Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines
Yıl: 2017 Cilt: 21 Sayı: 3 Sayfa Aralığı: 689 - 695 Metin Dili: İngilizce DOI: 10.19113/sdufbed.89035 İndeks Tarihi: 23-11-2018
Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines
Öz: Human hepatocellular carcinoma (HepG2) cells and colorectal adenocarcinoma (DLD-1) cells were treated with the synthesized water soluble phthalocyanine derivatives to understand the effect of the compounds both on colorectal and liver cancer cells. The compounds inhibited cell proliferation and displayed cytotoxic effect on these cancer cell lines however; the effect of the compounds on healthy control fibroblast cell line was comparatively lower. The compounds can be employed for cancer treatment as anticancer agents.
Anahtar Kelime: Yeni Suda Çözünür Dendritik Ftalosiyaninlerin İnsan Kolorektal ve Karaciğer Kanser Hücre Hatları Üzerine Etkisi
Öz: İnsan hepatoselüler karsinoma (HepG2) hücreleri ve kolorektal adenokarsinoma (DLD-1) hücreleri, bileşiklerin hem kolorektal hemde karaciğer kanseri hücrelerindeki etkisini anlamak için sentezlenen suda çözünür ftalosiyanin türevleriyle etkileştirildi. Bileşikler hücre proliferasyonunu inhibe etti ve bu kanser hücre dizileri üzerinde sitotoksik etki gösterdi; buna karşın bileşiklerin sağlıklı kontrol fibroblast hücre hattı üzerindeki etkisi nispeten daha düşüktü. Bu bileşikler kanser tedavisinde antikanser ajanlar olarak kullanılabilir.
Anahtar Kelime: Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık
- Cheng, Y., Wang, J., Rao, T., He, X., Xu, T. 2008. Phermacautial applications of dendrimers: promising nanocarriers for drug delivery. Frontiers in Bioscience, 13(2008), 1447-1471.
- Spataro, G., Malecaze, F., Turrin, C. O., Soler, V., Duhayon, C., Elena, P. P., Majoral, J. P., Caminade, A. M. 2010. Designing dendrimers for ocular drug delivery, European Journal of Medicinal Chemistry, 48(2010), 326-334.
- Setaro, F., Ruiz-González, R., Nonell, S., Hahn, U., Torres, T. 2014. Synthesis, photophysical studies and 1O2 generation of carboxylate-terminated zinc phthalocyanine dendrimers. Journal of Inorganic Biochemistry, 136(2014), 170-176.
- Portilho, F. A., Cláudio, C. E. O., Miranda-Vilela, A. L., Estevanato, L. L. C., Longo, J. P. F., Santos, M. F. M. A., Boca, A. L., Martins, O. P., Simioni, A. R., Morais, P. C., Azevedo, R. B., Tedesco, A. C., Lacava, Z. G. M. 2013. Antitumor activity of photodynamic therapy performed with nanospheres containing zinc-phthalocyanine, Journal of Nanobiotechnology, 11(2013), 41-55.
- Nyokong, T. 2010. Electronic spectral and electrochemical behavior of near infrared absorbing metallophthalocyanines. Structure and Bonding, 135(2010), 45-88.
- Joralemon, M. J., O’Reilly, R. K., Matson, J. B., Nugent, A. K., Hawker, C. J., Wooley, K. L. 2005. Dendrimers Clicked Together Divergently. Macromolecules, 38(2005), 5436-5443.
- Youngblood, W. J. 2006. Synthesis of a new trans-A2B2 phthalocyanine motif as a building block for rodlike phthalocyanine polymers. Journal of Organic Chemistry, 71(2006), 3345- 3356.
- Yabaş, E., Sülü, M., Saydam, S., Dumludağ, F., Salih, B., Bekaroğlu, Ö. 2011. Synthesis, characterization and investigation of electrical and electrochemical properties of imidazole substituted phthalocyanines. Inorganica Chimica Acta, 365(2011), 340-348.
- Ihre, H., Omayra L De Jesus, P., Frechet, J. M. J. 2001. Fast and convenient divergent synthesis of aliphatic ester dendrimers by anhydride coupling. Journal of American Chemical Society, 123(2001), 5908-5917.
- Cardona, C. M., McCarley, T. D., Kaifer, A. E. 2000. Synthesis, electrochemistry, and interactions with beta-cydodextrin of dendrimers containing a single ferrocene subunit located "off-center. Journal of Organic Chemistry, 65(2000), 1857- 1864.
