TY - JOUR AU - Mazákné Kraszni, Márta AU - Balogh, Balázs AU - Mándity, István AU - Horváth, Péter TI - Advantages of Induced Circular Dichroism Spectroscopy for Qualitative and Quantitative Analysis of Solution-Phase Cyclodextrin Host–Guest Complexes JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 25 PY - 2024 IS - 1 PG - 16 SN - 1661-6596 DO - 10.3390/ijms25010412 UR - https://m2.mtmt.hu/api/publication/34451769 ID - 34451769 N1 - Department of Pharmaceutical Chemistry, Semmelweis University, Hőgyes Endre utca 9, Budapest, 1092, Hungary Department of Organic Chemistry, Semmelweis University, Hőgyes Endre utca 7, Budapest, 1092, Hungary Export Date: 28 February 2024 Correspondence Address: Horváth, P.; Department of Pharmaceutical Chemistry, Hőgyes Endre utca 9, Hungary; email: horvath.peter@semmelweis.hu AB - The presence of a chiral or chirally perturbed chromophore in the molecule under investigation is a fundamental requirement for the appearance of a circular dichroism (CD) spectrum. For native and for most of the substituted cyclodextrins, this condition is not applicable, because although chiral, cyclodextrins lack a chromophore group and therefore have no characteristic CD spectra over 220 nm. The reason this method can be used is that if the guest molecule has a chromophore group and this is in the right proximity to the cyclodextrin, it becomes chirally perturbed. As a result, the complex will now provide a CD signal, and this phenomenon is called induced circular dichroism (ICD). The appearance of the ICD spectrum is clear evidence of the formation of the complex, and the spectral sign and intensity is a good predictor of the structure of the complex. By varying the concentration of cyclodextrin, the ICD signal changes, resulting in a saturation curve, and from these data, the stability constant can be calculated for a 1:1 complex. This article compares ICD and NMR spectroscopic and molecular modeling results of cyclodextrin complexes of four model compounds: nimesulide, fenbufen, fenoprofen, and bifonazole. The results obtained by the different methods show good agreement, and the structures estimated from the ICD spectra are supported by NMR data and molecular modeling. LA - English DB - MTMT ER - TY - BOOK AU - Balogh, Balázs AU - Bogdán, Dóra AU - Czompa, Andrea AU - Deme, Ruth AU - Dunkel, Petra AU - Kaleta, Zoltán AU - Varró, Nikolett AU - Krajsovszky, Gábor AU - Mándity, István AU - Pollák, Patrik TI - Szerves kémia szemináriumok I. PB - Semmelweis Egyetem CY - Budapest PY - 2023 SN - 9786155722301 UR - https://m2.mtmt.hu/api/publication/34433118 ID - 34433118 LA - Hungarian DB - MTMT ER - TY - BOOK AU - Balogh, Balázs AU - Bogdán, Dóra AU - Czompa, Andrea AU - Deme, Ruth AU - Dunkel, Petra AU - Ivánczi, Márton AU - Kárpáti, Levente AU - Krajsovszky, Gábor AU - Mándity, István AU - Tétényi, Péter TI - Organic chemistry test questions. Semmelweis University, Faculty of Pharmaceutical Sciences, Department of Organic Chemistry PB - Semmelweis Kiadó CY - Budapest PY - 2023 SN - 9786155722295 UR - https://m2.mtmt.hu/api/publication/34315226 ID - 34315226 LA - English DB - MTMT ER - TY - BOOK AU - Balogh, Balázs AU - Bogdán, Dóra AU - Czompa, Andrea AU - Deme, Ruth AU - Dunkel, Petra AU - Ivánczi, Márton AU - Kárpáti, Levente AU - Krajsovszky, Gábor AU - Mándity, István AU - Tétényi, Péter TI - Szerves kémia tesztfeladatok PB - Semmelweis Egyetem CY - Budapest PY - 2023 SN - 9786155722288 UR - https://m2.mtmt.hu/api/publication/34186753 ID - 34186753 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Ivánczi, Márton AU - Balogh, Balázs AU - Kis, Loretta AU - Mándity, István TI - Molecular Dynamics Simulations of Drug-Conjugated Cell-Penetrating Peptides JF - PHARMACEUTICALS J2 - PHARMACEUTICALS-BASE VL - 16 PY - 2023 IS - 9 PG - 22 SN - 1424-8247 DO - 10.3390/ph16091251 UR - https://m2.mtmt.hu/api/publication/34127640 ID - 34127640 N1 - Institute of Organic Chemistry, Semmelweis University, Hőgyes Endre Utca 7, Budapest, H-1092, Hungary Artificial Transporters Research Group, Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, Magyar Tudósok