Boron-containing tetrapyrroles

Şennur ÖZÇELİK, (İstanbul Teknik Üniversitesi, Fen Fakültesi, Kimya Bölümü, İstanbul, Türkiye)
Ahmet GÜL (İstanbul Teknik Üniversitesi, Fen Fakültesi, Kimya Bölümü, İstanbul, Türkiye)
Turkish Journal of Chemistry
2 0
Yıl: 2014 Cilt: 38 Sayı: 6 Sayfa Aralığı: 950 - 979 Metin Dili: İngilizce İndeks Tarihi: 29-07-2022

Boron-containing tetrapyrroles

Öz:
The recent advances in the synthesis of carborane and boronic ester-substituted tetrapyrroles (porphyrins, porphyrazines, and phthalocyanines) are reviewed together with their possible utilization as agents for photodynamic therapy (PDT) and boron neutron capture therapy of cancer (BNCT) as well as dual PDT/BNCT sensitizers.
Anahtar Kelime:

Konular: Mühendislik, Kimya
Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık
  • Ali, H.; van Lier, J. E. Chem. Rev. 1999, 99, 2379–2450.
  • Pietrangeli, D.; Rosa, A.; Ristori, S.; Salvati, A.; Altieri, S.; Ricciardi, G. Coordin. Chem. Rev. 2013, 257, 2213– 2231.
  • Guillaud, G.; Simon, J.; Germain, J. P. Coordin. Chem. Rev. 1998, 178–180, 1433–1484.
  • Dougherty, T. J.; Gomer, C. J.; Henderson, B. W.; Jori, G.; Kessel, D.; Korbelik, M.; Moan, J.; Peng, Q. J. Natl. Cancer Inst. 1998, 90, 889–905.
  • Lovel, J. F.; Liu, T. W. B.; Chen, J.; Zheng G. Chem. Rev. 2010, 110, 2839–2857.
  • Camerin, M.; Magaraggia, M.; Soncin, M.; Jori, G.; Moreno, M.; Chambrier, I.; Cook, M. J.; Russell, D. A. Eur. J. Cancer 2010, 46, 1910–1918.
  • Grimes, R. N. Carboranes; Academic Press: San Diego, CA, USA, 2011.
  • Barth, R. F.; Coderre, J. A.; Vicente, M. G.; Blue, T. E. Clin. Cancer Res. 2005, 11, 3987–4002.
  • Hawthorne, M. F. Angew. Chem. Int. Ed. Eng. 1993, 32, 950–984.
  • Soloway, A. H.; Tjarks, W.; Barnum, B. A.; Rong, F. G.; Barth, R. F.; Codogni, I. M.; Wilson, J. G. Chem. Rev. 1998, 98, 1515–1562.
  • Barth, R. F.; Soloway, A. H.; Goodman, J. H.; Gahbauer, R. A.; Gupta, N.; Blue, T. E.; Yang, W. L.; Tjarks, W. Neurosurgery 1999, 44, 433–451.
  • Sibrian-Vazquez, M.; Vicente, M. G. H. In Boron Science: New Technologies and Applications; Hosmane, N. S., Ed. CRC Press: Boca Raton, FL, USA, 2011, pp. 209–242.
  • Barth, R. F.; Joensuu, H. Rad. Oncol. 2007, 82, 119–122.
  • Bregadze, V. I.; Sivaev, I. B.; Gabel, D.; Wohrle, D. J. Porphyr. Phthalocya. 2001, 5, 767–781.
  • Sivaev, I. B.; Bregadze, V. I.; Gul, A.; Mironov, A. F. Macroheterocycles 2012, 5, 292–301.
  • Pandey, R. K.; Zhang, G. In The Porphyrin Handbook ; Kadish, K. M.; Smith, K. M.; Guilard, R., Eds. Academic Press: Boston, MA, USA, 2002, pp. 157–230.
  • Brown, S.; Brown, E. A.; Walker, I. Lancet Oncol. 2004, 5, 497–508.
  • Huang, Z. Techn. Cancer Res. Treat. 2005, 4, 283–293.
  • Sibrian-Vasquez, M.; Hao, E.; Jensen, T. J.; Vicente, M. G. H. Bioconjug. Chem. 2006, 17, 928–934.
  • Hawthorne, M. F. Mol. Med. Today 1998, 4, 174–181.
  • Bhupathiraju, N. V. S. D. K.; Vicente, M. G. H. Bioorg. Med. Chem. 2013, 21, 485–495.
  • Wu, H.; Micca, P. L.; Makar, M. S.; Miura, M. Bioorgan. Med. Chem. 2006, 14, 5083–5092.
  • Clark, J. C.; Fronczek, F. R.; Vicente, M. G. H. Tetrahedron Lett. 2005, 46, 2365–2368.
