancer effect by a complementary mechanism of action that is independent of the canonical targets of their molecular fragments. Confocal microscopic imaging and real-time apoptosis/necrosis detection assay pointed to slightly different cell death mechanisms induced by the most prominent triazole- and alkyne-tethered hybrids (6a and 13, respectively). While 6a featured the lowest IC50 values on each of the three HNSCC cell lines, in Detroit 562 cells, this hybrid induced necrosis more markedly compared to 13. The therapeutic potential indicated by the observed anticancer efficacy of our selected hybrid molecules validates the concept of development and justifies further investigation to reveal the underlying mechanism of action.},
	year = {2023},
	eissn = {1422-0067},
	orcid-numbers = {Gurbi, Bianka/0000-0002-5635-6255; Móra , István András/0000-0003-3127-7881; Csala, Miklós/0000-0002-3829-4361; Csámpai, Antal/0000-0003-2107-7309}
}

@article{MTMT:34036752,
	title = {Acetyl group for proper protection of β-sugar-amino acids used in SPPS},
	url = {https://m2.mtmt.hu/api/publication/34036752},
	author = {Varga, István and Goldschmidt Gőz, Viktória and Pintér, István and Csámpai, Antal and Perczel, András},
	doi = {10.1007/s00726-023-03278-1},
	journal-iso = {AMINO ACIDS},
	journal = {AMINO ACIDS},
	volume = {55},
	unique-id = {34036752},
	issn = {0939-4451},
	abstract = {The synthesis of d- glucosamine-1-carboxylic acid based β-sugar amino acids (β-SAAs) is typically performed in nine consecutive steps via an inefficient OAc → Br → CN conversion protocol with low overall yield. Here, we present the improved and more efficient synthesis of both Fmoc-GlcAPC-OH and Fmoc-GlcAPC(Ac)-OH, β-SAAs consisting of only 4–5 synthetic steps. Their active ester and amide bond formation with glycine methyl ester (H-Gly-OMe) was completed and monitored by 1 H NMR. The stability of the pyranoid OHs protecting the acetyl groups was investigated under three different Fmoc cleavage conditions and was found to be satisfactory even at high piperidine concentration (e.g. 40%). We designed a SPPS protocol using Fmoc-GlcAPC(Ac)-OH to produce model peptides Gly-β-SAA-Gly as well as Gly-β-SAA-β-SAA-Gly with high coupling efficiency. The products were deacetylated using the Zemplén method, which allows the hydrophilicity of a building block and/or chimera to be fine-tuned, even after the polypeptide chain has already been synthesized.},
	year = {2023},
	eissn = {1438-2199},
	pages = {969-979},
	orcid-numbers = {Csámpai, Antal/0000-0003-2107-7309; Perczel, András/0000-0003-1252-6416}
}

@article{MTMT:32847481,
	title = {Synthetic and DFT Modeling Studies on Suzuki–Miyaura Reactions of 4,5-Dibromo-2-methylpyridazin-3(2H)-one with Ferrocene Boronates, Accompanied by Hydrodebromination and a Novel Bridge-Forming Annulation In Vitro Cytotoxic Activity of the Ferrocenyl–Pyridazinone Products},
	url = {https://m2.mtmt.hu/api/publication/32847481},
	author = {Alaoui, Nour-Eddine El and Boulhaoua, Mohammed and Hutai, Dániel Gábor and Szabó, Rita (Oláhné) and Bősze, Szilvia and Hudecz, Ferenc and Csámpai, Antal},
	doi = {10.3390/catal12060578},
	journal-iso = {CATALYSTS},
	journal = {CATALYSTS},
	volume = {12},
	unique-id = {32847481},
	year = {2022},
	eissn = {2073-4344},
	orcid-numbers = {Alaoui, Nour-Eddine El/0000-0002-0042-4757; Hudecz, Ferenc/0000-0001-5128-9498; Csámpai, Antal/0000-0003-2107-7309}
}

@article{MTMT:32782717,
	title = {Synthesis and Antiproliferative Activity of Novel Imipridone–Ferrocene Hybrids with Triazole and Alkyne Linkers},
	url = {https://m2.mtmt.hu/api/publication/32782717},
	author = {Czuczi, Tamás and Murányi, József and Bárány, Péter Tibor and Móra , István András and Borbély, Adina Noémi and Csala, Miklós and Csámpai, Antal},
	doi = {10.3390/ph15040468},
	journal-iso = {PHARMACEUTICALS-BASE},
	journal = {PHARMACEUTICALS},
	volume = {15},
	unique-id = {32782717},
	year = {2022},
	eissn = {1424-8247},
	orcid-numbers = {Borbély, Adina Noémi/0000-0002-5506-6555; Csala, Miklós/0000-0002-3829-4361; Csámpai, Antal/0000-0003-2107-7309}
}

@{MTMT:32683354,
	title = {Synthesis of novel imipridone derivatives and their evaluation for their anticancer activity.. WO2022029459A1},
	url = {https://m2.mtmt.hu/api/publication/32683354},
	author = {Csámpai, Antal and Bárány, Péter Tibor and Czuczi, Tamas and Kovacs, Imre and Adamis, Balint and Nemeth, Zsofia and Murányi, József and Olahne, Szabo Rita and Bosze, Szilvia and Mezo, Gabor and Kőhidai, László and Lajkó, Eszter and Takács, Angéla and Láng, Orsolya and Mezo, Diana},
	unique-id = {32683354},
	abstract = {The present invention relates to compds. of formula (I) (I) or pharmaceutically acceptable salts, and stereoisomers thereof, including enantiomers, racemic mixts., mixts. of enantiomers, or combinations thereof, which are applicable for use in treating cancer diseases. The present invention further relates to a pharmaceutical compn. comprising the above compds. [on SciFinder(R)]},
	year = {2022},
	pages = {91pp.},
	orcid-numbers = {Csámpai, Antal/0000-0003-2107-7309; Kőhidai, László/0000-0002-9002-0296; Lajkó, Eszter/0000-0002-4796-4646; Takács, Angéla/0000-0002-8912-8216; Láng, Orsolya/0000-0002-2787-2154}
}

@{MTMT:33053795,
	title = {Részlegesen telített polikondenzált indolszármazékok szintézise és szerkezetanalízise, a diasztereoszelektív reakciólépések mechanizmusának elméleti modellezése.},
	url = {https://m2.mtmt.hu/api/publication/33053795},
	author = {Csámpai, Antal and Fodor, Kinga Judit and Hutai, Dániel Gábor and Jernei, Tamás and Sulyok-Eiler, Máté and Harmat, Veronika},
	booktitle = {Vegyészkonferencia 2022},
	unique-id = {33053795},
	year = {2022},
	orcid-numbers = {Csámpai, Antal/0000-0003-2107-7309}
}