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Pure Appl. Chem., 1991, Vol. 63, No. 3, pp. 423-426

Molecular design and synthesis of B-10 carriers for neutron capture therapy

Y. Yamamoto

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  • Karabacak Mehmet, Kose Etem, Atac Ahmet, Asiri Abdullah M., Kurt Mustafa: Monomeric and dimeric structures analysis and spectroscopic characterization of 3,5-difluorophenylboronic acid with experimental (FT-IR, FT-Raman, 1H and 13C NMR, UV) techniques and quantum chemical calculations. Journal of Molecular Structure 2014, 1058, 79. <>
  • Harmgarth Nicole, Gräsing Daniel, Dröse Peter, Hrib Cristian G., Jones Peter G., Lorenz Volker, Hilfert Liane, Busse Sabine, Edelmann Frank T.: Novel inorganic heterocycles from dimetalated carboranylamidinates. Dalton Trans. 2014, 43, 5001. <>
  • Martin Anthony R., Vasseur Jean-Jacques, Smietana Michael: Boron and nucleic acid chemistries: merging the best of both worlds. Chem. Soc. Rev. 2013, 42, 5684. <>
  • Rani Usha, Karabacak M., Tanr��verdi O., Kurt M., Sundaraganesan N.: The spectroscopic (FTIR, FT-Raman, NMR and UV), first-order hyperpolarizability and HOMO���LUMO analysis of methylboronic acid. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2012, 92, 67. <>
  • Karabacak Mehmet, Kose Etem, Atac Ahmet, Ali Cipiloglu M., Kurt Mustafa: Molecular structure investigation and spectroscopic studies on 2,3-difluorophenylboronic acid: A combined experimental and theoretical analysis. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2012, 97, 892. <>
  • Lee Jong-Dae, Cho Suk-Joon, Kim Sun-Hee, Chai Gyu-Yoon, Lee Chai-Ho: New Types of o-Carboranyl Heterocyclic Compounds: Synthesis and Characterization of Morpholino and Di(methoxyethyl)amino Substituted 1,3,5-Triazine Derivatives. Bulletin of the Korean Chemical Society 2012, 33, 3136. <>
  • Alver Özgür: DFT, FT-Raman, FT-IR, solution and solid state NMR studies of 2,4-dimethoxyphenylboronic acid. Compt Rend Chim 2011, 14, 446. <>
  • Issa Fatiah, Kassiou Michael, Rendina Louis M.: Boron in Drug Discovery: Carboranes as Unique Pharmacophores in Biologically Active Compounds. Chem Rev 2011, 110630093617064. <>
  • YAMAMOTO Y.: ChemInform Abstract: Molecular Design and Synthesis of B-10 Carriers for Neutron Capture Therapy. ChemInform 2010, 22, no. <>
  • Ayyappan S., Sundaraganesan N., Kurt M., Sertbakan T. R., Özduran M.: Molecular structure, vibrational spectroscopic studies and NBO analysis of the 3,5-dichlorophenylboronic acid molecule by the density functional method. J Raman Spectrosc 2010, 41, 1379. <>
  • Alver Özgür, Parlak Cemal: DFT, FT-Raman, FT-IR, liquid and solid state NMR studies of 2,6-dimethoxyphenylboronic acid. Vib Spect 2010, 54, 1. <>
  • Erdogdu Yusuf, Tahir G��ll��og��lu M., Kurt Mustafa: DFT, FT-Raman, FT-IR and NMR studies of 2-fluorophenylboronic acid. J Raman Spectrosc 2009, 40, 1615. <>
  • Semioshkin Andrey, Laskova Julia, Wojtczak Błażej, Andrysiak Agnieszka, Godovikov Ivan, Bregadze Vladimir, Lesnikowski Zbigniew J.: Synthesis of closo-dodecaborate based nucleoside conjugates. J Organomet Chem 2009, 694, 1375. <>
