Mechanistic Study of the Biomimetic Synthesis of Flavonolignan Diastereoisomers in Milk Thistle
- UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
- Mitchell Croatt, Assistant Professor (Creator)
- Nicholas Oberlies, Patricia A. Sullivan Distinguished Professor of Chemistry (Creator)
- Institution
- The University of North Carolina at Greensboro (UNCG )
- Web Site: http://library.uncg.edu/
Abstract: The mechanism for the biomimetic synthesis of flavonolignan diastereoisomers in milk thistle is proposed to proceed by single-electron oxidation of coniferyl alcohol, subsequent reaction with one of the oxygen atoms of taxifolin’s catechol moiety, and finally, further oxidation to form four of the major components of silymarin: silybin A, silybin B, isosilybin A, and isosilybin B. This mechanism is significantly different from a previously proposed process that involves the coupling of two independently formed radicals.
Mechanistic Study of the Biomimetic Synthesis of Flavonolignan Diastereoisomers in Milk Thistle
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Created on 4/30/2014
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Additional Information
- Publication
- The Journal of Organic Chemistry, 78(15), 7594-7600
- Language: English
- Date: 2013
- Keywords
- Organic chemistry, Milk thistle, flavonolignan diastereoisomers, silymarin, silybin