Literature DB >> 27754688

Role of Noncovalent Sulfur···Oxygen Interactions in Phenoxyl Radical Stabilization: Synthesis of Super Tocopherol-like Antioxidants.

Stefano Menichetti1, Riccardo Amorati2, Valentina Meoni1, Lorenzo Tofani1, Gabriella Caminati1,3, Caterina Viglianisi1.   

Abstract

Noncovalent sulfur···oxygen interactions can increase the stability of chalcogen ortho-substituted phenoxyl radicals. This effect contributes to transforming the 7-hydroxybenzo[b]thiophene moiety in a privileged structural motif to enhance the activity of phenolic antioxidants. A cascade of five consecutive electrophilic reactions occurring in one pot afforded potent and biocompatible α-tocopherol-like antioxidants.

Entities:  

Year:  2016        PMID： 27754688     DOI： 10.1021/acs.orglett.6b02557

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  6 in total

1.  Synthesis and Antioxidant Activity of New Catechol Thioethers with the Methylene Linker.

Authors:  Ivan V Smolyaninov; Daria A Burmistrova; Maxim V Arsenyev; Maria A Polovinkina; Nadezhda P Pomortseva; Georgy K Fukin; Andrey I Poddel'sky; Nadezhda T Berberova
Journal:  Molecules       Date:  2022-05-16       Impact factor: 4.927

2.  Catalysis with chalcogen bonds: neutral benzodiselenazole scaffolds with high-precision selenium donors of variable strength.

Authors:  Sebastian Benz; Jiri Mareda; Céline Besnard; Naomi Sakai; Stefan Matile
Journal:  Chem Sci       Date:  2017-10-16       Impact factor: 9.825

3.  Magnetic nanoantioxidants with improved radical-trapping stoichiometry as stabilizers for inhibition of peroxide formation in ethereal solvents.

Authors:  Caterina Viglianisi; Alessia Scarlini; Lorenzo Tofani; Stefano Menichetti; Andrea Baschieri; Riccardo Amorati
Journal:  Sci Rep       Date:  2019-11-20       Impact factor: 4.379

4.  Protective Role of Natural and Semi-Synthetic Tocopherols on TNFα-Induced ROS Production and ICAM-1 and Cl-2 Expression in HT29 Intestinal Epithelial Cells.

Authors:  Vladana Domazetovic; Irene Falsetti; Caterina Viglianisi; Kristian Vasa; Cinzia Aurilia; Maria Stio; Stefano Menichetti; Teresa Iantomasi
Journal:  Antioxidants (Basel)       Date:  2021-01-22

Review 5.  Chain Breaking Antioxidant Activity of Heavy (S, Se, Te) Chalcogens Substituted Polyphenols.

Authors:  Caterina Viglianisi; Stefano Menichetti
Journal:  Antioxidants (Basel)       Date:  2019-10-16

Review 6.  Role of Sulphur and Heavier Chalcogens on the Antioxidant Power and Bioactivity of Natural Phenolic Compounds.

Authors:  Maria Laura Alfieri; Lucia Panzella; Riccardo Amorati; Alice Cariola; Luca Valgimigli; Alessandra Napolitano
Journal:  Biomolecules       Date:  2022-01-06
  6 in total

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