메뉴 건너뛰기




Volumn 56, Issue 3, 2011, Pages 633-636

Boron phenylalanine and related impurities: HPLC analysis, stability profile and degradation pathways

Author keywords

BNCT; BPA; Degradation; HPLC; Impurities

Indexed keywords

ALKALINE CERAMIDASE; BORON; BORON PHENYLALANINE; MANNITOL; PHENYLALANINE; TYROSINE; UNCLASSIFIED DRUG;

EID: 79961129605     PISSN: 07317085     EISSN: 1873264X     Source Type: Journal    
DOI: 10.1016/j.jpba.2011.06.025     Document Type: Article
Times cited : (7)

References (18)
  • 1
    • 20344394447 scopus 로고    scopus 로고
    • Boron neutron capture therapy of cancer: current status and future prospects
    • Barth R.F., Coderre J.A., Graca M., Vicente H., Blue T.E. Boron neutron capture therapy of cancer: current status and future prospects. Clin. Cancer Res. 2005, 11:3987-4002.
    • (2005) Clin. Cancer Res. , vol.11 , pp. 3987-4002
    • Barth, R.F.1    Coderre, J.A.2    Graca, M.3    Vicente, H.4    Blue, T.E.5
  • 2
    • 0031825871 scopus 로고    scopus 로고
    • Trace impurities identified by high performance liquid chromatography/electrospray mass spectrometry in two different synthetic batches of 4-boronophenylalanine
    • Vahatalol J., Tuominen J., Kokkonen J., Kriz O., Karonen S., Kallio M. Trace impurities identified by high performance liquid chromatography/electrospray mass spectrometry in two different synthetic batches of 4-boronophenylalanine. Rapid Commun. Mass Spectrom. 1998, 12:1118-1122.
    • (1998) Rapid Commun. Mass Spectrom. , vol.12 , pp. 1118-1122
    • Vahatalol, J.1    Tuominen, J.2    Kokkonen, J.3    Kriz, O.4    Karonen, S.5    Kallio, M.6
  • 3
    • 34247627861 scopus 로고    scopus 로고
    • Assessment of chemical purity of 10B-enriched p-boronophenylalanine by high-performance liquid chromatography coupled on-line with inductively coupled plasma optical emission spectrometry
    • Gautier E.A., Roberti M.J., Gettar R.T., Rebagliati R.J., Batistoni D.A. Assessment of chemical purity of 10B-enriched p-boronophenylalanine by high-performance liquid chromatography coupled on-line with inductively coupled plasma optical emission spectrometry. Anal. Bioanal. Chem. 2007, 388:499-503.
    • (2007) Anal. Bioanal. Chem. , vol.388 , pp. 499-503
    • Gautier, E.A.1    Roberti, M.J.2    Gettar, R.T.3    Rebagliati, R.J.4    Batistoni, D.A.5
  • 5
    • 33947470397 scopus 로고
    • Organic compounds of boron
    • Lappert M.F. Organic compounds of boron. Chem. Rev. 1956, 959-1064.
    • (1956) Chem. Rev. , pp. 959-1064
    • Lappert, M.F.1
  • 6
    • 3342990101 scopus 로고
    • Stability and synthesis of phenyl boronic acid
    • Soloway A.H. Stability and synthesis of phenyl boronic acid. J. Am. Chem. Soc. 1959, 81:3017-3019.
    • (1959) J. Am. Chem. Soc. , vol.81 , pp. 3017-3019
    • Soloway, A.H.1
  • 7
    • 0038738377 scopus 로고
    • Electrophilic displacement reactions. III. Kinetics of the reaction between hydrogen peroxide and benzeneboronic acid
    • Kuivila H.G. Electrophilic displacement reactions. III. Kinetics of the reaction between hydrogen peroxide and benzeneboronic acid. J. Am. Chem. Soc. 1954, 76:870-874.
    • (1954) J. Am. Chem. Soc. , vol.76 , pp. 870-874
    • Kuivila, H.G.1
  • 8
    • 33845495182 scopus 로고
    • Organoboranes for synthesis. 2. Oxidation of organoboranes with alkaline hydrogen peroxide as a convenient route for the cis-hydration of alkenes via hydroboration