- [Jang, W. D., Nakagishi, Y., Nishiyama, N., Kawauchi, S., Morimoto, Y., Kikuchi, M., Kataoka, K. 2006. Polyion complex micelles for photodynamic therapy: Incorporation of dendritic photosensitizer excitable at long wavelength relevant to improved tissuepenetrating property. Journal of Controlled Release, 113(2006), 73-79.
- Newkome, G. R., Yao, Z., Baker, G. R., Gupta, V. K., Russo, P. S., Saunders, M. J. 1986. Chemistry of micelles series. Part 2. Cascade molecules. Synthesis and characterization of a benzene [9] 3-arborol. Journal of American Chemical Society, 108(1986), 849-850.
- Kimura, M., Sugihara, Y., Muto, T., Hanabusa, K., Shirai, H., Kobayashi, N. 1999. Dendritic Metallophthalocyanines-Synthesis, Electrochemical Properties, and Catalytic Activities. Chemistry-A European Journal, 5(1999), 3495-3500.
- Ağırtaş, M. S., Çelebi, M., Gümüş, S., Özdemir, S., Okumuş, V. 2013. New water soluble phenoxy phenyl diazenyl benzoic acid substituted phthalocyanine derivatives: Synthesis, antioxidant activities, atypical aggregation behavior and electronic properties. Dyes and Pigments, 99(2013), 423-431.
- Özgür, A., Yenidunya, E., Koca, İ., Tutar, Y. 2015. Acyl Thiourea Derivatives Containing Pyrazole Ring Selective Targeting of Human Aurora Kinases in Breast and Bone Cancer. Letters Drug Design Discovery, 12(2015), 180-189.
- Koca, İ., Özgür, A., Coşkun, K.A., Tutar, Y. 2013. Synthesis and anticancer activity of acyl thioureas bearing pyrazole moiety. Bioorganic&Medicinal Chemistry, 21(2013), 3859-3865.
- Dabak, S., Gümüş, G., Gül, A., Bekaroğlu, Ö. 1996. Synthesis and properties of new phthalocyanines with tertiary or quaternarized aminoethylsulfanyl substituents. Journal of Coordination Chemistry, 38(1996), 287-293.
- Armarego, W. L. F., Chai, C. L. L. 2003. Purificaiton of Laboratory Chemicals, 5 third ed., Butterworth/Heinemann, Tokyo.
- Sülü, M., Altındal, A., Bekaroğlu, Ö. 2005. Synthesis, characterization and electrical and CO2 sensing properties of triazine containing three dendritic phthalocyanine. Synthetic Metals, 155(2005), 211-221.
- He, D., Peng, Y., Yang, H., Ma, D., Wang, Y., Chen, K., Chen, P., Shi, J. 2013. Single-wall carbon nanotubes covalently linked with zinc (II) phthalocyanine bearing poly (aryl benzyl ether) dendritic substituents: Synthesis, characterization and photoinduced electron transfer. Dyes and Pigments, 99(2013), 395-401.
- Hahn, U., Engmann, S., Oelsner, C., Ehli, C., Guldi, D. M., Torres, T. 2010. Immobilizing WaterSoluble Dendritic Electron Donors and Electron Acceptors-Phthalocyanines and Perylenediimides-onto Single Wall Carbon Nanotubes. Journal of American Chemical Society, 132(2010), 6392-6401.
- Hahn, U., Torres, T., Amphiphilic zinc phthalocyanine dendrimers by the Click Chemistry approach. Journal of Porphyrins and Phthalocyanines, 15(2011), 364-372.
- Li, Xi-you, He, X., Ng, A. C. H., Wu, C., Ng, D.K.P. 2000. Influence of Surfactants on the Aggregation Behavior of Water-Soluble Dendritic Phthalocyanines. Macromolecules, 33(2000), 2119-2123.
- Ng, D. K. P. 2003. Dendritic phthalocyanines: synthesis, photophysical properties, and aggregation behavior. Chimie, 6(2003), 903- 910.
- Peng, Y., Zhang, H., Wu, H., Huang, B., Gan, L., Chen, Z. 2010. The synthesis and photophysical properties of zinc (II) phthalocyanine bearing poly(aryl benzyl ether) dendritic substituents. Dyes and Pigments, 87(2010), 10-16.
