Antioxidant activity and spectroscopic data of isoxanthohomol oxime and related compounds

被引:23
|
作者
Potaniec, Bartlomiej [1 ]
Grabarczyk, Malgorzata [1 ]
Stompor, Monika [1 ]
Szumny, Antoni [1 ]
Zielinski, Pawel [1 ]
Zolnierczyk, Anna Katarzyna [1 ]
Aniol, Miroslaw [1 ]
机构
[1] Wroclaw Univ Environm & Life Sci, Fac Food Sci, Dept Chem, Norwida 25-27, PL-50375 Wroclaw, Poland
关键词
Isoxanthohumol oxime; Antioxidant activity; DPPH method; Synergism; NMR-IR-UV spectra; HUMULUS-LUPULUS L; 8-PRENYLNARINGENIN; CAPACITY; HOPS;
D O I
10.1016/j.saa.2013.09.018
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
Oximes of isoxanthohumol (IXN), naringenin (N) and flavanone (FL) were synthesized with yields of 88-95% and their antioxidant activity was evaluated using the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) method. Although naringenin oxime (NOX) and flavanone oxime (FLUX) did not have any significant antioxidant effect (EC50 = 2.21 mM and 78.7 mM, respectively), isoxanthohumol oxime (IXNOX) showed a strong antioxidant activity (EC50 = 0.0411 mM), comparable to the activity of ascorbic acid (EC50 = 0.0181 mM). The structure of new compound IXNOX was established using H-1 NMR, C-13 NMR, IR and UV-VIS spectroscopy, by comparison to IXN, NOX and FLUX. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:716 / 723
页数:8
相关论文
共 50 条
  • [41] Synthesis, spectroscopic characterization and antitumor activity of new metal complexes of isonicotinoylhydrazide oxime
    El-Tabl, Abdou S.
    Abd El-Waheed, Moshira M.
    Shakdofa, Mohamad M. E.
    Abou El-Fadl, Nahla A.
    MAIN GROUP CHEMISTRY, 2013, 12 (02) : 153 - 168
  • [42] Terahertz spectroscopic investigations of explosives and the related compounds
    Feng, Ruishu
    Li, Weiwei
    Zhou, Qingli
    Mu, Kaijun
    Zhang, Liangliang
    Zhang, Cunlin
    2008 INTERNATIONAL CONFERENCE ON OPTICAL INSTRUMENTS AND TECHNOLOGY: MICROELECTRONIC AND OPTOELECTRONIC DEVICES AND INTEGRATION, 2009, 7158
  • [43] Antioxidant capacity of phenolic and related compounds: correlation among electrochemical, visible spectroscopy methods and structure-antioxidant activity
    Galato, D
    Ckless, K
    Susin, MF
    Giacomelli, C
    Ribeiro-do-Valle, RM
    Spinelli, A
    REDOX REPORT, 2001, 6 (04) : 243 - 250
  • [44] Potential hypotensive agents: synthesis and hypotensive activity of oxime ethers derived from 1-naphthoxepines and related compounds
    Tandon, VK
    Kumar, M
    Awasthi, AK
    Saxena, HO
    Goswamy, GK
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (12) : 3177 - 3180
  • [45] Antioxidant Compounds and Antioxidant Activity in blue-fleshed potatoes
    Jariene, Elvyra
    Vaitkeviciene, Nijole
    Chupakhina, Natalija
    Poltavskaya, Raisa L.
    Kita, Agnieszka
    RURAL DEVELOPMENT 2013: PROCEEDINGS, VOL 6, BOOK 2, 2013, 6 (02): : 119 - 122
  • [46] Determination of antioxidant activity and antioxidant compounds in wild edible mushrooms
    Elmastas, Mahfuz
    Isildak, Omer
    Turkekul, Ibrahim
    Temur, Nuri
    JOURNAL OF FOOD COMPOSITION AND ANALYSIS, 2007, 20 (3-4) : 337 - 345
  • [47] STUDIES ON ANTIOXIDANT ACTION OF THYROXINE AND RELATED COMPOUNDS
    CASH, WD
    CARLSON, HE
    COX, SW
    EKONG, EA
    EPSTEIN, JS
    SIGEL, RM
    JOURNAL OF MEDICINAL CHEMISTRY, 1967, 10 (06) : 1081 - &
  • [48] Recent developments of melatonin related antioxidant compounds
    Suzen, Sibel
    COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2006, 9 (06) : 409 - 419
  • [49] SPECTROSCOPIC STUDY ON THE ANTIOXIDANT ACTIVITY OF RIBOFLAVIN IN THE PRESENCE OF BILIRUBIN
    Voicescu, Mariana
    Beteringhe, Adrian
    Vasilescu, Marilena
    Meghea, Aurelia
    REVUE ROUMAINE DE CHIMIE, 2012, 57 (11) : 921 - 928
  • [50] Antioxidant activity and bioactive compounds in Alhagi maurorum
    Armin, Oskoueian
    Ehsan, Oskoueian
    Rudi, Hendra
    Farida, Zohorian
    Fatemeh, Samadi
    Ehsan, Karimi
    CLINICAL BIOCHEMISTRY, 2011, 44 (13) : S343 - S344