Cu(I)-mediated lactone formation in subcritical water: a benign synthesis of benzopyranones and urolithins A–C |
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Authors: | Prattya Nealmongkol Kassrin Tangdenpaisal Somkid Sitthimonchai Somsak Ruchirawat Nopporn Thasana |
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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 |
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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. |
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Keywords: | Benzopyranone Copper Subcritical water Microwave Urolithins |
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