4-Fluoro-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide and its oxidovanadium(V) complex: Syntheses, crystal structures and insulin-enhancing activity

A hydrated hydrazone compound, 4-fluoro-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide monohydrate (H2L·H2O), was prepared and characterized by elemental analysis, HRMS, IR, UV-Vis and 1H NMR spectroscopy. Reaction of H2L, kojic acid (5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one; Hka) and VO(a...

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Main Authors: Jin-Xian Lei, Jing Wang, Yang Huo, Zhonglu You
Format: Article
Language:English
Published: Slovenian Chemical Society 2016-07-01
Series:Acta Chimica Slovenica
Subjects:
Online Access:https://journals.matheo.si/index.php/ACSi/article/view/2589
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author Jin-Xian Lei
Jing Wang
Yang Huo
Zhonglu You
author_facet Jin-Xian Lei
Jing Wang
Yang Huo
Zhonglu You
author_sort Jin-Xian Lei
collection DOAJ
description A hydrated hydrazone compound, 4-fluoro-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide monohydrate (H2L·H2O), was prepared and characterized by elemental analysis, HRMS, IR, UV-Vis and 1H NMR spectroscopy. Reaction of H2L, kojic acid (5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one; Hka) and VO(acac)2 in methanol afforded a novel oxidovanadium(V) complex, [VO(ka)L]. The complex was characterized by elemental analysis, IR, UV-Vis and 1H NMR spectroscopy. Thermal analysis was also performed. Structures of H2L and the complex were further confirmed by single crystal structural X-ray diffraction. The vanadium complex is the first structurally characterized vanadium complex of kojic acid. Insulin-mimetic tests on C2C12 muscle cells indicate that the complex significantly stimulated cell glucose utilization with cytotoxicity at 0.11 g L–1.
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spelling doaj.art-4ab153257dfe4aafb9493c96c49102132022-12-21T17:31:44ZengSlovenian Chemical SocietyActa Chimica Slovenica1318-02071580-31552016-07-0163367067710.17344/acsi.2016.25893804-Fluoro-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide and its oxidovanadium(V) complex: Syntheses, crystal structures and insulin-enhancing activityJin-Xian Lei0Jing WangYang HuoZhonglu YouJinzhong UniversityA hydrated hydrazone compound, 4-fluoro-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide monohydrate (H2L·H2O), was prepared and characterized by elemental analysis, HRMS, IR, UV-Vis and 1H NMR spectroscopy. Reaction of H2L, kojic acid (5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one; Hka) and VO(acac)2 in methanol afforded a novel oxidovanadium(V) complex, [VO(ka)L]. The complex was characterized by elemental analysis, IR, UV-Vis and 1H NMR spectroscopy. Thermal analysis was also performed. Structures of H2L and the complex were further confirmed by single crystal structural X-ray diffraction. The vanadium complex is the first structurally characterized vanadium complex of kojic acid. Insulin-mimetic tests on C2C12 muscle cells indicate that the complex significantly stimulated cell glucose utilization with cytotoxicity at 0.11 g L–1.https://journals.matheo.si/index.php/ACSi/article/view/2589Oxovanadium complexKojic acidaroylhydrazonecrystal structureinsulin-enhancing activity
spellingShingle Jin-Xian Lei
Jing Wang
Yang Huo
Zhonglu You
4-Fluoro-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide and its oxidovanadium(V) complex: Syntheses, crystal structures and insulin-enhancing activity
Acta Chimica Slovenica
Oxovanadium complex
Kojic acid
aroylhydrazone
crystal structure
insulin-enhancing activity
title 4-Fluoro-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide and its oxidovanadium(V) complex: Syntheses, crystal structures and insulin-enhancing activity
title_full 4-Fluoro-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide and its oxidovanadium(V) complex: Syntheses, crystal structures and insulin-enhancing activity
title_fullStr 4-Fluoro-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide and its oxidovanadium(V) complex: Syntheses, crystal structures and insulin-enhancing activity
title_full_unstemmed 4-Fluoro-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide and its oxidovanadium(V) complex: Syntheses, crystal structures and insulin-enhancing activity
title_short 4-Fluoro-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide and its oxidovanadium(V) complex: Syntheses, crystal structures and insulin-enhancing activity
title_sort 4 fluoro n 2 hydroxy 3 methoxybenzylidene benzohydrazide and its oxidovanadium v complex syntheses crystal structures and insulin enhancing activity
topic Oxovanadium complex
Kojic acid
aroylhydrazone
crystal structure
insulin-enhancing activity
url https://journals.matheo.si/index.php/ACSi/article/view/2589
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AT jingwang 4fluoron2hydroxy3methoxybenzylidenebenzohydrazideanditsoxidovanadiumvcomplexsynthesescrystalstructuresandinsulinenhancingactivity
AT yanghuo 4fluoron2hydroxy3methoxybenzylidenebenzohydrazideanditsoxidovanadiumvcomplexsynthesescrystalstructuresandinsulinenhancingactivity
AT zhongluyou 4fluoron2hydroxy3methoxybenzylidenebenzohydrazideanditsoxidovanadiumvcomplexsynthesescrystalstructuresandinsulinenhancingactivity