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0027239682
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A Novel and Potent Inhibitor of Protein Kinase C from the Fungus Verticillium balanoides
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6
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0028223687
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Fusarium merismoides Corda NR 6356, the Source of the Protein Kinase C Inhibitor, Azepinostatin
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Ohshima, S.; Yanagisawa, M.; Katoh, A.; Fujii, T.; Sano, T.; Matsukuma, S.; Furumai, T.; Fujiu, M.; Watanabe, K.; Yokose, K.; Arisawa, M.; Okuda, T. Fusarium merismoides Corda NR 6356, The Source of the Protein Kinase C Inhibitor, Azepinostatin. J. Antibiot. 1994, 47, 639-647.
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7
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0028124871
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Total Synthesis of (-)-Balanol
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(a) Lampe, J. W.; Hughes, P. F.; Biggers, C. K.; Smith, S. H.; Hu, H. Total Synthesis of (-)-Balanol. J. Org. Chem. 1994, 59, 5147-5148.
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Lampe, J.W.1
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8
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Two Chiral Syntheses of threo-3-Hydroxylysine
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0029018846
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0029989687
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Total Synthesis of (-)- and (+)-Balanol
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(d) Lampe, J. W.; Hughes, P. F.; Biggers, C. K.; Smith, S. H.; Hu, H. Total Synthesis of (-)- and (+)-Balanol. J. Org. Chem. 1996, 61, 4572-4581.
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11
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0028090343
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Total Synthesis of Balanol
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(a) Nicolaou, K. C.; Bunnage, M. E.; Koide, K. Total Synthesis of Balanol. J. Am. Chem. Soc. 1994, 116, 8402-8403.
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Nicolaou, K.C.1
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Koide, K.3
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84989591900
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Total Synthesis of Balanol and Designed Analogues
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(b) Nicolaou, K. C.; Koide, K.; Bunnage, M. Total Synthesis of Balanol and Designed Analogues. Chem. Eur. J. 1995, 1, 454-466.
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13
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37049080108
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Total Synthesis of Balanol: A Potent Protein Kinase C Inhibitor of Fungal Origin
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Adams, C. P.; Fairway, S. M.; Hardy, C. J.; Hibbs, D. E.; Hursthouse, M. B.; Morley, A. D.; Sharp, B. W.; Vicker, N.; Warner, I. Total Synthesis of Balanol: a Potent Protein Kinase C Inhibitor of Fungal Origin. J. Chem. Soc., Perkin Trans. 1 1995, 2355-2362.
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14
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0029360744
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Molecular Design and Biological Activity of Potent and Selective Protein Kinase Inhibitors Related to Balanol
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Koide, K.; Bunnage, M. E.; Paloma, L. G.; Kanter, J. R.; Taylor, S. S.; Brunton, L. L.; Nicolaou, K. C. Molecular Design and Biological Activity of Potent and Selective Protein Kinase Inhibitors Related to Balanol. Chem. Biol. 1996, 2, 601-608.
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15
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0026285357
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Protein Kinase Inhibitors: Probes for the Functions of Protein Phosphorylation
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0028036667
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Two Practical Syntheses of Sterically Congested Benzophenones
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17
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0029130895
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Increasing the Cellular PKC Activity of Balanol: A Study of Ester Analogs
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(b) Crane, H. M.; Menaldino, D. S.; Jagdmann, Jr., G. E.; Darges, J. W.; Buben, J. A. Increasing the Cellular PKC Activity of Balanol: A Study of Ester Analogs. Bioorg. Med. Chem. Lett. 1995, 5, 2133-2138.
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18
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12644275756
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note
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(S)-12 and (R)-12 were determined to be at least 95% ee by chiral HPLC using a Chiralcel OA column with 50% hexane/2-propanol as the solvent system. Enantiomers (S)-12 and (R)-12 eluted at 14.85 and 19.02 min, respectively. The enantiomeric purity could have been greater than 95%; however, base-line resolution between the two peaks was not quite achieved. Chiral purity was determined at this point by chiral HPLC because the optical rotations of the final products (S)-12b, (R)-12b, and (S)-12c were small and solvent dependent.
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19
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12644273120
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note
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Note that in the preparation of 16b it was possible to couple the benzophenone acid chloride 2b selectively with the primary alcohol of 16 in the presence of the unprotected phenol.
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20
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0029882406
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A Novel and Chiral Synthesis of Both Enantiomers of trans-3-Amino-4-hydroxyhexahydroazepine, a Key Intermediate for the Synthesis of Balanol
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(a) Naito, T.; Mayumi, T. M.; Tajiri, K.; Ninomiya, I.; Kiguchi, T. A Novel and Chiral Synthesis of Both Enantiomers of trans-3-Amino-4-hydroxyhexahydroazepine, a Key Intermediate for the Synthesis of Balanol. Chem. Pharm. Bull. 1996, 44, 624-626.
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Naito, T.1
Mayumi, T.M.2
Tajiri, K.3
Ninomiya, I.4
Kiguchi, T.5
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21
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84986656983
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Synthesis of (3R,4R)-3-Amino-4-hydroxyhexahydroazepine, the Chiral Constituent of the Antibiotic Ophiocordin
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(b) Müller, A.; Takyar, D. K.; Witt, S.; König, W. A. Synthesis of (3R,4R)-3-Amino-4-hydroxyhexahydroazepine, the Chiral Constituent of the Antibiotic Ophiocordin. Liebigs Ann. Chem. 1993, 651-655.