  • Gottumukkala, V.; Luguya, R.; Fronczek, F. R.; Vicente, M. G. H. Bioorgan. Med. Chem. 2005, 13, 1633–1640.
  • Ongayi, O.; Gottumukkala, V.; Fronczek, F. R.; Vicente, M. G. H. Bioorg. Med. Chem. Lett. 2005, 15, 1665–1668.
  • Gottumukkala, V.; Ongayi, O.; Baker, D. G.; Lomax, L. G.; Vicente, M. G. H. Bioorgan. Med. Chem. 2006, 14, 1871–1879.
  • Sivaev, I. B.; Bregadze, V. I. J. Organomet. Chem. 2000, 27–36, 614–615.
  • Hao, E.; Sibrian-Vazquez, M.; Serem, W.; Garno, J. C.; Fronczek, F. R.; Vicente, M. G. H. Chem. Eur. J. 2007, 13, 9035–9042.
  • Hao, E.; Jensen, T. J.; Courtney, B. H.; Vicente, M. G. H. Bioconjugate Chem. 2005, 16, 1495–1502.
  • Hao, E.; Vicente, M. G. H. Chem. Commun. 2005, 10, 1306–1308.
  • El-Zaria, M. E.; Ban, S. H.; Nakamura, H. Chem. Eur. J. 2010, 16, 1543–1552.
  • Bringmann, G.; Gotz, D. C. G.; Gulder, T. A. M.; Gehrke, T. H.; Bruhn, T.; Kupfer, T.; Radacki, K.; Braunschweig, H.; Heckmann, A.; Lambert, C. J. Am. Chem. Soc. 2008, 130, 17812–17825.
  • Bringmann, G.; Rudenauer, S.; Gotz, D. C. G.; Gulder, T. A. M.; Reichert, M. Org. Lett. 2006, 8, 4743–4746.
  • Gotz, D. C. G.; Bruhn, T.; Senge, M. O.; Bringmann, G. J. Org. Chem. 2009, 74, 8005–8020.
  • Pietrangeli, D.; Ricciardi, G. Appl. Radiat. Isotopes 2009, 67, S97–S100.
  • Galbraith, E.; Kelly, A. M.; Fossey, J. S.; Kociok-Kohn, G.; Davidson, M. G.; Bull, S. D.; James, T. D. New J. Chem. 2009, 6, 181–185.
  • Iwasawa, N.; Takahagi, H. J. Am. Chem. Soc. 2007, 129, 7754–7755.
  • Rodrıguez, M.; Ramos-Ort ́ız, G.; Alcala-Salas, M. I.; Maldonado, J. L.; Lopez-Varela, K. A.; Lopez, Y.; Domınguez, O.; Meneses-Nava, M. A.; Barbosa-Garc ́ıa, O.; Santillan, R. et al. Dyes Pigments 2010, 87, 76–83.
  • Cenikli Baseren, ̧Ş.; Ozcelik, Ş.; Gul, A. J. Porphyrins Phthalocya. 2011, 15, 742–747.
  • Zhu, L.; Shabbir, S. H.; Gray, M.; Lynch, V. M.; Sorey, S.; Anslyn, E. V. J. Am. Chem. Soc. 2006, 128, 1222–1232.
  • Ni, W.; Fang, H.; Springsteen, G.; Wang, B. J. Org. Chem. 2004, 69, 1999–2007.
  • Noth, H.; Wrackmeyer, B. Nuclear Magnetic Resonance Spectroscopy of Boron Compounds; NMR Basic Principles and Progress Series, Vol. 14; Springer- Verlag: Berlin, Germany, 1978.
  • Fabris, C.; Jori, G.; Giuntini, F.; Roncucci, G. J. Photoch. Photobio. B 2001, 64, 1–7.
  • Giuntini, F.; Raoul, Y.; Dei, D.; Municchi, M.; Chiti, G.; Fabris, C.; Colautti, P.; Jori, G.; Roncucci, G. Tetrahedron Lett. 2005, 46, 2979–2982.
  • Friso, E.; Roncucci, G.; Dei, D.; Soncin, M.; Fabris, C.; Chiti, G.; Colautti, P.; Esposito, J.; De Nardo, L.; Rossi, C. R. et al. Photochem. Photobiol. Sci. 2006, 5, 39–50.
  • Kahl, S. B.; Li, J. Inorg. Chem. 1996, 35, 3878–3880.
  • Wohrle, D.; Tsaryova, O.; Semioshkin, A.; Gabel, D.; Suvorova, O. J. Organomet. Chem. 2013, 747, 98–105.
  • Wohrle, D.; Iskandar, N.; Graschew, G.; Sinn, H.; Friedrich, E.A.; Maier-Borst, W.; Stern, J.; Schlag, P. Photochem. Photobiol. 1990, 51, 351–356.
  • Smith, H. D.; Obenland, C. O.; Papetti, S. Inorg. Chem. 1966, 5, 1013–1015.
  • Tsaryova, O.; Semioshkin, A.; Wohrle, D.; Bregadze, V. I. J. Porphyr. Phthalocya. 2005, 9, 268–274.
