Marcin Górecki - Instytut Chemii Organicznej PAN

Tematyka badań:

Główne zainteresowania naukowe koncentrują się na użyciu metod chiraloptycznych, w szczególności dichroizmu kołowego (CD), do rozwiązywania zróżnicowanych problemów sterochemicznych zarówno natury konfiguracyjnej, jak i konformacyjnej. Stosowane techniki wykorzystujące analizę światła spolaryzowanego kołowo, wsparte metodami obliczeniowymi, pozwalają zrozumieć jak struktura trójwymiarowa związków wpływa na ich właściwości chiraloptyczne, oraz jak modyfikując ich strukturę można osiągnąć pożądane cechy chiraloptyczne systemu. Badania zorientowane są również na zwiększenie efektywności stosowanych technik chiraloptycznych, zarówno poprzez ich systematyczne rozwijanie, jak i ich komplementarne/holistyczne użycie. Równolegle prowadzone są prace dotyczące rozwijania spektroskopii chiraloptycznych w fazie stałej, w tym do badania aktywnych substancji farmaceutycznych (APIs) wykazujących zjawisko polimorfizmu.

Publikacje:

F. Del Bello, M. Giannella, G. Giorgioni, A. Piergentili, M. G. Sabbieti, D. Agas, A. Altomare, R. Matucci, G. Pescitelli, M. Górecki, G. Vistoli, W. Quaglia, “Novel potent muscarinic receptor antagonists: investigation on the nature of lipophilic substituents in the 5- and/or 6-positions of the 1,4-dioxane nucleus”, J. Med. Chem. 2020, DOI: 10.1021/acs.jmedchem.9b02100

J. Iwanejko, M. Sowiński, E. Wojaczyńska, T. K. Olszewski, M. Górecki, “An approche to new chiral bicyclic imines and amines via Horner–Wadsworth–Emmons reaction”, RSC Adv., 2020, 10, 14618-14629.

K. Dhbaibi, C. Shen, M. Jean, N. Vanthuyne, T. Roisnel, M. Górecki, B. Jamoussi, L. Favereau, J. Crassous, “Chiral diketopyrrolopyrrole-helicene polymer with efficient red circularly polarized luminescence”, Front. Chem., 2020, 8, 237.

S. Ka, M. Masi, N. Merindol, R. Di Lecce, M. Plourde, M. Seck, M. Górecki, G. Pescitelli, I. Desgagne-Penix, A. Evidente, “Gigantelline, gigantellinine and gigancrinine, cherylline- and crinine-type alkaloids isolated from Crinum jagus with anti-acetylcholinesterase activity”, Phytochemistry, 2020, 175, 112390.

M. Masi, A. Cimmino, F. Salzano, R. Di Lecce, M. Górecki, V. Calabrò, G. Pescitelli, A. Evidente, “Higginsianins D and E, Cytotoxic Diterpenoids Produced by Colletotrichum higginsianum”, J. Nat. Prod., 2020, 83(4), 1131-1138.

M. Górecki, J. Frelek, “A critical appraisal of dimolybdenum tetraacetate application in stereochemical studies of vic-diols by circular dichroism”, J. Nat. Prod., 2020, 83(4), 955-964.

S. Di Silvio, F. Bologna, L. Milli, D. Giuri, N. Zanna, N. Castellucci, M. Monari, M. Calvaresi, M. Górecki, G. Angelici, C. Tomasini, G. Pescitelli, “Elusive π-Helical Foldamers Spotted by Chiroptical Studies”, Org. Biomol. Chem., 2020, 18, 865-877.

M. Masi, P. Reveglia, R. Baaijens-Billones, M. Górecki, G. Pescitelli, S. Savocchia, A. Evidente, “Phytotoxic Metabolites from Three Neofusicoccum Species Causal Agents of Botryosphaeria Dieback in Australia. Luteopyroxin, Neoanthraquinone and Luteoxepinone, a Disubstituted furo-α-pyrone, a Hexasubstituted Anthraquinone and a Trisubstituted Oxepi-2-one from Neofusicoccum luteum”, J. Nat. Prod., 2020, 83(2), 453-460.