- Nishida, M., Momotake, A., Shinohara, Y., Nishimura, Y., Arai, T. 2007. Synthesis and photophysical properties of water-soluble dendrimers bearing a phthalocyanine core. Journal of Porphyrins and Phthalocyanines, 11(2007), 448-454.
- Ongarora, B. G. 2012. Syntheses and characterization of Water-Soluble Phthalocyanines For Diagnosis and treatment of cancer, Moi University, PhD, Uasin Gishu County, Kenya.
- Dumoulin, F., Durmuş, M., Ahsen, V., Nyokong, T. 2010. Synthetic pathways to water-soluble phthalocyanines and close analogs. Coordination Chemical Reviews, 254(2010), 2792-2847.
- Kobayashi, N. 1999. Phthalocyanines. Current Opinion in Solid State and Materials Science, 4(1999), 345-353.
- Kimura, M., Nakada, K., Yamaguchi, Y., Hanabusa, K., Shirai, H., Kobayashi, N. 1997. Dendritic metallophthalocyanines: Synthesis and Characterization of a zinc(II) phthalocyanine[8]3-arborol. Chemical Communications, 13(1997), 1215-1216.
- Sakamoto, K., Kanazawa, S. 2011. U.S. Patent 8, 030, 342.
- Figueira, F., Pereira, P. M. R., Silva, S., Cavaleiro, J. A. S., Tomé, J. P. C. 2014. Porphyrins and Phthalocyanines decorated with dendrimers: Synthesis and biomedical applications. Current Organic Synthesis, 11(2014), 110-126.
- Li, W. S., Aida, T. 2009. Dendrimer porphyrins and phthalocyanines. Chemical Reviews, 109(2009), 6047- 6076.
- Miller, J. D., Baron, E. D., Scull, H., Hsia, A., Berlin, J. C., McCormick, T., Colussi, V., Kenney, M. E., Cooper, K. D., Oleinick, N. L. 2007. Photodynamic therapy with the phthalocyanine photosensitizer Pc4: the case experience with preclinical mechanistic and early clinical-translational studies. Toxicology Applied Pharmacology, 224(2007), 290-299.
- Bonnet, R. 1995. Photosensitizers of the porphyrin and phthalocyanine series for photodynamic therapy. Chemical Society Reviews, 24(1995), 19-33.
- Nyokong, T., Antunes, E. 2013. Influence of nanoparticle materials on the photophysical behavior of phthalocyanines. Coordination Chemistry Reviews, 257(2013), 2401-2418.
- Jiang, Z., Shao, J., Yang, T., Wang, J., Jia, L. 2014. Pharmaceutical development, composition and quantitative analysis of phthalocyanine as the photosensitizer for cancer photodynamic therapy. Journal of Pharmaceutical and Biomedical Analysis, 87(2014), 98-104.
- Bekaroğlu, Ö. 1996. Phthalocyanines Containing Macrocycles. Applied Organometalic Chemistry, 10(1996), 605-613.
- Leznoff, C. C., Lever, A. B. P. 1989-1996. Phthalocyanines Properties and Applications. Vol.1-4, VCH Publisher.
- Kesharwani, P., Jain, K., Jain, N. K. 2014. Dendrimer as nanocarrier for drug delivery. Progress in Polymer Science, 39(2014), 268- 307.
- Sharma, A., Gautam, S. P., Gupta, A. K. 2011. Surface modified dendrimers: synthesis and characterization for cancer targeted drug delivery. Bioorganic& Medicinal Chemistry, 19(2011), 3341-3346.
- Cortez-Maya, S., Hernández-Ortega, S., RamírezApan, T., Lijanova, I. V., Martínez-García, M. 2012. Synthesis of 5-aryl-1,4-benzodiazepine derivatives attached in resorcinaren-PAMAM dendrimers and their anti-cancer activity. Bioorganic& Medicinal Chemistry, 20(2012), 415-421.
- Murugan, E., Geetha Rani, D. P., Yogaraj, V. 2014. Drug delivery investigations of quaternised poly(propylene imine) dendrimer using nimesulide as a model drug. Colloids and Surfaces B, 114(2014), 121-129.
- Govender, P., Edafe, F., Makhubela, B. C. E., Dyson, P. J., Therrien, B., Smith, G. S. 2014. Neutral and cationic osmium(II)-arene metallodendrimers: Synthesis, characterisation and anticancer activity. Inorganica Chimica Acta, 409(2014), 112-120.
