Synthesis and bioevaluation of 22-hydroxyacuminatine analogs

Bioorganic and Medicinal Chemistry Letters

Volumn 18, Issue 6, 2008, Pages 2143-2146

  Grillet, François ^a   Baumlová, Barbora ^a   Prévost, Grégoire ^b   Constant, Jean François ^a   Chaumeron, Sophie ^b   Bigg, Dennis C H ^b   Greene, Andrew E ^a   Kanazawa, Alice ^a  

^a Centre National de la Recherche Scientifique   (France)

^b Institut Henri Beaufour   (France)

Author keywords

22 Hydroxyacuminatine analogs; Camptothecin; Cytotoxicity; Synthesis; Topoisomerase I

Indexed keywords

22 HYDROXYACUMINATINE DERIVATIVE; CAMPTOTHECIN DERIVATIVE; DNA TOPOISOMERASE; DNA TOPOISOMERASE INHIBITOR; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CONTROLLED STUDY; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN; HUMAN CELL; POLYMERIZATION;

EID: 40849145930     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.01.082     Document Type: Article

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22. +) 386.14992, found 386.15012.
23. +) 377.06875, found 377.06892.
24. 3) δ 4.06 (s, 3H), 5.30 (s, 2H), 6.17 (s, 2H), 7.12 (s, 1H), 7.51 (s, 1H), 7.56 (t, 1H, J = 7.9 Hz), 8.12 (s, 1H), 8.38 (d, 1H, J = 7.5 Hz), 8.63 (s, 1H), 8.76 (d, 1H, J = 7.3 Hz).
25. +) 425.11079, found 425.11154.
26. +) 349.07383, found 349.07390.
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29. +) 401.14958, found 401.14958.
30. +) 429.14450, found 429.14351.
31. 6, 70°C) δ 4.01 (s, 3H), 4.48 (s, 4H), 5.34 (s, 2H), 5.42 (s, 2H), 7.68 (m, 2H), 7.76 (s, 1H), 8.38 (m, 2H), 8.65 (m, 1H).
32. +) 385.15467, found 385.15474.
33. +) 405.10005, found 405.10017.
34. +) 405.10005, found 405.10010.
35. +) 373.15467, found 373.15464.
36. +) 357.16049, found 357.15975.
37. +) 377.10574, found 377.10513.
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40. 2, 1 mM dithiothreitol, 1 mM EDTA and 1 mM ATP) in the presence of the tested compounds and DMSO (5%). The reactions were terminated by addition of SDS to 0.25% and proteinase K to 250 μg/mL and incubation at 50 °C for a further 30 min. Three microliters of the electrophoresis dye mixture was added to the DNA samples, which were then separated by electrophoresis in a 1% agarose gel containing ethidium bromide (1 μg/mL). Gels were run at room temperature for 2 h at 120 V and scanned with a Typhoon 9410 imager.