M. Masi, S. Bashiri, R. Di Lecce, D. Alioto, M. Górecki, G. Pescitelli, J. Abdollahzadeh, A. Evidente, “Rabenchromenone and Rabenzophenone, Phytotoxic Tetrasubstituted Chromenone and a Hexasubstituted Benzophenone Produced by the Oak Decline Associated Fungus Fimetariella rabenhorstii”, J. Nat. Prod., 2020, 83(2), 447-452.

2019

G. Albano, M. Górecki, G. Pescitelli, L. Di Bari, T. Jávorfi, R. Hussain, G. Siligardi, „Electronic Circular Dichroism Imaging (CDi) Maps Local Aggregation Modes in Thin Films of Chiral Oligothiophenes”, New J. Chem., 2019, 43, 14584-14593.

A. Long, M. Jean, M. Albalat, N. Vanthuyne, M. Giorgi, M. Górecki, J. P. Dutasta, A. Martinez, „Synthesis, resolution and chiroptical properties of hemicryptophane cage controlling the chirality of propeller arrangement of a C3 triamide unit”, Chirality, 2019, 31, 910-916.

R. Kutaszewicz, B. Grzeszczyk, M. Górecki, O. Staszewska-Krajewska, B. Furmana, M. Chmielewski, „Bypassing the stereoselectivity issue: transformations of Kinugasa adducts from chiral alkynes and non-chiral acyclic nitrones”, Org. Biomol. Chem., 2019, 17, 6251-6268.

C. Schaack, L. Arrico, E. Sidler, M. Górecki, L. Di Bari, F. Diederich, „Helicene Monomers and Dimers: Chiral Chromophores Featuring Strong Circularly Polarized Luminescence”, Chem. Eur.J., 2019, 25, 8003–8007.

G. Pescitelli, S. Lüdeke, M. Górecki, L. Di Bari, „Symmetry-Dependent Vibrational Circular Dichroism Enhancement in Co(II) Salicylaldiminato Complexes”, J. Phys. Chem. Lett. 2019, 10, 3, 650-654.

M. Górecki, V. Zullo, A. Iuliano, G. Pescitelli, „On the Absolute Stereochemistry of Tolterodine: A Circular Dichroism Study”, Pharmaceuticals, 2019, 12, 21.

A. Long, C. Colomban, M. Jean, M. Albalat, N. Vanthuyne, M. Giorgi, L. Di Bari, M. Górecki, J. P. Dutasta, A. Martinez, „Enantiopure C1-Cyclotriveratrylene with a Reversed Spatial Arrangement of the Substituents”, Org. Lett. 2019, 21, 160-165.

D. Jakšić, M. S. Klarić, I. Crnolatac, N. Š. Vujičić, V. Smrečki, M. Górecki, G. Pescitelli, I. Piantanida, “Unique aggregation of sterigmatocystin in water yields strong and specific circular dichroism response allowing highly sensitive and selective monitoring of bio-relevant interactions”, Mar. Drugs, 2019, 17, 629.

2018

M. Górecki, M. A. M. Capozzi, G. Albano, C. Cardellicchio, L. Di Bari, G. Pescitelli, “Stereochemical analysis of beta-keto sulfoxides by circular dichroism”, Chirality, 2018, 30, 29–42.

J. Wei, W. H. Guo, C. Y. Cao, R. W. Kou, Y. Z. Xu, M. Górecki, L. Di Bari, G. Pescitelli, J. M. Gao, “Polyoxygenated cyathane diterpenoids from the mushroom Cyathus africanus, and their neurotrophic and anti-neuroinflammatory activities”, Scientific Reports, 2018, 8, 2175.

