Εξειδίκευση τύπου :	Άρθρο σε επιστημονικό περιοδικό
Τίτλος:	Exploring the 2'-Hydroxy-Chalcone Framework for the Development of Dual Antioxidant and Soybean Lipoxygenase Inhibitory Agents
Δημιουργός/Συγγραφέας:	Kostopoulou, Ioanna Tzani, Andromachi Polyzos, Nestor-Ioannis Karadendrou, Maria-Anna Kritsi, Eftichia Pontiki, Eleni Liargkova, Thalia Hadjipavlou-Litina, Dimitra [EL] Ζουμπουλάκης, Παναγιώτης[EN] Zoumpoulakis, Panagiotis Detsi, Anastasia
Εκδότης:	MDPI
Ημερομηνία:	2021-05-08
Γλώσσα:	Αγγλικά
ISSN:	1420-3049
DOI:	10.3390/molecules26092777
Άλλο:	34066803
Περίληψη:	2'-hydroxy-chalcones are naturally occurring compounds with a wide array of bioactivity. In an effort to delineate the structural features that favor antioxidant and lipoxygenase (LOX) inhibitory activity, the design, synthesis, and bioactivity profile of a series of 2'-hydroxy-chalcones bearing diverse substituents on rings A and B, are presented. Among all the synthesized derivatives, chalcone 4b, bearing two hydroxyl substituents on ring B, was found to possess the best combined activity (82.4% DPPH radical scavenging ability, 82.3% inhibition of lipid peroxidation, and satisfactory LOX inhibition value (IC50 = 70 μM). Chalcone 3c, possessing a methoxymethylene substituent on ring A, and three methoxy groups on ring B, exhibited the most promising LOX inhibitory activity (IC50 = 45 μM). A combination of in silico techniques were utilized in an effort to explore the crucial binding characteristics of the most active compound 3c and its analogue 3b, to LOX. A common H-bond interaction pattern, orienting the hydroxyl and carbonyl groups of the aromatic ring A towards Asp768 and Asn128, respectively, was observed. Regarding the analogue 3c, the bulky (-OMOM) group does not seem to participate in a direct binding, but it induces an orientation capable to form H-bonds between the methoxy groups of the aromatic ring B with Trp130 and Gly247.
Τίτλος πηγής δημοσίευσης:	Molecules (Basel, Switzerland) Special Issue: Bioactive Compounds with Applications in Health and Food
Τόμος/Κεφάλαιο:	26
Τεύχος:	9
Σελίδες:	2777
Θεματική Κατηγορία:	[EL] Βιοχημεία[EN] Biochemistry [EL] Χημική τεχνολογία[EN] Chemical technolgy [EL] Χημική Βιολογία[EN] Chemical Biology [EL] Δομική Βιολογία[EN] Structural Biology
Λέξεις-Κλειδιά:	Antioxidant activity Aurones Butein Chalcones Lipoxygenase Inhibitors Molecular docking Sulfuretin Antioxidants Hydrogen Bonding Hydroxyl Radical Inhibitory Concentration 50 Lipid Peroxidation Lipoxygenase Molecular Docking Simulation Molecular Structure Protein Binding Soybeans Structure-Activity Relationship Drug Design
Κάτοχος πνευματικών δικαιωμάτων:	Copyright © 2021 by the authors. Licensee MDPI, Basel, Switzerland
Ηλεκτρονική διεύθυνση στον εκδότη (link):	https://www.mdpi.com/1420-3049/26/9/2777
Ηλεκτρονική διεύθυνση περιοδικού (link) :	https://www.mdpi.com/journal/molecules
Εμφανίζεται στις συλλογές:	Ινστιτούτο Χημικής Βιολογίας - Επιστημονικό έργο