    • Brown H.C., Snyder C., Rao B.C.S., Zweifel G. Organoboranes for synthesis. 2. Oxidation of organoboranes with alkaline hydrogen peroxide as a convenient route for the cis-hydration of alkenes via hydroboration. Tetrahedron 1986, 42:5505-5510.
    • (1986) Tetrahedron , vol.42 , pp. 5505-5510
    • Brown, H.C.1    Snyder, C.2    Rao, B.C.S.3    Zweifel, G.4
  • 11
    • 37049175526 scopus 로고
    • Studies of the boron-carbon linkage. Part I. The oxidation and nitration of phenyl-boric acid
    • Ainley A.D., Challenger F. Studies of the boron-carbon linkage. Part I. The oxidation and nitration of phenyl-boric acid. J. Chem. Soc. 1930, 2171-2180.
    • (1930) J. Chem. Soc. , pp. 2171-2180
    • Ainley, A.D.1    Challenger, F.2
  • 12
    • 0034004319 scopus 로고    scopus 로고
    • Studies on the structure of the complex of the boron neutron capture therapy drug, l-p-boronophenylalanine, with fructose and related carbohydrates: chemical 13C NMR evidence for the β-d-fuctofuranose 2,3,6-(p-phenylalanylorthoboronate) structure
    • Shull B.K., Spielvogel D.E., Head G., Gopalaswamy R., Sankar S., Devito K. Studies on the structure of the complex of the boron neutron capture therapy drug, l-p-boronophenylalanine, with fructose and related carbohydrates: chemical 13C NMR evidence for the β-d-fuctofuranose 2,3,6-(p-phenylalanylorthoboronate) structure. J. Pharm. Sci. 2000, 89:215-222.
    • (2000) J. Pharm. Sci. , vol.89 , pp. 215-222
    • Shull, B.K.1    Spielvogel, D.E.2    Head, G.3    Gopalaswamy, R.4    Sankar, S.5    Devito, K.6
  • 14
    • 77950514332 scopus 로고    scopus 로고
    • Multistep phase-switch synthesis by using liquid-liquid partitioning of boronic acids: productive tags with an expanded repertoire of compatible reactions
    • Mothana S., Grassot J.-M., Hall D.G. Multistep phase-switch synthesis by using liquid-liquid partitioning of boronic acids: productive tags with an expanded repertoire of compatible reactions. Angew. Chem. Int. Ed. 2010, 49:2883-2887.
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 2883-2887
    • Mothana, S.1    Grassot, J.-M.2    Hall, D.G.3
  • 16
    • 33947471974 scopus 로고
    • Electrophilic displacement reactions. X. General acid catalysis in the protodeboronation of areneboronic acids
    • Kuivala H.G., Nahabedian K.V. Electrophilic displacement reactions. X. General acid catalysis in the protodeboronation of areneboronic acids. J. Am. Chem. Soc. 1961, 83:2159-2163.
    • (1961) J. Am. Chem. Soc. , vol.83 , pp. 2159-2163
    • Kuivala, H.G.1    Nahabedian, K.V.2
  • 17
    • 33947475845 scopus 로고
    • Electrophilic displacement reactions. XI. Solvent isotope effects in the protodeboronation of areneboronic acids
    • Kuivala H.G., Nahabedian K.V. Electrophilic displacement reactions. XI. Solvent isotope effects in the protodeboronation of areneboronic acids. J. Am. Chem. Soc. 1961, 83:2164-2166.
    • (1961) J. Am. Chem. Soc. , vol.83 , pp. 2164-2166
    • Kuivala, H.G.1    Nahabedian, K.V.2
  • 18
    • 33744819255 scopus 로고
    • Electrophilic displacement reactions. XII. Substituent effects in the protodeboronation of areneboronic acids
    • Nahabedian K.V., Kuivala H.G. Electrophilic displacement reactions. XII. Substituent effects in the protodeboronation of areneboronic acids. J. Am. Chem. Soc. 1961, 83:2167-2174.
    • (1961) J. Am. Chem. Soc. , vol.83 , pp. 2167-2174
    • Nahabedian, K.V.1    Kuivala, H.G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.