S. Superchi, P. Scafato, M. Górecki, G. Pescitelli “Absolute Configuration Determination of Fungal Metabolites by Quantum Mechanical Calculation of Chiroptical Spectra”, Current Medicinal Chemistry, 2018, 25, 287-320.

G. Angelici, M. Górecki, G. Pescitelli, N. Zanna, M. Monari, C. Tomasini, “Synthesis and Structure Analysis of Ferrocene-Containing Pseudopeptides”, Peptide Science, 2018, 110, e23072.

M. Masnyk, A. Butkiewicz, M. Górecki, R. Luboradzki, P. Paluch, M. Potrzebowski, J. Frelek, “In-Depth Analysis of Chiroptical Properties of Enones Derived from Abietic Acid”, Journal of Organic Chemistry, 2018, 83, 3547–3561.

A. Cimmino, P. Nocera, B. Linaldeddu, M. Masi, M. Górecki, G. Pescitelli, L. Montecchio, L. Maddau, A. Evidente, “Phytotoxic Metabolites Produced by Diaporthella cryptica, the Causal Agent of Hazelnut Branch Canker”, Journal of Agricultural and Food Chemistry, 2018, 66, 3435-3442.

M. Górecki, L. Arrico, F. Zinna, L. Carpita, L. Di Bari, “Chiroptical Methods in a wide wavelength range for seeking Ln3+ Complexes with Circularly Polarized Luminescence of Practical Interest”, Dalton Transactions, 2018, 47, 7166-7177.

M. Masi, S. Meyer, M. Górecki, G. Pescitelli, S. Clement, A. Cimmino, A. Evidente, “Phytotoxic activity of metabolites isolated from Rutstroemia sp.n., the causal agent of bleach blonde syndrome on cheatgrass (Bromus tectorum)”, Molecules, 2018, 23, 1734.

J. E. Rode, M. Górecki, S. Witkowski, J. Frelek, „Solvation of 2-(hydroxymethyl)-2,5,7,8-tetramethyl-chroman-6-ol revealed by circular dichroism: a case of chromane helicity rule breaking”, Physical Chemistry Chemical Physics, 2018, 20, 22525-22536.

A. Homberg, E. Brun, F. Zinna, S. Pascal, M. Górecki, L. Monnier, C. Besnard, G. Pescitelli, L. Di Bari, J. Lacour, “Combined reversible switching of ECD and quenching of CPL with chiral fluorescent macrocycles”, Chemical Science, 2018, 9, 7043-7052.

G. Pescitelli, S. Lüdeke, A. C. Chamayou, M. Marolt, V. Justus, M. Górecki, L. Arrico, L. Di Bari, M. A. Islam, I. Gruber, M. Enamullah, C. Janiak, “Broad-band spectral analysis for chiral metal coordination compounds: (chiro)optical super-spectrum of chiral cobalt(II) complexes”, Inorganic Chemistry, 2018, 57, 13397–13408.

J. Mayans, M. Font-Bardia, L. Di Bari, M. Górecki, A. Escuer, “Chiral [MnIIMnIII3M’] (M’ = Na, CaII, MnII) and [MnIIMnIII6NaI2] clusters built from an enantiomerically pure Schiff base: synthetic, chiroptical and magnetic properties”, Chemistry – A European Journal, 2018, 24, 18705-18717.

2017

A. Escuer, J. Mayans, M. Font-Bardia, L. Di Bari, M. Górecki, “Trinuclear Complexes Derived from R/S Schiff Bases – Chiral Single-Molecule-Magnets”, European Journal of Inorganic Chemistry, 2017, 6, 991-998.

F. Zinna, C. Resta, M. Górecki, G. Pescitelli, T. Jávorfi, R. Hussain, G. Siligardi, L. Di Bari, “Circular Dichroism Imaging: Mapping the Local Supramolecular Order in Thin Films of Chiral Functional Polymers”, Macromolecules, 2017, 50, 2054-2060.

