Εξειδίκευση τύπου :	Άρθρο σε επιστημονικό περιοδικό
Τίτλος:	A DFT study towards the amide cis‐trans Isomerization process of the myc‐max Inhibitor mycro 3 and Its photophysical properties; Synthesis and NMR studies of the trans‐conformation
Δημιουργός/Συγγραφέας:	Mamalis, Dimitrios Panagiotopoulou, Angeliki Couladouros, Elias A. [EL] Τζέλη, Δήμητρα[EN] Tzeli, Demeter Vidali, Veroniki P.
Ημερομηνία:	2022-07-01
Γλώσσα:	Αγγλικά
ISSN:	2365-6549 2365-6549
DOI:	10.1002/slct.202201639
Περίληψη:	Mycro 3 is a synthetic pyrazolo[1,5-a]pyrimidine amide with interesting bioactivity having exhibited promising results in in vivo studies against pancreatic cancer. Even though it is a known compound, no data concerning its conformations have been reported before. The aim of this work is to investigate the formation of its trans- and cis- isomers, the photophysical processes of the isomerization, and the solvent effect via a DFT study. We found that this isomerization is a thermodynamically favourable reaction, having a small barrier of 10.3 kcal/mol in DMSO. Additionally, the calculated 1H and 13C NMR spectra of the two isomers revealed measurable differences. Furthermore, the S0→S1 excitation was found in vis area at 413 nm (trans-isomer), while the S2→S0 and S1→S0 excitations are charge transfer (CT) and partially CT state in near-infrared and vis spectra, showing that mycro 3 also has the potential to be used as a photosensitizer. Finally, its synthesis and its NMR analysis revealed a good agreement with the proposed trans conformation.
Τίτλος πηγής δημοσίευσης:	ChemistrySelect
Τόμος/Κεφάλαιο:	7
Τεύχος:	25
Σελίδες:	37-48
Θεματική Κατηγορία:	[EL] Φυσική και θεωρητική χημεία[EN] Physical and theoretical chemistry
Λέξεις-Κλειδιά:	Cis-trans isomerization Density functional calculations Inhibitor Mycro-3 NMR spectroscopy Synthesis
EU Grant:	SONFM RESEARCH – CREATE – INNOVATE
EU Grant identifier:	KE 17034 T1EDK-03532
Κάτοχος πνευματικών δικαιωμάτων:	© 2022 Wiley-VCH GmbH
Ηλεκτρονική διεύθυνση στον εκδότη (link):	https://doi.org/10.1002/slct.202201639
Σημειώσεις:	supporting information: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/slct.202201639
Εμφανίζεται στις συλλογές:	Ινστιτούτο Θεωρητικής και Φυσικής Χημείας (ΙΘΦΧ) - Επιστημονικό έργο