Körútja 2, Budapest, H-1117, Hungary Export Date: 13 October 2023 Correspondence Address: Mándity, I.; Institute of Organic Chemistry, Hőgyes Endre Utca 7, Hungary; email: mandity.istvan@ttk.hu AB - Cell-penetrating peptides (CPPs) are small peptides capable of translocating through biological membranes carrying various attached cargo into cells and even into the nucleus. They may also participate in transcellular transport. Our in silico study intends to model several peptides and their conjugates. We have selected three CPPs with a linear backbone, including penetratin, a naturally occurring oligopeptide; two of its modified sequence analogues (6,14-Phe-penetratin and dodeca-penetratin); and three natural CPPs with a cyclic backbone: Kalata B1, the Sunflower trypsin inhibitor 1 (SFT1), and Momordica cochinchinensis trypsin inhibitor II (MCoTI-II). We have also built conjugates with the small-molecule drug compounds doxorubicin, zidovudine, and rasagiline for each peptide. Molecular dynamics (MD) simulations were carried out with explicit membrane models. The analysis of the trajectories showed that the interaction of penetratin with the membrane led to spectacular rearrangements in the secondary structure of the peptide, while cyclic peptides remained unchanged due to their high conformational stability. Membrane–peptide and membrane–conjugate interactions have been identified and compared. Taking into account well-known examples from the literature, our simulations demonstrated the utility of computational methods for CPP complexes, and they may contribute to a better understanding of the mechanism of penetration, which could serve as the basis for delivering conjugated drug molecules to their intracellular targets. LA - English DB - MTMT ER - TY - JOUR AU - Pérez-Regidor, Lucía AU - Guzmán-Caldentey, Joan AU - Oberhauser, Nils AU - Punzón, Carmen AU - Balogh, Balázs AU - Pedro, José R. AU - Falomir, Eva AU - Nurisso, Alessandra AU - Mátyus, Péter AU - Menéndez, J. Carlos AU - de Andrés, Belén AU - Fresno, Manuel AU - Martín-Santamaría, Sonsoles TI - Small Molecules as Toll-like Receptor 4 Modulators Drug and In-House Computational Repurposing JF - BIOMEDICINES J2 - BIOMEDICINES VL - 10 PY - 2022 IS - 9 PG - 23 SN - 2227-9059 DO - 10.3390/biomedicines10092326 UR - https://m2.mtmt.hu/api/publication/33101635 ID - 33101635 AB - The innate immunity toll-like receptor 4 (TLR4) system is a receptor of paramount importance as a therapeutic target. Virtual screening following a “computer-aided drug repurposing” approach was applied to the discovery of novel TLR4 modulators with a non-lipopolysaccharide-like structure. We screened almost 29,000 approved drugs and drug-like molecules from commercial, public, and in-house academia chemical libraries and, after biological assays, identified several compounds with TLR4 antagonist activity. Our computational protocol showed to be a robust approach for the identification of hits with drug-like scaffolds as possible inhibitors of the TLR4 innate immune pathways. Our collaborative work broadens the chemical diversity for inspiration of new classes of TLR4 modulators. LA - English DB - MTMT ER - TY - JOUR AU - Balogh, Balázs AU - Ivánczi, Márton AU - Nizami, Bilal AU - Beke-Somfai, Tamás AU - Mándity, István TI - ConjuPepDB: a database of peptide–drug conjugates JF - NUCLEIC ACIDS RESEARCH J2 - NUCLEIC ACIDS RES VL - 49 PY - 2021 IS - D1 SP - D1102 EP - D1112 PG - 11 SN - 0305-1048 DO - 10.1093/nar/gkaa950 UR - https://m2.mtmt.hu/api/publication/31647897 ID - 31647897 N1 - Institute of Organic Chemistry, Semmelweis University, Hogyes Endre u. 7, Budapest, H-1092, Hungary Biomolecular Self-Assembly Research Group, Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, Magyar Tudósok krt. 2, Budapest, H-1117, Hungary TTK Lendület Artificial Transporter Research Group, Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, Magyar Tudósok krt. 2, Budapest, H-1117, Hungary Cited By :8 Export Date: 6 April 2023 CODEN: NARHA LA - English DB - MTMT ER - TY - JOUR AU - Cseh-Szilágyi, Katalin AU - Hajdú, István AU - Flachner, Beáta AU - Lőrincz, Zsolt