  • Cheung Mak-Shuen, Chan Hoi-Shan, Xie Zuowei: Synthesis and structural characterization of mono- and bisfunctional o-carboranes. Dalton Trans 2005, 2375. <>
  • Nakamura Hiroyuki, Fujiwara Masaru, Yamamoto Yoshinori: A Practical Method for the Synthesis of Enantiomerically Pure 4-Borono-L-phenylalanine. Bull Chem Soc Jpn 2000, 73, 231. <>
  • Giovenzana Giovanni Battista, Lay Luigi, Monti Diego, Palmisano Giovanni, Panza Luigi: Synthesis of carboranyl derivatives of alkynyl glycosides as potential BNCT agents. Tetrahedron 1999, 55, 14123. <>
  • Chen Xiannong, Liang Guyan, Whitmire David, Bowen J. Phillip: Ab initio and molecular mechanics (MM3) calculations on alkyl- and arylboronic acids. J Phys Org Chem 1998, 11, 378. <<378::AID-POC987>3.0.CO;2-5>
  • Stanforth Stephen P.: Catalytic cross-coupling reactions in biaryl synthesis. Tetrahedron 1998, 54, 263. <>
  • Hariharan Joya R., Wyzlic Iwona M., Soloway Albert H.: Synthesis of novel boron-containing polyamines—Agents for DNA targeting in Neutron Capture Therapy. J Polyhedron 1995, 14, 823. <>
  • Soloway Albert H., Ikeda Seiichiro, Rong Feng-Guang, Ives David H.: Synthesis and Biochemical Activity of 5-Tethered Carborane-Containing Pyrimidine Nucleosides as Potential Agents for DNA Incorporation. Nucleosides and Nucleotides 1995, 14, 1873. <>
  • Wyzlic Iwona M., Tjarks Werner, Soloway Albert H., Anisuzzaman Abul K.M., Rong Feng-Guang, Barth Rolf F.: Strategies for the design and synthesis of boronated nucleic acid and protein components as potential delivery agents for neutron capture therapy. International Journal of Radiation Oncology*Biology*Physics 1994, 28, 1203. <>
  • Morin Christophe: The chemistry of boron analogues of biomolecules. Tetrahedron 1994, 50, 12521. <>
  • Goudgaon Naganna M., El-Kattan Geraldine Fulcrand, Schinazi Raymond F.: Boron Containing Pyrimidines, Nucleosides, and Oligonucleotides for Neutron Capture Therapy. Nucleosides and Nucleotides 1994, 13, 849. <>
  • Hawthorne M. Frederick: Die Rolle der Chemie in der Entwicklung einer Krebstherapie durch die Bor-Neutroneneinfangreaktion. Angew Chem 1993, 105, 997. <>
  • Hawthorne M. Frederick: The Role of Chemistry in the Development of Boron Neutron Capture Therapy of Cancer. Angew Chem Int Ed Engl 1993, 32, 950. <>
  • Dahlhoff Wilhelm V., Bruckmann Joachim, Angermund Klaus, Krüger Carl: 1-[1,7-dicarba-closo-dodecaboran(12)-1-yl]aldoses: Novel Boron Neutron Capture Candidates. Liebigs Ann Chem 1993, 1993, 831. <>
  • Palmisano Giovanni, Santagostino Marco: Base-modified pyrimidine nucleosides. Efficient entry to 6-derivatized uridines by sn-pd transmetallation-coupling process. Tetrahedron 1993, 49, 2533. <>
  • Seko Toshiya, Nakamura Hiroyuki, Nemoto Hisao, Yamamoto Yoshinori: Synthesis of carboranes containing nucleoside bases. Heteroatom Chem 1992, 3, 239. <>
  • Tjarks Werner, Anisuzzaman Abul K. M., Soloway Albert H.: Synthesis of 1,3-Dl-O-Acetyl-5-O-Benzoyl-2-O -(O-Carboran-1-Ylmethyl)- D-Ribofuranose. A General Precursor for the Preparation of Carborane-Containing Nucleosides for Boron Neutron Capture Therapy. Nucleosides and Nucleotides 1992, 11, 1765. <>