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SYNTHESIS, CHARACTERIZATION AND SPECTROSCOPIC PROPERTIES OF PHTHALOCYANINES BEARING UMBELLIFERONE MOIETIES

Year 2016, Volume: 2 Issue: 2, 120 - 128, 25.12.2016

Abstract

The preparing and structure determination of new phthalonitrile complex bearing umbelliferone substituent and its phthalocyanine derivatives [M= metal-free, zinc (II), cobalt (II), copper (II)] were made. The structures of these original complexes were characterized by infrared, proton nuclear magnetic resonance, ultraviolet-visible and mass spectroscopic methods.

References

  • [1] Sandhu, S., Bansal, Y., Silakari, O., Bansal, G., Coumarin Hybrids as Novel Therapeutic Agents, Review Article. Bioorg. Med. Chem., 22, 3806–3814, 2014.
  • [2] Jain, P. K., Himanshu, J., Coumarin: Chemical and Pharmacological Profile. J. Appl. Pharm. Sci., 02, 236-240, 2012.
  • [3] Azelmata, J., Fioritob, S., Taddeob, V. A., Genoveseb, S., Epifanob, F., Grenier, D., Synthesis and Evaluation of Antibacterial and Anti-inflammatory Properties of Naturally Occurring Coumarins. Phytochem. Lett., 13, 399–405, 2015.
  • [4] Lin, M. H., Cheng, C. H., Chen, K. C., Lee, W. T., Wang, Y. F., Xiao, C. Q., Lin, C. W., Induction of ROS-Independent JNK-Activation-Mediated Apoptosis by a Novel Coumarin- Derivative, DMAC, in Human Colon Cancer Cells. Chem-Biol. Interact., 218, 42–49, 2014.
  • [5] Srivastava, P., Vyas, V., Variya, B., Patel, P., Qureshi, G., Ghate, M., Synthesis, Antiinflammatory, Analgesic, 5-Lipoxygenase (5-LOX) Inhibition Activities, and Molecular Docking Study of 7-Substituted Coumarin Derivatives. Bioorg. Chem., 67, 130–138, 2016.
  • [6] Meyler's Side Effects of Drugs (Sixteenth Edition), Coumarin anticoagulants. 702-737, 2016.
  • [7] Thakur, A., Singla, R., Jaitak, V., Coumarins as Anticancer Agents: A Review on Synthetic Strategies, Mechanism of Action and SAR Studies. Eur. J. Med. Chem., 101, 476-495, 2015.
  • [8] Kumar, K. A., Renuka, N., Pavithra G., Kumar, G. V., Comprehensive Review on Coumarins: Molecules of Potential Chemical and Pharmacological Interest. J. Chem. Pharm. Res., 7(9), 67-81, 2015.
  • [9] Jain, V. K., Ab Initio Theoretical Reinvestigation of the Ground and Excited State Properties of Silylated Coumarins: Good Candidates for Solid State Dye Lasers and Dye-Sensitized Solar Cells. Spectrochim. Acta A, 150, 806–813, 2015.
  • [10] Torres É., Sequeira, S., Parreira, P., Mendes, P., Silva, T., Lobato, K., Brites M. J., Coumarin Dye With Ethynyl Group as π-Spacer Unit for Dye Sensitized Solar Cells. J. Photoch. Photobio. A, 310, 1–8, 2015.
  • [11] Van Staden, J. F., Application of Phthalocyanines in Flow- and Sequential-Injection Analysis and Microfluidics Systems: A review. Talanta, 139, 75–88, 2015.
  • [12] Leznoff, C. C., Lever, A. B. P., Phthalocyanines Properties and Applications, Vols. 1-4,Weinheim: VCH, 1989-1996.
  • [13] Claessens, C. G., Blau, W. J., Cook, M., Hanack, M., Nolte, R. J. M., Torres, T., Wöhrle, D., Phthalocyanines and Phthalocyanine Analogues: The Quest for Applicable Optical Properties. Monats. Chem., 132, 3-11, 2001.
  • [14] Liu, J. Y., Li, J., Yuan, X., Wang, W. M., Xue, J. P., In Vitro Photodynamic Activities of Zinc (II) Phthalocyanines Substituted With Pyridine Moieties. Photodiagn. Photodyn., 13, 341– 343, 2016.
  • [15] Erdogan, T., Bulut, M., Çamur, M., Novel Phthalocyanines Bearing 7-Oxy-3-(3,5- difluorophenyl)coumarin Moieties: Synthesis, Characterization, Photophysical and Photochemical Properties. J. Photoch. Photobio. A., 300, 6–14, 2015.
  • [16] Çamur, M., Durmus, M., Özkaya, A. R., Bulut, M., Synthesis, Photophysical, Photochemical and Electrochemical Properties of Crown Ether Bearing Coumarin Substituted Phthalocyanines. Inorg. Chim. Acta, 383, 287–299, 2012.
  • [17] Esenpınar, A. A., Bulut, M., Synthesis and characterization of metal-free and metallophthalocyanines with four pendant coumarinthio/oxy-substituents. Dyes Pigm., 76, 249-255, 2008.
  • [18] Perrin, D. D., Armarego, W. L. F., Purification of Laboratory Chemicals, Second Ed., Oxford: Pergamon Press, 1989.
  • [19] Young, J. G., Onyebuagu, W., Synthesis and Characterization of Di-disubstituted Phthalocyanines. J. Org. Chem., 55, 2155-2159, 1990.
  • [20] Nyokong, T., Structure and Bonding: Functional Phthalocyanine Molecular Materials, Springer. Berlin. First Ed., 135, 45-88, 2010.
Year 2016, Volume: 2 Issue: 2, 120 - 128, 25.12.2016