M. Górecki, F. Zinna, T. Biver, L. Di Bari, “Induced Circularly Polarized Luminescence for Revealing DNA Binding with Fluorescent Dyes”, Journal of Pharmaceutical and Biomedical Analysis, 2017, 144, 6-11.

A. Jelińska, A. Zagożdżon, M. Górecki, A. Wiśniewska, J. Frelek, R. Hołyst, “Denaturation of Proteins by Surfactants Studied by Taylor Dispersion Analysis”, PLOS One, 2017, 12, e0175838.

A. Escuer, J. Mayans, M. Font-Bardia, M. Górecki, L. Di Bari, “Syntheses, Structures, Chiroptical and Magnetic Properties of Chiral Clusters Built from Schiff Bases: A Novel [MnIIMnIII6NaI2] core”, Dalton Transaction, 2017, 46, 6514–6517.

M. Górecki, A. Dziedzic, R. Luboradzki, A. Ostaszewska, J. Frelek, W. J. Szczepek, “Synthesis and Comprehensive Structural and Physicochemical Characterization of Dutasteride Hydrochloride Hydrate Solvates”, Steroids, 2017, 124, 72-80.

M. Górecki, G. Groszek, J. Frelek, „Chirality Sensing of Bioactive Compounds with Amino Alcohol Unit via Circular Dichroism”, Chirality, 2017, 29, 589–598.

N. Ur Rehmana, H. Hussain, S. Al-Shidhani, S. K. Avula, G. Abbas, M. Usman Anwar, M. Górecki, G. Pescitelli, A. Al-Harrasi, “Incensfuran: isolation, X-Ray crystal structure and absolute configuration by means of chiroptical studies in solution and solid state”, RSC Advances, 2017, 7, 42357-42362.

M. Masi, S. Meyer, M. Górecki, A. Mandoli, L. Di Bari, G. Pescitelli, A. Cimmino, M. Cristofaro, S. Clement, A. Evidente, “Pyriculins A and B, two monosubstituted hex-4-ene-2,3-diols and other phytotoxic metabolites produced by Pyricularia grisea isolated from buffelgrass (Cenchrus ciliaris)”, Chirality, 2017, 29, 726-736.

M. Masi, A. Cimmino, A. Boari, M. C. Zonno, M. Górecki, G. Pescitelli, A. Tuzi, M. Vurro, A. Evidente, “Colletopyrandione, a new phytotoxic tetrasubstituted indolinilylidenpyra-2,4-dione, and colletochlorins G and H, new tetrasubstituted chroman- and isochroman-3,5-diols isolated from Colletotrichum higginsianum”, Tetrahedron, 2017, 73, 6644–6650.

2016

J. Śniechowska, P. Paluch, G. D. Bujacz, M. Górecki, J. Frelek, D. T. Gryko, M. J. Potrzebowski, “Chiral Crystals from Porphyrinoids Possessing a Very Low Racemization Barrier”, CrystEngComm, 2016, 18, 3561-3565.

M. Masnyk, A. Butkiewicz, M. Górecki, R. Luboradzki, C. Bannwarth, S. Grimme, J. Frelek, “Synthesis and Comprehensive Structural and Chiroptical Characterization of Enones Derived from (-)-alpha-Santonin by Experiment and Theory”, Journal of Organic Chemistry, 2016, 81, 4588-4600.

M. Górecki, P. Roszkowski, D. Błachut, J. K. Maurin, J. Frelek, Z. Czarnocki, “Atropoisomerism in mono- and di-aryl 4-amino-2,6-lutidines”, European Journal of Organic Chemistry, 2016, 17, 2966-2971.

S. K. Avula, H. Hussain, R. Csuk, S. Sommerwerk, P. Liebing, M. Górecki, G. Pescitelli, A. Al-Rawahi, N. Ur Rehman, I. R. Green, A. Al-Harrasi, “5-Epi-Incensole: synthesis, X-Ray crystal structure and absolute configuration by means of ECD and VCD studies in solution and solid state”, Tetrahedron: Asymmetry, 2016, 27, 829-833.

