Dioxomolybdenum(VI) complexes of 2-hydroxy-4-benzyloxybenzaldehyde thiosemicarbazones alkylated via N or S atoms. Synthesis, characterization, antioxidant and xanthine oxidase inhibition performance

被引:0
|
作者
Eglemce-Bakir, Songul [1 ]
Sahin, Musa [1 ]
Erdemir, Eda [1 ]
Ozyurek, Mustafa [2 ]
Ulkuseven, Bahri [2 ]
机构
[1] Istanbul Univ, Fac Sci, Dept Chem, TR-34134 Istanbul, Turkiye
[2] Istanbul Univ, Fac Engn, Dept Chem, TR-34320 Istanbul, Turkiye
关键词
Dioxomolybdenum(VI); Thiosemicarbazone; Antioxidant activities; Radical scavenging activity; Xanthine oxidase; MOLYBDENUM(VI) COMPLEXES; MONONUCLEAR; FLAVONOIDS; PHENOLICS; ENZYMES;
D O I
10.1016/j.molstruc.2023.136604
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Using the synthesis method, we produced a series of 2-hydroxy-4-benzyloxybenzylidene N-or S-alkyl chains substituted thiosemicarbazones and their dioxomolybdenum(VI) complexes containing long alkyl chains (pentyl, hexyl, heptyl, and octyl). A series of dioxomolybdenum(VI) complexes with 2-hydroxy-4-benzyloxybenzylidene thiosemicarbazones substituted by long alkyl chains, pentyl, hexyl, heptyl, and octyl, on the N-or S atoms were synthesized. Analytical and spectroscopic techniques were used to characterize the compounds. As a representative molecule, the molecular structure of complex I named cis-dioxo-(N1-2-hydroxy-4-benzyloxybenzylidene-N4-pentylthiosemicarbazonato)-methanol-molybdenum(VI) was identified by single crystal X-ray diffraction. Using the method of cupric reducing antioxidant capacity, the ONN donor thiosemicarbazones (LV-LVIII) were found to have higher trolox equivalent antioxidant capacity values than those with ONS (LI-LIV). Furthermore, the inhibitory activities of xanthine oxidase and the scavenging effects of the compounds on the hydroxyl radical were examined. Complex VII was the most effective XO inhibitor with an IC50 value of 33.41 mu M in similar to allopurinol as a potential XO inhibitor (IC50: 33.14 mu M), and it can be used as XO inhibitor in treatment of XObased disorders.
引用
收藏
页数:9
相关论文
共 33 条
  • [1] Dioxomolybdenum(VI) complexes with 4-benzyloxysalicylidene-N/S-alkyl thiosemicarbazones: Synthesis, structural analysis, antioxidant activity and xanthine oxidase inhibition
    Eglence-Bakir, Songul
    Sahin, Musa
    Ozyurek, Mustafa
    Ulkuseven, Bahri
    POLYHEDRON, 2021, 209
  • [2] Dioxomolybdenum(VI) complexes of S-methyl-5-bromosalicylidene-N-alkyl substituted thiosemicarbazones: Synthesis, catalase inhibition and antioxidant activities
    Eglence, Songul
    Sahin, Musa
    Ozyurek, Mustafa
    Apak, Resat
    Ulkuseven, Bahri
    INORGANICA CHIMICA ACTA, 2018, 469 : 495 - 502
  • [3] Dioxomolybdenum(VI) complexes with 3-methoxy salicylidene-N-alkyl substituted thiosemicarbazones. Synthesis, characterization, enzyme inhibition and antioxidant activity
    Eglence-Baker, Songul
    Sacan, Ozlem
    Sahin, Musa
    Yanardag, Refiye
    Ulkuseven, Bahri
    JOURNAL OF MOLECULAR STRUCTURE, 2019, 1194 : 35 - 41
  • [4] Synthesis and characterization of oxomolybdenum(V) and dioxomolybdenum(VI) complexes derived from N′-(2-hydroxy-3-methoxybenzylidene)isonicotinohydrazide
    Nair, Madhavan Nair Lekshmy Harikumaran
    Thankamani, Devakiamma
    JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2011, 76 (02) : 221 - 233
  • [5] The ONN-complexes of dioxomolybdenum(VI) with dibasic 2-hydroxy-1-naphthaldehyde S-methyl/allyl-4-phenyl-thiosemicarbazones
    Kizilcikli, Irfan
    Eglence, Songuel
    Gelir, Ali
    Uelkueseven, Bahri
    TRANSITION METAL CHEMISTRY, 2008, 33 (06) : 775 - 779
  • [6] The ONN-complexes of dioxomolybdenum(VI) with dibasic 2-hydroxy-1-naphthaldehyde S-methyl/allyl-4-phenyl-thiosemicarbazones
    İrfan Kızılcıklı
    Songül Eğlence
    Ali Gelir
    Bahri Ülküseven
    Transition Metal Chemistry, 2008, 33 : 775 - 779
  • [7] SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURE OF A DIOXOMOLYBDENUM(VI) COMPLEX DERIVED FROM N′-(2-HYDROXY-4-DIETHAYLAMINOBENZYLIDENE)-4-HYDROXYBENZOHYDRAZIDE
    Sheng, Gui-Hua
    You, Zhong-Lu
    Zhu, Hai-Liang
    BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2014, 28 (03) : 409 - 414
  • [8] Synthesis and Characterization of Dioxomolybdenum(VI) Complexes with Tridentate O,N,S-Donor Schiff Bases and 4,4'-Bipyridyl Ligand
    Kang, Haesung
    Lim, Woo Taik
    Koo, Bon Kweon
    JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE, 2008, 52 (04): : 439 - 444
  • [9] SYNTHESIS AND CHARACTERIZATION OF DIOXOMOLYBDENUM(VI) CHELATES WITH DIBASIC FORM OF 5-BROMO-2-HYDROXYBENZOPHENONE S-METHYL/ETHYL-4-PHENYL-THIOSEMICARBAZONES
    Ceylan, Berat Ilhan
    Kurt, Yasemin Dasdemir
    Ulkuseven, Bahri
    REVIEWS IN INORGANIC CHEMISTRY, 2009, 29 (01) : 49 - 67
  • [10] ONN-complexes of dioxomolybdenum(VI) with 2-hydroxy-1-naphthaldehyde S-ethyl-4-H/phenyl-thiosemicarbazones: Crystal structure, electrochemistry and in situ spectroelectrochemistry
    Duman, Songul
    Kizilcikli, Irfan
    Koca, Atif
    Akkurt, Mehmet
    Ulkuseven, Bahri
    POLYHEDRON, 2010, 29 (15) : 2924 - 2932