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19
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85030276925
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note
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13C NMR, IR, elemental analysis and/or high resolution mass spectra data. Diastereomeric mixtures of compounds 1, 2, 3 and 4 were not separated, except 1d.
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20
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0001316687
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22
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85030272121
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note
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trans = 15.9 Hz.
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24
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84989439253
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23. Huet, F.; Lechevallier, A.; Pellet, M.; Conía, J.M. Synthesis 1978, 63.
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26
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85030274413
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note
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3′ are more deshelded when the hydroxyl function is loocked in axial position.
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-
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27
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85030270726
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note
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3): 0.85 - 1.80 (m; 14H); 1.26 (t; 3H; J = 7.1 Hz); 2.41 (s; 2H); 2.42 (m; 1H); 2.59 (t; 2H; J = 7.7 Hz), 4.00 (q; 1H; J = 6.4 Hz); 4.16 (q; 2H; J = 7.1 Hz); 5.40 (dd; 1H; J= 15.5 Hz, J = 6.7 Hz); 5.52(dd; 1H; J = 15.5 Hz, J = 6.4 Hz); 7.15 (m; 3H); 7.25 (m; 2H);
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28
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85030270284
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note
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27. Column used: Chiralcel® OD (Daicel), 20 μm, 250×50 mm. UV detection at 210 nm. Elution (100 ml/min) with heptane/isopropanol (90/10) afforded successively the enantiomers 1d1 (13 min) and 1d2 (21 min).
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29
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0021647641
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0016434895
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32
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85030268270
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note
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4 and competitors in Hank's buffer were added to the bottom half of Boyden-Keller chambers; two 3 μm cellulose nitrate filters were placed over each well and the top part of the chambers was filled with cell suspension. The chambers were incubated at 37°C for 150 min. Radioactivity on the lower filter was measured by liquid scintillation spectrometry.
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33
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85030273884
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note
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4 (30 nM) stimulation.
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34
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0028183039
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33. Tsai, B.S.; Keith, R.H.; Villani-Price, D.; Haack, R.A.; Djuric, S.W. J. Pharm. Exp. Ther., 1994, 268, 1493.
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35
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0027443543
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34. Kingsbury, W.D.; Pendrak, I.; Leber, J.D.; Boehm, J.C.; Mallet, B.; Sarau, H.M.; Foley, J.J.; Schmidt, D.B.; Daines, R.A. J. Med. Chem. 1993, 36, 3308.
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36
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37
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0024341919
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36. Evaluations of cycloxygenase/lipoxygenase activities have been performed by Fournier and Servier Pharmaceutical Companies, according to the methods described by Bonne, C.; Muller, A.; Latour, E.; Tissie, G; Emerit, I.; Modat, G.; Dornand, J.; Roche, M.; Giroud, J.P.; Griswold, D.E.; Marshall, P.J., Coquelet, C. Arzneim. Forsch., Drug Res. 1989, 39, 1242.
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Griswold, D.E.10
Marshall, P.J.11
Coquelet, C.12
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