ArticleNature communications2022
Oxygen mediated oxidative couplings of flavones in alkaline water.
Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- N-Acetylneuraminate Pyruvate Lyase Promotes Cell Adaptation to Glucose Deprivation by Regulating Intracellular ATP Levels.Current issues in molecular biology · 2026Article
- Synthetic Strategies and Biological Diversity of Biflavonoids: Current Status and Perspective.Molecules (Basel, Switzerland) · 2026Review
- Nitrogen-Boosted HAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Advanced Oral Delivery Systems for Nutraceuticals.Advanced healthcare materials · 2025Review
- Food Grade Synthesis of Hetero-Coupled Biflavones and 3D-Quantitative Structure-Activity Relationship (QSAR) Modeling of Antioxidant Activity.Antioxidants (Basel, Switzerland) · 2025Article
- Effects of Three Modification Methods on the In Vitro Gastrointestinal Digestion and Colonic Fermentation of Dietary Fiber from Lotus Leaves.Foods (Basel, Switzerland) · 2024Article
- Explication of Pharmacological Proficiency of Phytoconstituents fromScientifica · 2024Article
- Can We Improve Diosmetin Activity? The State-of-the-Art and Promising Research Directions.Molecules (Basel, Switzerland) · 2023Review
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Authors and funding
20 authors.
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Abstract
Catalyzed oxidative C-C bond coupling reactions play an important role in the chemical synthesis of complex natural products of medicinal importance. However, the poor functional group tolerance renders them unfit for the synthesis of naturally occurring polyphenolic flavones. We find that molecular oxygen in alkaline water acts as a hydrogen atom acceptor and oxidant in catalyst-free (without added catalyst) oxidative coupling of luteolin and other flavones. By this facile method, we achieve the synthesis of a small collection of flavone dimers and trimers including naturally occurring dicranolomin, philonotisflavone, dehydrohegoflavone, distichumtriluteolin, and cyclodistichumtriluteolin. Mechanistic studies using both experimental and computational chemistry uncover the underlying reasons for optimal pH, oxygen availability, and counter-cations that define the success of the reaction. We expect our reaction opens up a green and sustainable way to synthesize flavonoid dimers and oligomers using the readily available monomeric flavonoids isolated from biomass and exploiting their use for health care products and treatment of diseases.
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