title: Controlled oxygen release from pyridone endoperoxides promotes cell survival under anoxic conditions.
abstract: In tissue engineering, survival of larger constructs remains challenging due to limited supply of oxygen caused by a lack of early vascularization. Controlled release of oxygen from small organic molecules represents a possible strategy to prevent cell death under anoxic conditions. A comprehensive study of methylated pyridone-derived endoperoxides has led to the development of water-soluble molecules that undergo retro-Diels-Alder reactions in aqueous environment releasing oxygen in high yield and with half-lives of up to 13 h. These molecules in combination with vitamin C as singlet oxygen quencher significantly improved survival of 3T3 fibroblasts and rat smooth muscle cells challenged with oxygen-depleted conditions.
authors.affiliation: Institute of Organic Chemistry, University of Zürich , Winterthurerstrasse 190, 8057 Zürich, Switzerland.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Benz
authors.forename: Sarah
authors.initials: S
authors.lastname: Nötzli
authors.forename: Jay S
authors.initials: JS
authors.lastname: Siegel
authors.forename: Daniel
authors.initials: D
authors.lastname: Eberli
authors.forename: Henning J
authors.initials: HJ
authors.lastname: Jessen
mesh_terms: D016475:3T3 Cells; D000332:Aerobiosis / Q000187:drug effects*; D000818:Animals; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005347:Fibroblasts / Q000166:cytology / Q000187:drug effects* / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D009131:Muscle, Smooth, Vascular / Q000166:cytology / Q000187:drug effects* / Q000378:metabolism; D010100:Oxygen / Q000737:chemistry / Q000378:metabolism*; D010545:Peroxides / Q000737:chemistry / Q000494:pharmacology*; D011728:Pyridones / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D013329:Structure-Activity Relationship
chemical_list: D010545:Peroxides; D011728:Pyridones; D010100:Oxygen