  • Birsoz, B.; Efremenko, A. V.; Ignatova, A. A.; Gul, A.; Feofanov, A. V.; Sivaev, I. B.; Bregadze, V. I. Biochemical and Biophysical Journal of Neutron Therapy and Cancer Treatments 2013, 1, 8–14.
  • Birsoz, B.; Nar, I.; Gul, A. J. Organomet. Chem. 2014, 755, 64–71.
  • Alam, F.; Soloway, A. H.; Bapat, B. V.; Barth, R. F.; Adams, D. M. Basic Life Sci. 1989, 50, 107–111.
  • Pietrangeli, D.; Rosa, A.; Pepe, A.; Ricciardi, G. Inorg. Chem. 2011, 50, 4680–4682.
  • Li, H.; Fronczek, F. R.; Vicente, M. G. H. Tetrahedron Lett. 2008, 49, 4828–4830.
  • Li, H.; Fronczek, F. R.; Vicente, M. G. H. J. Organomet. Chem. 2009, 694, 1607–1611.
  • Ali, H.; van Lier, J. E. Tetrahedron Lett. 2009, 50, 337–339.
  • Ali, H.; van Lier, J. E. Tetrahedron Lett. 2013, 54, 2956–2959.
  • Spitler, E. L.; Dichtel, W. R. Nature Chemistry 2010, 2, 672–678.
  • Ding, X.; Guo, J.; Feng, X.; Honsho, Y.; Guo, J.; Seki, S.; Maitarad, P.; Saeki, A.; Nagase, S.; Jiang, D. Angew. Chem. Int. Ed. 2011, 50, 1289–1293.
  • Rodr ́ıguez, M.; Ochoa, M. E.; Rodrıguez, C.; Santillan, R.; Barba, V.; Farfan, N. J. Organomet. Chem. 2007, 692, 2425–2435.
  • Ozcelik, S.; Gul, A. J. Organomet. Chem. 2012, 699, 87–91.
  • Ozelik, S.; Gul, A. Polyhedron 2013, 50, 461–466.
  • Atkinson, E. R.; McRitchie, D. L.; Soloway, A. H. J. Med. Chem. 1966, 9, 412–414.
  • Barba, V.; Villamil, R.; Luna, R.; Godoy-Alcontar, C.; Hopfl, H.; Beltran, H. I.; Zamudio-Rivera, L. S.; Santillan, R.; Farfan, N. Inorg. Chem. 2006, 45, 2553–2561.
  • Özcelik, ̧Ş.; Keser Karaoglan, G.; Gumrukcu, G.; Gul, A. Turk J. Chem. 2012, 36, 899–906.
  • Chremos, G.; Weidmann, H.; Zimmerman, H. J. Org. Chem. 1961, 26, 1683–1683.
APA ÖZÇELİK Ş, Gul A (2014). Boron-containing tetrapyrroles. , 950 - 979.
Chicago ÖZÇELİK ŞENNUR,Gul Ahmet Boron-containing tetrapyrroles. (2014): 950 - 979.
MLA ÖZÇELİK ŞENNUR,Gul Ahmet Boron-containing tetrapyrroles. , 2014, ss.950 - 979.
AMA ÖZÇELİK Ş,Gul A Boron-containing tetrapyrroles. . 2014; 950 - 979.
Vancouver ÖZÇELİK Ş,Gul A Boron-containing tetrapyrroles. . 2014; 950 - 979.
IEEE ÖZÇELİK Ş,Gul A "Boron-containing tetrapyrroles." , ss.950 - 979, 2014.
ISNAD ÖZÇELİK, ŞENNUR - Gul, Ahmet. "Boron-containing tetrapyrroles". (2014), 950-979.
APA ÖZÇELİK Ş, Gul A (2014). Boron-containing tetrapyrroles. Turkish Journal of Chemistry, 38(6), 950 - 979.
Chicago ÖZÇELİK ŞENNUR,Gul Ahmet Boron-containing tetrapyrroles. Turkish Journal of Chemistry 38, no.6 (2014): 950 - 979.
MLA ÖZÇELİK ŞENNUR,Gul Ahmet Boron-containing tetrapyrroles. Turkish Journal of Chemistry, vol.38, no.6, 2014, ss.950 - 979.
AMA ÖZÇELİK Ş,Gul A Boron-containing tetrapyrroles. Turkish Journal of Chemistry. 2014; 38(6): 950 - 979.
Vancouver ÖZÇELİK Ş,Gul A Boron-containing tetrapyrroles. Turkish Journal of Chemistry. 2014; 38(6): 950 - 979.
IEEE ÖZÇELİK Ş,Gul A "Boron-containing tetrapyrroles." Turkish Journal of Chemistry, 38, ss.950 - 979, 2014.
ISNAD ÖZÇELİK, ŞENNUR - Gul, Ahmet. "Boron-containing tetrapyrroles". Turkish Journal of Chemistry 38/6 (2014), 950-979.
Sayfa Oluşturulma Tarihi
22-04-2024 20:25

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