New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop |
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Authors: | Miroslav Novakovic Iris Djordjevic Nina Todorovic Snezana Trifunovic Boban Andjelkovic Boris Mandic |
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Affiliation: | 1. Institute of Chemistry, Technology and Metallurgy, University of Belgrade, Njego?eva 12, 11000 Belgrade, Serbia;2. mironov76@yahoo.com;4. Faculty of Veterinary Medicine, University of Belgrade, Bulevar oslobodjenja 18, 11000 Belgrade, Serbia;5. Faculty of Chemistry, University of Belgrade, Studentski trg 16, 11000 Belgrade, Serbia |
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Abstract: | New aurone epoxide, 2,10-oxy-10-methoxysulfuretin (14), and new auronolignan (15), named cotinignan A, were isolated by silica gel column and semipreparative HPLC chromatography from the methylene chloride/methanol extract of Cotinus coggygria Scop. heartwood. In addition, thirteen known secondary metabolites namely sulfuretin, 2,3-trans-fustin, fisetin, butin, butein, taxifolin, eriodictyol, 3',5,5',7–tetrahydroxyflavanone, 3',4',7-trihydroxyflavone, 3-O-methyl-2,3-trans-fustin, 3-O-galloyl-2,3-trans-fustin, β-resorcylic acid and 3-O-β-sitosterol glucoside were isolated as well. Their structures were elucidated by 1D and 2D NMR, HR-ESI-MS, IR and UV. Ten out of eleven isolated flavonoids possess 7, 3' and 4' hydroxy groups. These structural features could be considered as chemotaxonomic characteristic of flavonoids from C. coggygria. Cotinignan A (15) represents new subclass of secondary metabolites - auronolignans.
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Keywords: | Cotinus coggygria Scop flavonoids cotinignan A semipreparative HPLC NMR |
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