2015

M. Górecki, “A Configurational and Conformational Study of (-)-Oseltamivir Using a Multi-Chiroptical Approach”, Organic & Biomolecular Chemistry, 2015, 13, 2999–3010.

J. Frelek, M. Górecki, A. Dziedzic, E. Jabłońska, B. Kamieński, R. K. Wojcieszczyk, R. Luboradzki, W. J. Szczepek, „Comprehensive spectroscopic characterization of finasteride polymorphic forms. Does the form X exist?”, Journal of Pharmaceutical Sciences, 2015, 104, 1650-1657.

M. Górecki, “Transmission vs. Diffuse Transmission in Circular Dichroism: What to Choose for Probing Solid-State Samples?”, Chirality, 2015, 27, 441-448.

M. Jawiczuk, M. Górecki, M. Masnyk, J. Frelek, “Complementarity of electronic and vibrational circular dichroism based on stereochemical studies of vic-diols”, Trends in Analytical Chemistry, 2015, 73, 119-128.

M. Górecki, M. Jawiczuk, J. Frelek, “Complementarity of electronic and vibrational circular dichroism spectroscopy in structure determination of vic-amino alcohols”, Journal of Bioanalysis and Biomedicine, 2015, 7, e130.

A. Jeziorna, K. Stopczyk, E. Skorupska, K. Luberda-Durnas, M. Oszajca, W. Lasocha, M. Górecki, J. Frelek,M. J. Potrzebowski, „Cyclic dipeptides as a building units of nano- and microdevices: synthesis, properties and structural studies”, Crystal Growth and Design, 2015, 15, 5138-5148

2014

M. Górecki, A. Suszczyńska, M. Woźnica, A. Baj, M. Wolniak, M. K. Cyrański, S. Witkowski, J. Frelek, „Chromane helicity rule – scope and challenges based on an ECD study of various trolox derivatives”, Organic & Biomolecular Chemistry, 2014, 12, 2235–2254.

K. Knapp, M. Górecki, J. Frelek, R. Luboradzki, M. Hollósi, Z. Majer, E. Vass, “Comprehensive chiroptical study of proline containing diamide compounds”, Chirality, 2014, 26, 228-242.

M. Górecki, A. Karczmarska-Wódzka, R. Kołodziejska, M. Dramiński, J. Frelek, „Determination of the Stereostructure of Pyrimidine Nucleoside Derivatives with a Combination of Various Chiroptical Methods”, European Journal of Organic Chemistry, 2014, 24, 5204-5213.

O. Popik, M. Pasternak-Suder, K. Leśniak, M. Jawiczuk, M. Górecki, J. Frelek, J. Mlynarski, “Amine-Catalyzed Direct Aldol Reactions of Hydroxy- and Dihydroxyacetone: Biomimetic Synthesis of Carbohydrates”, Journal of Organic Chemistry, 2014, 79, 5728-5739.

J. Frelek, A. Butkiewicz, M. Górecki, R. K. Wojcieszczyk, R. Luboradzki, M. Kwit, M. F. Rode, W. J. Szczepek, „Structure-Chiroptical Properties Relationship of Cisoid Enones with alpha-Methylenecyclo-pentanone Unit”, RSC Advances, 2014, 4, 43977-43993.

M. Jawiczuk, M. Górecki, M. Karchier, A. Suszczyńska, P. Ruśkowska, B. Słomińska, P. Kalicki, J. Jaźwiński, M. Masnyk, J. Frelek, “Structural, Spectroscopic, and Computational Characterization of the Cleavage Product of Dimolybdenum(II) Core under Aerobic Conditions”, Tetrahedron: Asymmetry, 2014, 25, 1431-1442.

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