AU - Balczer, Júlia AU - Gál, Péter AU - Závodszky, Péter AU - Pirli, C. AU - Balogh, Balázs AU - Mándity, István AU - Cseh, Sándor AU - Dormán, György TI - Design and selection of novel C1s inhibitors by in silico and in vitro approaches JF - MOLECULES J2 - MOLECULES VL - 24 PY - 2019 IS - 20 PG - 29 SN - 1420-3049 DO - 10.3390/molecules24203641 UR - https://m2.mtmt.hu/api/publication/30910998 ID - 30910998 N1 - Targetex Biosciences, Madách Imre utca 31/2, Dunakeszi, H-2120, Hungary Institute of Enzymology, Research Centre for Natural Sciences, Hungarian Academy of Sciences, Magyar Tudósok Körútja 2, Budapest, H-1117, Hungary Department of Organic Chemistry, Faculty of Pharmacy, Semmelweis University, Hőgyes Endre u. 7, Budapest, H-1092, Hungary MTA TTK Lendület Artificial Transporter Research Group, Institute of Materials and Environmental Chemistry, Research Center for Natural Sciences, Hungarian Academy of Sciences, Magyar Tudósok Körútja 2., Budapest, H-1117, Hungary Faculty of Pharmacy, Institute of Pharmaceutical Chemistry, University of Szeged, Zrínyi u. 9, Szeged, H-6720, Hungary Export Date: 12 November 2019 CODEN: MOLEF Correspondence Address: Dormán, G.; Targetex Biosciences, Madách Imre utca 31/2, Hungary; email: dorman@targetex.com Funding details: LP2017-8/2017, 2018-1.2.1-NKP-2018-00005 Funding text 1: Funding: I.M.M. acknowledges the Lendület Grant LP2017-8/2017. Project no. 2018-1.2.1-NKP-2018-00005 has been implemented with the support provided from the National Research, Development and Innovation Fund of Hungary, financed under the 2018-1.2.1-NKP funding scheme. AB - The complement system is associated with various diseases such as inflammation or autoimmune diseases. Complement-targeted drugs could provide novel therapeutic intervention against the above diseases. C1s, a serine protease, plays an important role in the CS and could be an attractive target since it blocks the system at an early stage of the complement cascade. Designing C1 inhibitors is particularly challenging since known inhibitors are restricted to a narrow bioactive chemical space in addition selectivity over other serine proteases is an important requirement. The typical architecture of a small molecule inhibitor of C1s contains an amidine (or guanidine) residue, however, the discovery of non-amidine inhibitors might have high value, particularly if novel chemotypes and/or compounds displaying improved selectivity are identified. We applied various virtual screening approaches to identify C1s focused libraries that lack the amidine/guanidine functionalities, then the in silico generated libraries were evaluated by in vitro biological assays. While 3D structure-based methods were not suitable for virtual screening of C1s inhibitors, and a 2D similarity search did not lead to novel chemotypes, pharmacophore model generation allowed us to identify two novel chemotypes with submicromolar activities. In three screening rounds we tested altogether 89 compounds and identified 20 hit compounds (<10 μM activities; overall hit rate: 22.5%). The highest activity determined was 12 nM (1,2,4-triazole), while for the newly identified chemotypes (1,3-benzoxazin-4-one and thieno[2,3-d][1,3]oxazin-4-one) it was 241 nM and 549 nM, respectively. © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). LA - English DB - MTMT ER - TY - JOUR AU - Fábián, Márk AU - Balogh, Balázs AU - Czudor, Zsófia AU - Őrfi, László TI - New computational studies to support cyclin-dependent kinase 9 inhibitor screening and design JF - ACTA PHARMACEUTICA HUNGARICA J2 - ACTA PHARM HUNG VL - 89 PY - 2019 IS - 1 SP - 31 EP - 38 PG - 8 SN - 0001-6659 DO - 10.33892/aph.2019.89.31-38 UR - https://m2.mtmt.hu/api/publication/30676605 ID - 30676605 LA - English DB - MTMT ER - TY - JOUR AU - Krajsovszky, Gábor AU - Balogh, Balázs AU - Mándity, István TI - Molekulák ábrázolásának történeti áttekintése a kezdetektől napjainkig JF - GYÓGYSZERÉSZET J2 - GYÓGYSZERÉSZET VL - 63 PY - 2019 IS - 1 SP - 5 EP - 16 PG - 11 SN - 0017-6036 UR - https://m2.mtmt.hu/api/publication/30663075 ID - 30663075 LA - Hungarian DB - MTMT ER -