New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop

被引：18
|
作者：
Novakovic, Miroslav [1 ]
Djordjevic, Iris [2 ]
Todorovic, Nina [1 ]
Trifunovic, Snezana [3 ]
Andjelkovic, Boban [3 ]
Mandic, Boris [3 ]
Jadranin, Milka [1 ]
Vuckovic, Ivan [4 ]
Vajs, Vlatka [1 ]
Milosavljevic, Slobodan [3 ]
Tesevic, Vele [3 ]
机构：
[1] Univ Belgrade, Inst Chem Technol & Met, Njegoseva 12, Belgrade 11000, Serbia
[2] Univ Belgrade, Fac Vet Med, Bulevar Oslobodjenja 18, Belgrade 11000, Serbia
[3] Univ Belgrade, Fac Chem, Studentski Trg 16, Belgrade 11000, Serbia
[4] Mayo Clin, Coll Med, Rochester, MN 55905 USA
来源：
NATURAL PRODUCT RESEARCH | 2019年 / 33卷 / 19期
关键词：
Cotinus coggygria Scop; flavonoids; cotinignan A; semipreparative HPLC; NMR; SILYMARIN; SILYBIN;
D O I：
10.1080/14786419.2018.1508141
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
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]
引用
收藏
页码：2837 / 2844
页数：8
相关论文
共 50 条
  • [31] Complex assessment of in vitro anti-melanoma action of medicinal plant Cotinus coggygria Scop
    Antov, Georgi G.
    Georgieva, Mariyana S.
    Boycheva, Irina I.
    Todinova, Svetla J.
    Danailova, Avgustina K.
    Nikolova, Milena
    Krasteva, Natalia A.
    Gospodinova, Zlatina, I
    TROPICAL JOURNAL OF PHARMACEUTICAL RESEARCH, 2024, 23 (05) : 815 - 824
  • [32] The effect of topical ethanol extract of Cotinus coggygria Scop. on cutaneous wound healing in rats
    Aksoy, Halil
    Sancar, Mesut
    Sen, Ali
    Okuyan, Betul
    Bitis, Leyla
    Uras, Fikriye
    Akakin, Dilek
    Cevik, Ozge
    Kultur, Sukran
    Izzettin, Fikret Vehbi
    NATURAL PRODUCT RESEARCH, 2016, 30 (04) : 452 - 455
  • [33] Phytochemical analysis of young fustic (Cotinus coggygria heartwood) and identification of isolated colourants in historical textiles
    Valianou, Lemonia
    Stathopoulou, Konstantina
    Karapanagiotis, Ioannis
    Magiatis, Prokopios
    Pavlidou, Eleni
    Skaltsounis, Alexios-Leandros
    Chryssoulakis, Yannis
    ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2009, 394 (03) : 871 - 882
  • [34] Phytochemical analysis of young fustic (Cotinus coggygria heartwood) and identification of isolated colourants in historical textiles
    Lemonia Valianou
    Konstantina Stathopoulou
    Ioannis Karapanagiotis
    Prokopios Magiatis
    Eleni Pavlidou
    Alexios-Leandros Skaltsounis
    Yannis Chryssoulakis
    Analytical and Bioanalytical Chemistry, 2009, 394 : 871 - 882
  • [35] COMPREHENSIVE ANALYSIS ON COTINUS COGGYGRIA SCOP. LEAVES: PHYTOCHEMICAL CHARACTERIZATION, BIOLOGICAL PROFILE AND DOCKING STUDIES
    Seker Karatoprak, Gokce
    Kilic, Gokcen
    Celik, Ismail
    Ilgun, Selen
    Kongul Safak, Esra
    Kosar, Muberra
    STUDIA UNIVERSITATIS BABES-BOLYAI CHEMIA, 2023, 68 (04): : 71 - 92
  • [36] Antimicrobial, antioxidant and anti-inflammatory activity of young shoots of the smoke tree, Cotinus coggygria Scop
    Marcetic, Mirjana
    Bozic, Dragana
    Milenkovic, Marina
    Malesevic, Nevenka
    Radulovic, Sinisa
    Kovacevic, Nada
    PHYTOTHERAPY RESEARCH, 2013, 27 (11) : 1658 - 1663
  • [37] Nano Catalysis of Biofuels and Biochemicals from Cotinus coggygria Scop. Wood for Bio-Oil Raw Material
    Yue, Xiaochen
    Li, Guanyan
    Chen, Xiangmeng
    Li, Zhaolin
    Gu, Haiping
    Chen, Huiling
    Peng, Wanxi
    POLYMERS, 2022, 14 (21)
  • [38] Phytochemical analysis of Cotinus coggygria heartwood.: Identification of isolated colorants in historical art objects
    Stathopoulou, K.
    Magiatis, P.
    Karapanagiotis, F.
    Volianou, L.
    Chryssoulakis, Y.
    PLANTA MEDICA, 2007, 73 (09) : 875 - 875
  • [39] Changes in the anti-inflammatory activity of aurone and chalcone class flavonoids from Cotinus coggygria extracts after complexation with cyclodextrins
    Antal, D. S.
    Pinzaru, I
    Coricovac, D.
    Soica, C.
    Schwaiger, S.
    Stuppner, H.
    Ollivier, E.
    Dehelean, C. A.
    PLANTA MEDICA, 2015, 81 (16) : 1463 - 1463
  • [40] Phytochemical Investigation and Therapeutical Potential of Cotinus coggygria Scop. in Alloxan-Induced Diabetic Mice
    Rahman, Shahid
    Jan, Gul
    Jan, Farzana Gul
    Rahim, Hafeez Ur
    OXIDATIVE MEDICINE AND CELLULAR LONGEVITY, 2022, 2022
12345