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Cu(I)-mediated lactone formation in subcritical water: a benign synthesis of benzopyranones and urolithins A–C
Authors:Prattya Nealmongkol  Kassrin Tangdenpaisal  Somkid Sitthimonchai  Somsak Ruchirawat  Nopporn Thasana
Institution:1. Program on Chemical Biology, Chulabhorn Graduate Institute, Laksi, Bangkok 10210, Thailand;2. Laboratory of Medicinal Chemistry, Chulabhorn Research Institute, Laksi, Bangkok 10210, Thailand;3. Laboratory of Chemical Carcinogenesis, Chulabhorn Research Institute, Laksi, Bangkok 10210, Thailand;4. Center of Excellence on Environmental Health and Toxicology, CHE, Ministry of Education, Bangkok, Thailand
Abstract:Benzopyranones were successfully synthesized using Cu(I)-mediated C–O bond formation in subcritical water. A number of benzopyranone derivatives including polymethoxy benzopyranones, benzopyranopyridones, chromenoindolones, and furochromenones were synthesized in satisfactory yield. This methodology was further applied to synthesize the intestinal microbial metabolites, urolithins A, B, and C, which were found to exhibit potent antioxidant activity.
Keywords:Benzopyranone  Copper  Subcritical water  Microwave  Urolithins
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