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Year 2016, Volume: 3 Issue: 1, 15 - 22, 30.06.2016
https://doi.org/10.17350/HJSE19030000027

Abstract

References

  • 1. Balasundram N, Sundram K, Samman S. Phenolic compounds in plants and agriindustrial by-products: Antioxidant activity, occurrence, and potential uses. Food Chemistry, 99 (2006) 191–203.
  • 2. Swisłocka R, Kowczyk-Sadowy M, Kalinowska M and Lewandowski W. Spectroscopic (FT-IR, FT-Raman, 1H and 13C-NMR) and theoretical studies of p-coumaric acid and alkali metal p-coumarates. Spectroscopy 27 (2012) 35-48.
  • 3. Kalinowska M, Swisłocka R and Lewandowski W. Journal of Molecular Structure 834–836 (2007) 572–580.
  • 4. Salameh D, Brandam C, Medawar W, Lteif R and Strehaiano P. Food Chemistry 107 (2008) 1661–1667.
  • 5. Nizamlıoğlu NM, Nas S. The Phenolic Compounds in Vegetables and Fruit; Structures and Their Importance. Electronic Journal of Food Technologies 5(1) (2010) 20-35.
  • 6. Halvorsen BL, Holte K, Myhrstad MC, Barikmo I, Hvattum E, Remberg SF, Wold AB, Haffner K, Baugerød H, Andersen LF, Moskaug Ø, Jacobs DR Jr, Blomhoff R. A systematic screening of total antioxidants in dietary plants. The Journal of Nutrition 132(3) (2002) 461-471.
  • 7. Cotelle N, Bernier JL, Catteau JP, Pommery J, Wallet JC, Gaydou EM. Antioxidant properties of hydroxy-flavones. Free Radical Biology and Medicine 20(1) (1996) 35-43.
  • 8. Maure A, Cruz JM, Franco D, Domingez M, Sineiro J, Nunez MJ, Parajo JC. Natural antioxidants from residual sources. Food Chemistry 72 (2001) 145-171.
  • 9. Jayaprakasha GK, Selvi T, Sakariah KK. Antibacterial and antioxidant activities of grape (Vitis vinifera) seed extracts. Food Research International 36 (2003) 117-122.
  • 10. Nandita S, Rajini PS. Free radical scavenging avtivity of an aqueous extract of potato peel. Food Chemistry 85 (2004) 611-616.
  • 11. Köse DA, Öztürk B, Şahin O, Büyükgüngör O. Mixed ligand complexes of coumarilic acid/nicotinamide with transition metal complexes. Synthesis and structural investigation. Journal of Thermal Analysis and Calorimetry 115(2) (2014) 1515–1524.
  • 12. Rice-Evans C, Miller NJ, Paganga G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radical Biology & Medicine 20 (1996) 933-956.
  • 13. Moline J, Bukharovich IF, Wolff MS, Phillips R. Dietary flavonoids and hypertension: is there a link? Medical Hypotheses 55(4) (2000) 306-309.
  • 14. Sousa WR, Rocha C, Cardoso CL, Silva DHS, Zanoni MVB. Determination of the relative contribution of phenolic antioxidants in orange juice by voltammetric methods. Journal of Food Composition and Analysis 17 (2004) 619- 633.
  • 15. Abdel-Kader MS. New ester and furocoumarins from the roots of pituranthos tortuosus. Journal of Chemical Education, 14(1) (2003) 48-51.
  • 16. Labieniec M, Gabryelak T, Falcioni G. Antioxidant and prooxidant effects of Tannins in digestive cells of the freshwater mussel unio tumidus. Mutation Research Genetic Toxicology and Environmental Mutagenesis 539 (2003) 19-28.
  • 17. Kong CS, Jeong CH, Choi JS, Kim KJ, Jeong JW. Antiangiogenic effects of p-coumaric acid in human endothelial cells. Phytotherapy Research 27(3) (2013) 317- 23.
  • 18. Burt S, Essential oils: their antibacterial properties and potential applications in foods—a review. International Journal of Food Microbiology 94 (2004) 223-253.