- Abdel-Rahman, M. A., Al-Abd, A. M. 2013. Thermoresponsive dendrimers based on oligoethylene glycols: Design, synthesis and cytotoxic activity against MCF-7 breast cancer cells. European Journal of Medicinal Chemistry, 69(2013), 848-854.
- Johansson, E. M. V., Dubois, J., Darbre, T., Reymond, J. L. 2010. Glycopeptide dendrimer colchicine conjugates targeting cancer cells. Bioorganic&Medicinal Chemistry, 18(2010), 6589-6597.
- Zhang, Y., Thomas, T. P., Lee, K. H., Li, Zong, M. H., Desai, A. M., Kotlyar, A., Huang, B., Holl, M. M. B., Baker Jr., J. R. 2011. Polyvalent saccharidefunctionalized generation 3 poly(amidoamine)dendrimer-methotrexate conjugate as a potential anticancer agent. Bioorganic& Medicinal Chemistry, 19(2011), 2557-2564.
- Scheirs, J. 2001. Dendrimers and Other Dendritic Polymers. John Wiley & Sons.
- Vögtle, F., Richardt, G., Werner N. 2009. Dendrimer Chemistry. Witey-VCH Verlag GmbH.
- Newkome, G. R., Moorefield, C. N., Vogtle, F. 2002. Dendrimers and Dendrons. Witey-VCH Verlag GmbH.
- Misiakos, E. P., Karidis, N. P., Kouraklis,G. 2011. Current treatment for colorectal liver metastases. World Journal of Gastroenterology, 17(2011), 4067-4075.
- Ece, E., Kilickap, S., Özgür, A., Tutar, Y. 2015. Treatment of Colorectal Cancer Liver Metastases: Clinical and Molecular Aspects. OMICS Group, USA.
| APA | Yabaş E, SÜLÜ M, Ozgur A, TUTAR Y (2017). Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. , 689 - 695. 10.19113/sdufbed.89035 |
| Chicago | Yabaş Ebru,SÜLÜ MUSTAFA,Ozgur Aykut,TUTAR YUSUF Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. (2017): 689 - 695. 10.19113/sdufbed.89035 |
| MLA | Yabaş Ebru,SÜLÜ MUSTAFA,Ozgur Aykut,TUTAR YUSUF Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. , 2017, ss.689 - 695. 10.19113/sdufbed.89035 |
| AMA | Yabaş E,SÜLÜ M,Ozgur A,TUTAR Y Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. . 2017; 689 - 695. 10.19113/sdufbed.89035 |
| Vancouver | Yabaş E,SÜLÜ M,Ozgur A,TUTAR Y Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. . 2017; 689 - 695. 10.19113/sdufbed.89035 |
| IEEE | Yabaş E,SÜLÜ M,Ozgur A,TUTAR Y "Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines." , ss.689 - 695, 2017. 10.19113/sdufbed.89035 |
| ISNAD | Yabaş, Ebru vd. "Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines". (2017), 689-695. https://doi.org/10.19113/sdufbed.89035 |
| APA | Yabaş E, SÜLÜ M, Ozgur A, TUTAR Y (2017). Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 21(3), 689 - 695. 10.19113/sdufbed.89035 |
| Chicago | Yabaş Ebru,SÜLÜ MUSTAFA,Ozgur Aykut,TUTAR YUSUF Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi 21, no.3 (2017): 689 - 695. 10.19113/sdufbed.89035 |
| MLA | Yabaş Ebru,SÜLÜ MUSTAFA,Ozgur Aykut,TUTAR YUSUF Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi, vol.21, no.3, 2017, ss.689 - 695. 10.19113/sdufbed.89035 |
| AMA | Yabaş E,SÜLÜ M,Ozgur A,TUTAR Y Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2017; 21(3): 689 - 695. 10.19113/sdufbed.89035 |
| Vancouver | Yabaş E,SÜLÜ M,Ozgur A,TUTAR Y Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2017; 21(3): 689 - 695. 10.19113/sdufbed.89035 |
| IEEE | Yabaş E,SÜLÜ M,Ozgur A,TUTAR Y "Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines." Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 21, ss.689 - 695, 2017. 10.19113/sdufbed.89035 |
| ISNAD | Yabaş, Ebru vd. "Effect of New Water-Soluble Dendritic Phthalocyanines on Human Colorectal and Liver Cancer Cell Lines". Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi 21/3 (2017), 689-695. https://doi.org/10.19113/sdufbed.89035 |
