Proszę używać tego identyfikatora do cytowań lub wstaw link do tej pozycji:
http://hdl.handle.net/11320/16615
Tytuł: | Monocarbonyl Analogs of Curcumin Based on the Pseudopelletierine Scaffold: Synthesis and Anti-Inflammatory Activity |
Autorzy: | Pawelski, Damian Walewska, Alicja Ksiezak, Sylwia Sredzinski, Dariusz Radziwon, Piotr Moniuszko, Marcin Gandusekar, Ramesh Eljasiewicz, Andrzej Łaźny, Ryszard Brzeziński, Krzysztof Płońska-Brzezińska, Marta E. |
Słowa kluczowe: | curcumin pseudopelletierine granatanone granatane anti-inflammatory property cytotoxicity cytokines |
Data wydania: | 2021 |
Data dodania: | 5-cze-2024 |
Wydawca: | MDPI |
Źródło: | International Journal of Molecular Sciences, Volume 22, Issue 21 (2021), p. 1-21 |
Abstrakt: | Curcumin (CUR) is a natural compound that exhibits anti-inflammatory, anti-bacterial, and other biological properties. However, its application as an effective drug is problematic due to its poor oral bioavailability, solubility in water, and poor absorption from the gastrointestinal tract. The aim of this work is to synthesize monocarbonyl analogs of CUR based on the 9-methyl-9-azabicyclo[3.2.1]nonan-3-one (pseudopelletierine, granatanone) scaffold to improve its bioavailability. Granatane is a homologue of tropane, whose structure is present in numerous naturally occurring alkaloids, e.g., L-cocaine and L-scopolamine. In this study, ten new pseudopelletierine-derived monocarbonyl analogs of CUR were successfully synthesized and characterized by spectral methods and X-ray crystallography. Additionally, in vitro test of the cytotoxicity and anti-inflammatory properties of the synthesized compounds were performed. |
Afiliacja: | Damian Pawelski - Department of Organic Chemistry, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Bialystok Alicja Walewska - Department of Regenerative Medicine and Immune Regulation, Medical University of Bialystok Sylwia Ksiezak - Department of Regenerative Medicine and Immune Regulation, Medical University of Bialystok Dariusz Sredzinski - Regional Blood Donation and Blood Treatment Center in Bialystok Piotr Radziwon - Regional Blood Donation and Blood Treatment Center in Bialystok; Department of Hematology, Medical University of Bialystok Marcin Moniuszko - Department of Regenerative Medicine and Immune Regulation, Medical University of Bialystok; Department of Allergology and Internal Medicine, Medical University of Bialystok Ramesh Gandusekar - Department of Regenerative Medicine and Immune Regulation, Medical University of Bialystok Andrzej Eljaszewicz - Department of Regenerative Medicine and Immune Regulation, Medical University of Bialystok Ryszard Łaźny - Faculty of Chemistry, University of Bialystok Krzysztof Brzezinski - Department of Structural Biology of Prokaryotic Organisms, Institute of Bioorganic Chemistry, Polish Academy of Sciences Marta E. Plonska-Brzezinska - Department of Organic Chemistry, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Bialystok |
E-mail: | Damian Pawelski: damian.pawelski@umb.edu.pl Alicja Walewska: alicja.walewska@umb.edu.pl Sylwia Ksiezak: sylwia.ksiezak@icloud.com Dariusz Sredzinski: dsredzinski@rckik.bialystok.pl Piotr Radziwon: piotr.radziwon@umb.edu.pl Marcin Moniuszko: marcin.moniuszko@umb.edu.pl Ramesh Gandusekar: ramesh.gandusekar@umb.edu.pl Andrzej Eljaszewicz: andrzej.eljaszewicz@umb.edu.pl Ryszard Łaźny: lazny@uwb.edu.pl Krzysztof Brzezinski: kbrzezinski@ibch.poznan.pl Marta E. Plonska-Brzezinska: marta.plonska-brzezinska@umb.edu.pl |
Sponsorzy: | This research received no external funding. Ramesh Gandusekar was supported by funds from the “ImPRESS” project of the European Union’s Horizon 2020 research and innovation program under the Marie Skłodowska-Curie grant agreement No 754432 and the Polish Ministry of Science and Higher Education through financial resources for science in 2018–2023 granted for the implementation of an international co-financed project. |
URI: | http://hdl.handle.net/11320/16615 |
DOI: | 10.3390/ijms222111384 |
ISSN: | 1422-0067 |
metadata.dc.identifier.orcid: | brakorcid brakorcid 0000-0002-7356-235X brakorcid 0000-0001-8917-5621 brakorcid brakorcid 0000-0002-8980-1474 0000-0003-2358-0960 0000-0001-9339-7745 0000-0002-0538-6059 |
Typ Dokumentu: | Article |
metadata.dc.rights.uri: | http://creativecommons.org/licenses/by/4.0/ |
Właściciel praw: | Copyright: © 2021 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 (https:// creativecommons.org/licenses/by/ 4.0/). |
Występuje w kolekcji(ach): | Artykuły naukowe (WChem) |
Pliki w tej pozycji:
Plik | Opis | Rozmiar | Format | |
---|---|---|---|---|
D_Pawelski_A_Walewska_S_Ksiezak_R_Lazny_at_al_Monocarbonyl_Analogs_of_Curcumin_Based.pdf | 4,35 MB | Adobe PDF | Otwórz |
Pozycja ta dostępna jest na podstawie licencji Licencja Creative Commons CCL