  • 19. Hertog MG, Kromhout D, Aravanis C, Blackburn H, Buzina R, Fidanza F, Giampaoli S, Jansen A, Menotti A, Nedeljkovic S. Flavonoid intake and long-term risk of coronary heart disease and cancer in the seven countries study. Archives of Internal Medicine 155 (1995) 381-386.
  • 20. Hui Li, Chang Wen Hu. Novel one-dimensional lanthanide acrylic acid complexes: an alternative chain constructed by hydrogen bonding. Journal of Solid State Chemistry 177 (2004) 4501-4507.
  • 21. Yan J, Guo Y, Li H, Sun X, Wang Z. Structural diversity and luminescent properties of europium(III) complexes with acrylic acid ligands. Journal of Molecular Structure 891 (2008) 298-304.
  • 22. Deacon GB, Forsyth M, Junk PC, Leary SG, Lee WW. Synthesis and Characterisation of Rare Earth Complexes Supported by para-Substituted Cinnamate Ligands. Zeitschrift für anorganische und allgemeine Chemie 635 (2009) 833-839.
  • 23. Biswick T, Park DH, Shul YG, Choy JH. P-coumaric acid–zinc basic salt nanohybrid for controlled release and sustained anti oxidantactivity, Journal of Physics and Chemistry of Solids 71 (2010) 647-649.
  • 24. Jia-Yuan Mao, Hong-Xin Fang, Qing-Feng Xu, Qiu-Xuan Zhou, Jian-Mei Lu, Zhang Y. Synthesis and structual characterization of complexes [Cd(hca)2(H2O)3]·2H2O and [Cu(hca)2(phen)]. Chinese Journal of Inorganic Chemistry 7 (2008) 1046-1050.
  • 25. Kalinowska M, Laderiere B, Champagne P, Kowczyk-Sadowy M, Lewandowski W. Mn(II), Cu(II) and Cd(II) p-coumarates: FT-IR, FT-Raman, 1H and 13C NMR and thermogravimetric studies. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 103 (2013) 264-271.
  • 26. Lewandowski W, Kalinowska M, Lewandowska H. The influence of metals on the electronic system of biologically important ligands. Spectroscopic study of benzoates, salicylates, nicotinates and isoorotates. Journal of Inorganic Biochemistry 99 (2005) 1407-1423.
  • 27. Köse DA, Necefoğlu H, İçbudak H. Synthesis and characterization of N,N-diethylnicotinamideacetylsalicylato complexes of Co(II), Ni(II), Cu(II) and Zn(II). Journal of Coordination Chemistry 61(21) (2008) 3508- 3515.
  • 28. Köse DA, Kaya A, Necefoğlu H. Synthesis and characterization of bis(N,N-Diethylnicotinamide) m-hydroxybenzoate complexes of Co(II), Ni(II), Cu(II) and Zn(II). Russian Journal of Coordination Chemistry 33(6) (2007) 422-427.
  • 29. Köse DA, Necefoğlu H. Synthesis and characterization of bis(Nicotinamide) m-hydroxybenzoate complexes of Co(II), Ni(II), Cu(II) and Zn(II). Journal of Thermal Analysis and Calorimetry 93(2) (2008) 509-514.
  • 30. Mihaylov Tz, Trendafilova N, Kostova I, Georgieva I, Bauer G. DFT modeling and spectroscopic study of metal-ligand bonding in La(III) complex of coumarin-3-carboxylic acid. Chemical Physics, 327 (2006) 209-219.
  • 31. Patil SA, Unki SN, Kulkarni AD, Naik VH, Badami PS. Co(II), Ni(II) and Cu(II) complexes with coumarin-8-yl Schiffbases: Spectroscopic, in vitro antimicrobial, DNA cleavage and fluorescence studies. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 79 (2011) 1128- 1136.
  • 32. Köse DA, Necefoğlu H, Şahin O, Büyükgüngör O. Synthesis, structural, spectroscopic characterization and structural comparison of 3-hydroxybenzoate and nicotinamide/ N,Ndiethylnicotinamide mixed ligand complexes with Zn(II). Journal of Thermal Analysis and Calorimetry, 110(3) (2012) 1233-1241.
  • 33. Nakamoto K. (2009) Infrared and Raman Spectra of Inorganic and Coordination Compounds, Part B, Applications in Coordination, Organometallic, and Bioinorganic Chemistry. Wiley, ISBN: 978-0-471-74493-1.

