New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop
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2019
Authors
Novaković, MiroslavĐorđević, Iris
Todorović, Nina
Trifunović, Snežana
Anđelković, Boban
Mandić, Boris
Jadranin, Milka
Vucković, Ivan
Vajs, Vlatka
Milosavljević, Slobodan M.
Tešević, Vele
Article (Published version)
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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, beta-resorcylic acid and 3-O-beta-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. [GRAPHICS]
Keywords:
Cotinus coggygria Scop / flavonoids / cotinignan A / semipreparative HPLC / NMRSource:
Natural Product Research, 2019, 33, 19, 2837-2844Publisher:
- Taylor & Francis Ltd, Abingdon
Funding / projects:
- Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-172053)
DOI: 10.1080/14786419.2018.1508141
ISSN: 1478-6419
PubMed: 30513208
WoS: 000478893800017
Scopus: 2-s2.0-85058095958
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Fakultet veterinarske medicineTY - JOUR AU - Novaković, Miroslav AU - Đorđević, Iris AU - Todorović, Nina AU - Trifunović, Snežana AU - Anđelković, Boban AU - Mandić, Boris AU - Jadranin, Milka AU - Vucković, Ivan AU - Vajs, Vlatka AU - Milosavljević, Slobodan M. AU - Tešević, Vele PY - 2019 UR - https://vet-erinar.vet.bg.ac.rs/handle/123456789/1734 AB - 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, beta-resorcylic acid and 3-O-beta-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. [GRAPHICS] PB - Taylor & Francis Ltd, Abingdon T2 - Natural Product Research T1 - New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop VL - 33 IS - 19 SP - 2837 EP - 2844 DO - 10.1080/14786419.2018.1508141 ER -
@article{ author = "Novaković, Miroslav and Đorđević, Iris and Todorović, Nina and Trifunović, Snežana and Anđelković, Boban and Mandić, Boris and Jadranin, Milka and Vucković, Ivan and Vajs, Vlatka and Milosavljević, Slobodan M. and Tešević, Vele", year = "2019", 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, beta-resorcylic acid and 3-O-beta-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. [GRAPHICS]", publisher = "Taylor & Francis Ltd, Abingdon", journal = "Natural Product Research", title = "New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop", volume = "33", number = "19", pages = "2837-2844", doi = "10.1080/14786419.2018.1508141" }
Novaković, M., Đorđević, I., Todorović, N., Trifunović, S., Anđelković, B., Mandić, B., Jadranin, M., Vucković, I., Vajs, V., Milosavljević, S. M.,& Tešević, V.. (2019). New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop. in Natural Product Research Taylor & Francis Ltd, Abingdon., 33(19), 2837-2844. https://doi.org/10.1080/14786419.2018.1508141
Novaković M, Đorđević I, Todorović N, Trifunović S, Anđelković B, Mandić B, Jadranin M, Vucković I, Vajs V, Milosavljević SM, Tešević V. New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop. in Natural Product Research. 2019;33(19):2837-2844. doi:10.1080/14786419.2018.1508141 .
Novaković, Miroslav, Đorđević, Iris, Todorović, Nina, Trifunović, Snežana, Anđelković, Boban, Mandić, Boris, Jadranin, Milka, Vucković, Ivan, Vajs, Vlatka, Milosavljević, Slobodan M., Tešević, Vele, "New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop" in Natural Product Research, 33, no. 19 (2019):2837-2844, https://doi.org/10.1080/14786419.2018.1508141 . .