[11C]Enzastaurin, the first design and radiosynthesis of a new potential PET agent for imaging of protein kinase C

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 6, 2011, Pages 1649-1653

  Wang, Min ^a   Xu, Lu ^a   Gao, Mingzhang ^a   Miller, Kathy D ^a   Sledge, George W ^a   Zheng, Qi Huang ^a  

^a INDIANA UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

11C Enzastaurin; Alzheimer's disease; Cancer; Positron emission tomography (PET); Protein kinase C (PKC); Radiosynthesis

Indexed keywords

ACETIC ACID DERIVATIVE; AMMONIA; ENZASTAURIN; ENZASTAURIN C 11; MALEIC ANHYDRIDE; N METHYL INDOLE 3 ACETIC ACID; PROTEIN KINASE C; RADIOPHARMACEUTICAL AGENT; UNCLASSIFIED DRUG; CARBON; DIAGNOSTIC AGENT; INDOLE DERIVATIVE;

ARTICLE; DRUG DESIGN; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; IC 50; IMAGING; METHYLATION; POSITRON EMISSION TOMOGRAPHY; RADIOCHEMISTRY; CHEMISTRY; METABOLISM;

CARBON ISOTOPES; DRUG DESIGN; INDOLES; POSITRON-EMISSION TOMOGRAPHY; PROTEIN KINASE C;

EID: 79952456012     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.01.100     Document Type: Article

References (18)

1. W.J. Wheeler, and D.K. Clodfelter J. Labelled. Compd. Radiopharm. 51 2008 175
2. D. Bradshaw, C.H. Hill, J.S. Nixon, and S.E. Wilkinson Agents Actions 38 1993 135
3. G. McMahon Oncologist 5 2000 3
4. M.S. Raab, I. Breitkreutz, G. Tonon, J. Zhang, P.J. Hayden, T. Nguyen, J.H. Fruehauf, B.K. Lin, D. Chauhan, T. Hideshima, N.C. Munshi, K.C. Anderson, and K. Podar Blood 113 2009 1513
5. A.C. Spalding, B.D. Zeitlin, K. Wilder-Romans, M.E. Davis, J.E. Nor, T.S. Lawrence, and E. Ben-Josef Transl. Oncol. 1 2008 195
6. K.A. Keyes, L. Mann, M. Sherman, E. Galbreath, L. Schirtzinger, D. Ballard, Y.F. Chen, P. Iversen, and B.A. Teicher Cancer Chemother. Pharmacol. 53 2004 133
7. G. Tabatabai, B. Frank, A. Wick, D. Lemke, G. von Kürthy, U. Obermüller, S. Heckl, G. Christ, M. Weller, and W. Wick Ann. Neurol. 61 2007 153
8. M. Wang, M. Gao, K.D. Miller, G.W. Sledge, G.D. Hutchins, and Q.-H. Zheng Nucl. Med. Biol. 37 2010 763
9. M. Wang, M. Gao, K.D. Miller, G.W. Sledge, G.D. Hutchins, and Q.-H. Zheng Bioorg. Med. Chem. Lett. 21 2011 245
10. M.M. Faul, J.L. Grutsch, M.E. Kobierski, M.E. Kopach, C.A. Krumrich, M.A. Staszak, U. Udodong, J.T. Vicenzi, and K.A. Sullivan Tetrahedron 59 2003 7215
11. M.M. Faul, M.E. Kobierski, and M.E.J. Kopach Org. Chem. 68 2003 5739
12. D.M. Jewett Int. J. Radiat. Appl. Instrum. A 43 1992 1383
13. B.H. Mock, G.K. Mulholland, and M.J. Vavrek Nucl. Med. Biol. 26 1999 467
14. S. Roy, A. Eastman, and G.W. Gribble Org. Biomol. Chem. 4 2006 3228
15. B.H. Mock, Q.-H. Zheng, and T.R.J. DeGrado Label. Compd. Radiopharm. 48 2005 S225
16. B.H. Mock, B.E. Glick-Wilson, Q.-H. Zheng, and T.R. DeGrado J. Label. Compd. Radiopharm. 48 2005 S224
17. Q.-H. Zheng, and B.H. Mock Biomed. Chromatogr. 19 2005 671
18. 6) δ 8.48 (d, J = 4.5 Hz, 1H), 7.76 (td, J = 1.5, 7.5 Hz, 1H), 7.45 (d, J = 7.5 Hz, 1H), 7.37 (br s, 1H), 7.25 (t, J = 6.0 Hz, 1H), 6.70-6.96 (m, 2H), 6.88 (br s, 1H), 6.51 (t, J = 7.5 Hz, 1H), 6.45 (d, J = 7.5 Hz, 1H), 3.61 (s, 2H), 3.50-3.47 (m, 2H), 2.99 (t, J = 7.0 Hz, 1H), 2.91 (d, J = 5.5 Hz, 2H), 2.48-2.50 (m, 2H), 2.25-2.15 (m, 3H), 1.66-1.58 (m, 4H). (d) 2-(1-(1-(Pyridin-2-ylmethyl) piperidin-4-yl)-1H-indol-3-yl)acetamide (3).