Synthesis and Thermal Characterization of p-Coumaric Acid Complexes of CoII, NiII, CuII and ZnII Metal Cations and Biological Applications

Year 2016, Volume: 3 Issue: 1, 15 - 22, 30.06.2016
https://doi.org/10.17350/HJSE19030000027

Abstract

T he phenolic compound used in this study is p-coumaric acid, which is the derivative of phenolic acid playing a role in giving color, odor and taste to the plants. The p-coumaric acid is an organic compound derived from cinnamic acid. There are three isomers of this structure as ortho-, meta- and para- depending on the location of the hydroxyl group within the structure. In this study, metal complexes of p-coumaric acid ligand with the transition metal cations CoII, NiII, CuII, ZnII were synthesized. The structure of the synthesized complexes was studied via elemental analysis, infrared and ultraviolet-visible spectroscopy, magnetic measurements, melting point and thermal analysis. Furthermore the biological properties of these new molecules were studied

References

  • 1. Balasundram N, Sundram K, Samman S. Phenolic compounds in plants and agriindustrial by-products: Antioxidant activity, occurrence, and potential uses. Food Chemistry, 99 (2006) 191–203.
  • 2. Swisłocka R, Kowczyk-Sadowy M, Kalinowska M and Lewandowski W. Spectroscopic (FT-IR, FT-Raman, 1H and 13C-NMR) and theoretical studies of p-coumaric acid and alkali metal p-coumarates. Spectroscopy 27 (2012) 35-48.
  • 3. Kalinowska M, Swisłocka R and Lewandowski W. Journal of Molecular Structure 834–836 (2007) 572–580.
  • 4. Salameh D, Brandam C, Medawar W, Lteif R and Strehaiano P. Food Chemistry 107 (2008) 1661–1667.
  • 5. Nizamlıoğlu NM, Nas S. The Phenolic Compounds in Vegetables and Fruit; Structures and Their Importance. Electronic Journal of Food Technologies 5(1) (2010) 20-35.
  • 6. Halvorsen BL, Holte K, Myhrstad MC, Barikmo I, Hvattum E, Remberg SF, Wold AB, Haffner K, Baugerød H, Andersen LF, Moskaug Ø, Jacobs DR Jr, Blomhoff R. A systematic screening of total antioxidants in dietary plants. The Journal of Nutrition 132(3) (2002) 461-471.
  • 7. Cotelle N, Bernier JL, Catteau JP, Pommery J, Wallet JC, Gaydou EM. Antioxidant properties of hydroxy-flavones. Free Radical Biology and Medicine 20(1) (1996) 35-43.
  • 8. Maure A, Cruz JM, Franco D, Domingez M, Sineiro J, Nunez MJ, Parajo JC. Natural antioxidants from residual sources. Food Chemistry 72 (2001) 145-171.
  • 9. Jayaprakasha GK, Selvi T, Sakariah KK. Antibacterial and antioxidant activities of grape (Vitis vinifera) seed extracts. Food Research International 36 (2003) 117-122.
  • 10. Nandita S, Rajini PS. Free radical scavenging avtivity of an aqueous extract of potato peel. Food Chemistry 85 (2004) 611-616.
  • 11. Köse DA, Öztürk B, Şahin O, Büyükgüngör O. Mixed ligand complexes of coumarilic acid/nicotinamide with transition metal complexes. Synthesis and structural investigation. Journal of Thermal Analysis and Calorimetry 115(2) (2014) 1515–1524.
  • 12. Rice-Evans C, Miller NJ, Paganga G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radical Biology & Medicine 20 (1996) 933-956.
  • 13. Moline J, Bukharovich IF, Wolff MS, Phillips R. Dietary flavonoids and hypertension: is there a link? Medical Hypotheses 55(4) (2000) 306-309.
  • 14. Sousa WR, Rocha C, Cardoso CL, Silva DHS, Zanoni MVB. Determination of the relative contribution of phenolic antioxidants in orange juice by voltammetric methods. Journal of Food Composition and Analysis 17 (2004) 619- 633.
  • 15. Abdel-Kader MS. New ester and furocoumarins from the roots of pituranthos tortuosus. Journal of Chemical Education, 14(1) (2003) 48-51.
  • 16. Labieniec M, Gabryelak T, Falcioni G. Antioxidant and prooxidant effects of Tannins in digestive cells of the freshwater mussel unio tumidus. Mutation Research Genetic Toxicology and Environmental Mutagenesis 539 (2003) 19-28.
  • 17. Kong CS, Jeong CH, Choi JS, Kim KJ, Jeong JW. Antiangiogenic effects of p-coumaric acid in human endothelial cells. Phytotherapy Research 27(3) (2013) 317- 23.
  • 18. Burt S, Essential oils: their antibacterial properties and potential applications in foods—a review. International Journal of Food Microbiology 94 (2004) 223-253.
