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58549112079
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note
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13C NMR, see Table 1.
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25
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58549118515
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note
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For clarifying the absolute configuration for 1, attempts to prepare dibenzoate and MTPA ester derivatives were failed presumably due to the axial orientation of the hydroxy group at C-7 and the hydroxy group at C-6 hindered by two axial C-5 methyl and C-7 hydroxy groups in spite of its equatorial disposition.
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26
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58549087227
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note
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13C NMR, see Table 1.
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27
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58549091742
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note
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13C NMR, see Table 1.
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29
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58549097930
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note
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13C NMR, see Table 1.
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30
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0028936727
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Pradines A., Magazin M., Schiltz P., Le Fur G., Caput D., and Ferrara P. J. Neurochem. 64 (1995) 1954
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(1995)
J. Neurochem.
, vol.64
, pp. 1954
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Pradines, A.1
Magazin, M.2
Schiltz, P.3
Le Fur, G.4
Caput, D.5
Ferrara, P.6
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32
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58549118800
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note
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2 for 24 h. The culture medium was then changed to DMEM, 2% HS, 1% FBS, and 100 IU/mL penicillin and 100 μg/mL streptomycin. At the same time, different concentrations of test samples with or without NGF were added. One concentration experiment was repeated in three wells. After incubation with samples for 4 days, the cultures were fixed with 4% paraformaldehyde/PBS, and stained with methylene blue. Cell morphology was observed under a phase-contrast microscope and neurite length was quantified. Five images were selected randomly under microscope for each well and five cells bearing well-developed neurite in each photo were selected and the average length of the longest neurite on selected cells was measured. At least 75 cells were calculated for each concentration. Statistical analyses were performed using Dunnett's t-test. Compound 1 showed significant neurite outgrowth-promoting activity on 20 ng/mL NGF-mediated PC12 cells at the concentrations ranging from 0.1 to 50.0 μM (Figs. 3 and 4). Compound 2 also promoted the neurite length of 20 ng/mL NGF-mediated PC12 cells at the concentrations ranging from 0.1 to 30.0 μM (Figs. 3 and 4) and showed cell toxicity at 50.0 μM. Compounds 3 and 4, and derivative 1a showed no activity on 20 ng/mL NGF-potentiating PC12 cells at the concentrations ranging from 0.1 to 50.0 μM, respectively.
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