Isolation and identification of five impurities of ALB 109564(a) drug substance

Journal of Pharmaceutical and Biomedical Analysis

Volumn 55, Issue 2, 2011, Pages 366-372

  Milanowski, Dennis J ^a   Keilman, Jeff ^a   Guo, Cheng ^b   Mocek, Ulla ^a  

^a ALBANY MOLECULAR RESEARCH INC   (United States)

^b ALBANY MOLECULAR RESEARCH INC   (United States)

Author keywords

ALB 109564(a); Capillary NMR; Impurities; Structure elucidation; Tubulin inhibitor

Indexed keywords

ALB 109564; TUBULIN; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ARTICLE; DRUG IDENTIFICATION; DRUG IMPURITY; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTROSPRAY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; PRIORITY JOURNAL;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MOLECULAR STRUCTURE; TUBULIN; VINBLASTINE;

EID: 79952251942     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jpba.2011.01.035     Document Type: Article

References (12)

1. Neuss N., Gorman M., Hargrove W., Cone N.J., Biemann K., Buchi G., Manning R.E. Vinca alkaloids. XXI. The structures of the oncolytic alkaloids vinblastine (VLB) and vincristine (VCR). J. Am. Chem. Soc. 1964, 86:1440-1442.
2. Moncrief J.W., Lipscomb W.N. Structures of leurocristine (vincristine) and vincaleukoblastine. J. Am. Chem. Soc. 1965, 87:4963-4964.
3. Moncrief J.W., Lipscomb W.N. Structure of leurocristine methiodide dihydrate by anomalous scattering methods: relation to leurocristine (vincristine) and vincaleukoblastine (vinblastine). Acta Crystallogr. 1965, 21:322-331.
4. Voss M.E., Ralph J.M., Xie D., Manning D.D., Chen X., Frank A.J., Leyhane A.J., Liu L., Stevens J.M., Budde C., Surman M.D., Friedrich T., Peace D., Scott I.L., Wolf M., Johnson R. Synthesis and SAR of vinca alkaloid analogues. Bioorg. Med. Chem. Lett. 2009, 19:1245-1249.
5. Owellen R.J., Hartke C.A., Dickerson R.M., Hains F.O. Inhibition of tubulin-microtubule polymerization by drugs of the vinca alkaloid class. Cancer Res. 1976, 36:1499-1502.
6. 3H]vinblastine to embryonic chick brain tubulin and tubulin from sea urchin sperm tail outer doublet microtubules. Biochemistry 1975, 14:5586-5592.
7. International Conference on Harmonization (ICH), Guidelines for Industry, Q3A, Impurities in New Drug Substances (Revision 2), June 2008.
8. De Bruyn A., De Taeye L., Anteunis M.J.O. A proton NMR study of vinblastine. Bull. Soc. Chim. Belg. 1980, 89:629-636.
9. Pfaendler P., Bodenhausen G. Analysis of multiplets in two-dimensional NMR spectra by topological classification: applications to vinblastine and cyclosporin A. Magn. Reson. Chem. 1988, 26:888-894.
10. 1H NOE measurements for the configurational assignment of the spirooxirane ring. Tetrahedron 1988, 44:4619-4629.
11. 13C-NMR spectroscopy. J. Nat. Prod. 1992, 55:285-293.
12. Guindon Y., Atkinson J.G., Morton H.E. Deoxygenation of sulfoxides with boron bromide reagents. J. Org. Chem. 1984, 49:4538-4540.