  • 19. Hertog MG, Kromhout D, Aravanis C, Blackburn H, Buzina R, Fidanza F, Giampaoli S, Jansen A, Menotti A, Nedeljkovic S. Flavonoid intake and long-term risk of coronary heart disease and cancer in the seven countries study. Archives of Internal Medicine 155 (1995) 381-386.
  • 20. Hui Li, Chang Wen Hu. Novel one-dimensional lanthanide acrylic acid complexes: an alternative chain constructed by hydrogen bonding. Journal of Solid State Chemistry 177 (2004) 4501-4507.
  • 21. Yan J, Guo Y, Li H, Sun X, Wang Z. Structural diversity and luminescent properties of europium(III) complexes with acrylic acid ligands. Journal of Molecular Structure 891 (2008) 298-304.
  • 22. Deacon GB, Forsyth M, Junk PC, Leary SG, Lee WW. Synthesis and Characterisation of Rare Earth Complexes Supported by para-Substituted Cinnamate Ligands. Zeitschrift für anorganische und allgemeine Chemie 635 (2009) 833-839.
  • 23. Biswick T, Park DH, Shul YG, Choy JH. P-coumaric acid–zinc basic salt nanohybrid for controlled release and sustained anti oxidantactivity, Journal of Physics and Chemistry of Solids 71 (2010) 647-649.
  • 24. Jia-Yuan Mao, Hong-Xin Fang, Qing-Feng Xu, Qiu-Xuan Zhou, Jian-Mei Lu, Zhang Y. Synthesis and structual characterization of complexes [Cd(hca)2(H2O)3]·2H2O and [Cu(hca)2(phen)]. Chinese Journal of Inorganic Chemistry 7 (2008) 1046-1050.
  • 25. Kalinowska M, Laderiere B, Champagne P, Kowczyk-Sadowy M, Lewandowski W. Mn(II), Cu(II) and Cd(II) p-coumarates: FT-IR, FT-Raman, 1H and 13C NMR and thermogravimetric studies. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 103 (2013) 264-271.
  • 26. Lewandowski W, Kalinowska M, Lewandowska H. The influence of metals on the electronic system of biologically important ligands. Spectroscopic study of benzoates, salicylates, nicotinates and isoorotates. Journal of Inorganic Biochemistry 99 (2005) 1407-1423.
  • 27. Köse DA, Necefoğlu H, İçbudak H. Synthesis and characterization of N,N-diethylnicotinamideacetylsalicylato complexes of Co(II), Ni(II), Cu(II) and Zn(II). Journal of Coordination Chemistry 61(21) (2008) 3508- 3515.
  • 28. Köse DA, Kaya A, Necefoğlu H. Synthesis and characterization of bis(N,N-Diethylnicotinamide) m-hydroxybenzoate complexes of Co(II), Ni(II), Cu(II) and Zn(II). Russian Journal of Coordination Chemistry 33(6) (2007) 422-427.
  • 29. Köse DA, Necefoğlu H. Synthesis and characterization of bis(Nicotinamide) m-hydroxybenzoate complexes of Co(II), Ni(II), Cu(II) and Zn(II). Journal of Thermal Analysis and Calorimetry 93(2) (2008) 509-514.
  • 30. Mihaylov Tz, Trendafilova N, Kostova I, Georgieva I, Bauer G. DFT modeling and spectroscopic study of metal-ligand bonding in La(III) complex of coumarin-3-carboxylic acid. Chemical Physics, 327 (2006) 209-219.
  • 31. Patil SA, Unki SN, Kulkarni AD, Naik VH, Badami PS. Co(II), Ni(II) and Cu(II) complexes with coumarin-8-yl Schiffbases: Spectroscopic, in vitro antimicrobial, DNA cleavage and fluorescence studies. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 79 (2011) 1128- 1136.
  • 32. Köse DA, Necefoğlu H, Şahin O, Büyükgüngör O. Synthesis, structural, spectroscopic characterization and structural comparison of 3-hydroxybenzoate and nicotinamide/ N,Ndiethylnicotinamide mixed ligand complexes with Zn(II). Journal of Thermal Analysis and Calorimetry, 110(3) (2012) 1233-1241.
  • 33. Nakamoto K. (2009) Infrared and Raman Spectra of Inorganic and Coordination Compounds, Part B, Applications in Coordination, Organometallic, and Bioinorganic Chemistry. Wiley, ISBN: 978-0-471-74493-1.
There are 33 citations in total.

Details

Primary Language English
Journal Section Research Article
Authors

Sineray Koc This is me

Dursun Ali Kose This is me

Emre Avcı This is me

Kazim Kose This is me

Publication Date June 30, 2016
Published in Issue Year 2016 Volume: 3 Issue: 1

Cite

Vancouver Koc S, Kose DA, Avcı E, Kose K. Synthesis and Thermal Characterization of p-Coumaric Acid Complexes of CoII, NiII, CuII and ZnII Metal Cations and Biological Applications. Hittite J Sci Eng. 2016;3(1):15-22.

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