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Müller, A.1
Takyar, D.K.2
Witt, S.3
König, W.A.4
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22
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0029130384
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Ring Size Effect in the PKC Inhibitory Activities of Perhydroazepine Analogs of Balanol
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Lai, Y. S.; Menaldino, D. S.; Nichols, J. B.; Jagdmann, G. E., Jr.; Mylott, Gillespie, J.; Hall, S. H. Ring Size Effect in the PKC Inhibitory Activities of Perhydroazepine Analogs of Balanol. Bioorg. Med. Chem. Lett. 1995, 5, 2151-2154.
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Lai, Y.S.1
Menaldino, D.S.2
Nichols, J.B.3
Jagdmann Jr., G.E.4
Mylott Gillespie, J.5
Hall, S.H.6
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23
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12644293209
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Unpublished results
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Unpublished results.
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24
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0030572481
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Potent and Selective PKC Inhibitory 5-Membered Ring Analogs of Balanol with Replacement of the Carboxamide Moiety
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Jagdmann, G. E., Jr.; Defauw, J. M.; Lampe, J. W.; Darges, K. K. Potent and Selective PKC Inhibitory 5-Membered Ring Analogs of Balanol With Replacement of the Carboxamide Moiety. Bioorg. Med. Chem. Lett. 1996, 6, 1759-1764.
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Jagdmann Jr., G.E.1
Defauw, J.M.2
Lampe, J.W.3
Darges, K.K.4
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25
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0028839711
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Synthesis and Biological Evaluation of Conformationally Constrained Bicyclic and Tricyclic Balanol Analogues as Inhibitors of Protein Kinase C
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(a) Mendoza, J. S.; Jagdmann, G. E., Jr.; Gosnell, P. A. Synthesis and Biological Evaluation of Conformationally Constrained Bicyclic and Tricyclic Balanol Analogues as Inhibitors of Protein Kinase C. Bioorg. Med. Chem. Lett. 1995, 5, 2211-2216.
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Mendoza, J.S.1
Jagdmann Jr., G.E.2
Gosnell, P.A.3
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26
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0029935522
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Synthesis and Protein Kinase C Inhibitory Activities of Indane Analogs of Balanol
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(b) Hu, H.; Hollinshead, S. P.; Hall, S. E.; Kalter, K.; Ballas, L. M. Synthesis and Protein Kinase C Inhibitory Activities of Indane Analogs of Balanol. Bioorg. Med. Chem. Lett. 1996, 6, 973-978.
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Hu, H.1
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Hall, S.E.3
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Ballas, L.M.5
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27
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0025142219
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The effect of New Potent Selective Inhibitors of Protein Kinase C on the Neutrophil Respiratory Burst
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Twomey, B.; Muid, R. E.; Nixon, J. S.; Sedgwick, A. D.; Wilkinson, S. E.; Dale, M. M. The effect of New Potent Selective Inhibitors of Protein Kinase C on the Neutrophil Respiratory Burst. Biochem. Biophys. Res. Commun. 1990, 171, 1087-1092.
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Twomey, B.1
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Sedgwick, A.D.4
Wilkinson, S.E.5
Dale, M.M.6
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28
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34447494737
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Synthesis and Protein Kinase C Inhibitory Activities of Benzophenone Analogs of Balanol
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Salt Lake City, UT, June Abstract 37
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Defauw, J. M.; Lampe, J. W.; Hu, H.; Lynch, M. P.; Heerding, J. M.; Biggers, C. K.; Menaldino, D. S.; Murphy, M. M.; Hollinshead, S. P.; Hughes, P. F.; Foglesong, R. J.; Johnson, M. G.; Lai, Y.-S.; Janzen, W. P.; Hall, S. E. Synthesis and Protein Kinase C Inhibitory Activities of Benzophenone Analogs of Balanol. Presented at the 24th Medicinal Chemistry Symposium, Salt Lake City, UT, June 1994; Abstract 37.
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24th Medicinal Chemistry Symposium
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Defauw, J.M.1
Lampe, J.W.2
Hu, H.3
Lynch, M.P.4
Heerding, J.M.5
Biggers, C.K.6
Menaldino, D.S.7
Murphy, M.M.8
Hollinshead, S.P.9
Hughes, P.F.10
Foglesong, R.J.11
Johnson, M.G.12
Lai, Y.-S.13
Janzen, W.P.14
Hall, S.E.15
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29
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12644261757
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note
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Since it was necessary to use 100% MeOH to elute 3 off the column, it was contaminated with silica; thus, it was not possible to obtain a satisfactory elemental analysis. Because of this, all subsequent analogs were purified by reverse phase HPLC.
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30
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0026641018
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Sequence and Expression of Human Protein Kinase C-ε
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Basta, P.; Strickland, M. B.; Holmes, W.; Loomis, C. R.; Ballas, L. M.; Burns, D. J. Sequence and Expression of Human Protein Kinase C-ε. Biochem. Biophys. Acta 1992, 1132, 154-160.
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Basta, P.1
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Holmes, W.3
Loomis, C.R.4
Ballas, L.M.5
Burns, D.J.6
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31
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0029079704
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Virtual Kinetics: Using Statistical Experimental Design for Rapid Analysis of Enzyme Inhibitor Mechanisms
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Bronson, D.D.1
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32
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0027298371
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2+, Phosphatidylinositol and Phosphatidylinostol-4,5-biphosphate
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33
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0022974603
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Sphingosine Inhibition of Protein Kinase C Activity and of Phorbol Dibutyrate Binding in vitro and in Human Platelets
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Hannun, Y. A.; Loomis, C. R.; Merrill, A. H.; Bell, R. M. Sphingosine Inhibition of Protein Kinase C Activity and of Phorbol Dibutyrate Binding in vitro and in Human Platelets. J. Biol. Chem. 1986, 261, 12604-12609.
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