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1
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0016850344
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(+)-Eremantholide A isolation, structure determination, and initial antitumor evaluation: (a) Raffauf, R. F.; Huang, P.-K. C.; Le Quesne, P. W.; Levery, S. B.; Brennan, T. F. J. Am. Chem. Soc. 1975, 97, 6884.
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(+)-Eremantholide A isolation, structure determination, and initial antitumor evaluation: (a) Raffauf, R. F.; Huang, P.-K. C.; Le Quesne, P. W.; Levery, S. B.; Brennan, T. F. J. Am. Chem. Soc. 1975, 97, 6884.
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Menachery, M.D.3
Brennan, T.F.4
Raffauf, R.F.5
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3
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84889398397
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For past total syntheses of (+)-eremantholide A, see: (a) Boeckman, R. K., Jr.; Yoon, S. K.; Heckendorn, D. K. J. Am. Chem. Soc. 1991, 113, 9682.
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For past total syntheses of (+)-eremantholide A, see: (a) Boeckman, R. K., Jr.; Yoon, S. K.; Heckendorn, D. K. J. Am. Chem. Soc. 1991, 113, 9682.
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4
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0029609027
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(b) Takao, K.; Ochiai, H.; Yoshida, K.; Hashizuka, T.; Koshimura, H.; Tadano, K.; Ogawa, S. J. Org. Chem. 1995, 60, 8179.
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Although 15-acetoxy-eremantholide B inhibits NF-κB at 5 μM in Jurkat T cells, -eremantholide A does not inhibit this target at the concentrations needed to inhibit cancer cell growth. See: Rüngeler, P, Castro, V, Mora, G, Gören, N, Vichnewski, W, Pahl, H. L, Merfort, I, Schmidt, T. J. Bioorg. Med. Chem. 1999, 7, 2343
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Although 15-acetoxy-eremantholide B inhibits NF-κB at 5 μM in Jurkat T cells, (+)-eremantholide A does not inhibit this target at the concentrations needed to inhibit cancer cell growth. See: Rüngeler, P.; Castro, V.; Mora, G.; Gören, N.; Vichnewski, W.; Pahl, H. L.; Merfort, I.; Schmidt, T. J. Bioorg. Med. Chem. 1999, 7, 2343.
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21
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34147167098
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Important Note: Under these conditions, we find that 27 is always formed alongside approximately 14-17% of a lactone migration product that is difficult to remove at this stage; the latter impurity arises from attack of the C(8)-OH in 27 on its own lactone carbonyl.
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Important Note: Under these conditions, we find that 27 is always formed alongside approximately 14-17% of a lactone migration product that is difficult to remove at this stage; the latter impurity arises from attack of the C(8)-OH in 27 on its own lactone carbonyl.
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22
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0033518572
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(a) Kingsbury, J. S.; Harrity, J. P. A.; Bonitatebus, P. J., Jr.; Hoveyda, A. H. J. Am. Chem. Soc. 1999, 121, 791.
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Kingsbury, J.S.1
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Hoveyda, A.H.4
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24
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11444258937
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For the successful use of 36 to construct ' the highly strained ring system of ingenol, see: Nickel, A.; Maruyama, T.; Tang, H.; Murphy, P. D.; Greene, B.; Yusuff, N.; Wood, J. L. J. Am. Chem. Soc. 2004, 126, 16300.
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(c) For the successful use of 36 to construct ' the highly strained ring system of ingenol, see: Nickel, A.; Maruyama, T.; Tang, H.; Murphy, P. D.; Greene, B.; Yusuff, N.; Wood, J. L. J. Am. Chem. Soc. 2004, 126, 16300.
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