Abstract

References

  • [1] Sandhu, S., Bansal, Y., Silakari, O., Bansal, G., Coumarin Hybrids as Novel Therapeutic Agents, Review Article. Bioorg. Med. Chem., 22, 3806–3814, 2014.
  • [2] Jain, P. K., Himanshu, J., Coumarin: Chemical and Pharmacological Profile. J. Appl. Pharm. Sci., 02, 236-240, 2012.
  • [3] Azelmata, J., Fioritob, S., Taddeob, V. A., Genoveseb, S., Epifanob, F., Grenier, D., Synthesis and Evaluation of Antibacterial and Anti-inflammatory Properties of Naturally Occurring Coumarins. Phytochem. Lett., 13, 399–405, 2015.
  • [4] Lin, M. H., Cheng, C. H., Chen, K. C., Lee, W. T., Wang, Y. F., Xiao, C. Q., Lin, C. W., Induction of ROS-Independent JNK-Activation-Mediated Apoptosis by a Novel Coumarin- Derivative, DMAC, in Human Colon Cancer Cells. Chem-Biol. Interact., 218, 42–49, 2014.
  • [5] Srivastava, P., Vyas, V., Variya, B., Patel, P., Qureshi, G., Ghate, M., Synthesis, Antiinflammatory, Analgesic, 5-Lipoxygenase (5-LOX) Inhibition Activities, and Molecular Docking Study of 7-Substituted Coumarin Derivatives. Bioorg. Chem., 67, 130–138, 2016.
  • [6] Meyler's Side Effects of Drugs (Sixteenth Edition), Coumarin anticoagulants. 702-737, 2016.
  • [7] Thakur, A., Singla, R., Jaitak, V., Coumarins as Anticancer Agents: A Review on Synthetic Strategies, Mechanism of Action and SAR Studies. Eur. J. Med. Chem., 101, 476-495, 2015.
  • [8] Kumar, K. A., Renuka, N., Pavithra G., Kumar, G. V., Comprehensive Review on Coumarins: Molecules of Potential Chemical and Pharmacological Interest. J. Chem. Pharm. Res., 7(9), 67-81, 2015.
  • [9] Jain, V. K., Ab Initio Theoretical Reinvestigation of the Ground and Excited State Properties of Silylated Coumarins: Good Candidates for Solid State Dye Lasers and Dye-Sensitized Solar Cells. Spectrochim. Acta A, 150, 806–813, 2015.
  • [10] Torres É., Sequeira, S., Parreira, P., Mendes, P., Silva, T., Lobato, K., Brites M. J., Coumarin Dye With Ethynyl Group as π-Spacer Unit for Dye Sensitized Solar Cells. J. Photoch. Photobio. A, 310, 1–8, 2015.
  • [11] Van Staden, J. F., Application of Phthalocyanines in Flow- and Sequential-Injection Analysis and Microfluidics Systems: A review. Talanta, 139, 75–88, 2015.
  • [12] Leznoff, C. C., Lever, A. B. P., Phthalocyanines Properties and Applications, Vols. 1-4,Weinheim: VCH, 1989-1996.
  • [13] Claessens, C. G., Blau, W. J., Cook, M., Hanack, M., Nolte, R. J. M., Torres, T., Wöhrle, D., Phthalocyanines and Phthalocyanine Analogues: The Quest for Applicable Optical Properties. Monats. Chem., 132, 3-11, 2001.
  • [14] Liu, J. Y., Li, J., Yuan, X., Wang, W. M., Xue, J. P., In Vitro Photodynamic Activities of Zinc (II) Phthalocyanines Substituted With Pyridine Moieties. Photodiagn. Photodyn., 13, 341– 343, 2016.
  • [15] Erdogan, T., Bulut, M., Çamur, M., Novel Phthalocyanines Bearing 7-Oxy-3-(3,5- difluorophenyl)coumarin Moieties: Synthesis, Characterization, Photophysical and Photochemical Properties. J. Photoch. Photobio. A., 300, 6–14, 2015.
  • [16] Çamur, M., Durmus, M., Özkaya, A. R., Bulut, M., Synthesis, Photophysical, Photochemical and Electrochemical Properties of Crown Ether Bearing Coumarin Substituted Phthalocyanines. Inorg. Chim. Acta, 383, 287–299, 2012.
  • [17] Esenpınar, A. A., Bulut, M., Synthesis and characterization of metal-free and metallophthalocyanines with four pendant coumarinthio/oxy-substituents. Dyes Pigm., 76, 249-255, 2008.
  • [18] Perrin, D. D., Armarego, W. L. F., Purification of Laboratory Chemicals, Second Ed., Oxford: Pergamon Press, 1989.
  • [19] Young, J. G., Onyebuagu, W., Synthesis and Characterization of Di-disubstituted Phthalocyanines. J. Org. Chem., 55, 2155-2159, 1990.
  • [20] Nyokong, T., Structure and Bonding: Functional Phthalocyanine Molecular Materials, Springer. Berlin. First Ed., 135, 45-88, 2010.
There are 20 citations in total.

Details

Primary Language English
Subjects Engineering
Journal Section Issue
Authors

Meryem Çamur

Mustafa Bulut This is me

Publication Date December 25, 2016
Published in Issue Year 2016 Volume: 2 Issue: 2

Cite

APA Çamur, M., & Bulut, M. (2016). SYNTHESIS, CHARACTERIZATION AND SPECTROSCOPIC PROPERTIES OF PHTHALOCYANINES BEARING UMBELLIFERONE MOIETIES. Kirklareli University Journal of Engineering and Science, 2(2), 120-128.