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For general reviews of Hsp90, see: a) S. Walter, J. Buchner, Angew. Chem. 2002, 114, 1142-1158; Angew. Chem. Int. Ed. 2002, 41, 1098-1113; b) L. H. Pearl, C. Prodromou, Curr. Opin. Struct. Biol. 2000, 10, 1, 46-51; c) Buchner, Trends Biochem. Sci. 1999, 24, 136-141.
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For general reviews of Hsp90, see: a) S. Walter, J. Buchner, Angew. Chem. 2002, 114, 1142-1158; Angew. Chem. Int. Ed. 2002, 41, 1098-1113; b) L. H. Pearl, C. Prodromou, Curr. Opin. Struct. Biol. 2000, 10, 1, 46-51; c) Buchner, Trends Biochem. Sci. 1999, 24, 136-141.
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A novel class of synthetic nucleotide analogues was shown to bind to Hsp90 and inhibit the proliferation of cancer cells; see: a) G. Chiosis, M. N. Timaul, B. Lucas, P. N. Munster, F. F. Zheng, L. Sepp-Lorenzino, N. Rosen, Chem. Biol. 2001, 8, 289-299; b) G. Chiosis, B. Lucas, A. Shtil, H. Huezo, N. Rosen, Bioorg. Med. Chem. Lett. 2002, 10, 3555-3564.
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Sepp-Lorenzino, L.6
Rosen, N.7
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12
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0036836964
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A novel class of synthetic nucleotide analogues was shown to bind to Hsp90 and inhibit the proliferation of cancer cells; see: a) G. Chiosis, M. N. Timaul, B. Lucas, P. N. Munster, F. F. Zheng, L. Sepp-Lorenzino, N. Rosen, Chem. Biol. 2001, 8, 289-299; b) G. Chiosis, B. Lucas, A. Shtil, H. Huezo, N. Rosen, Bioorg. Med. Chem. Lett. 2002, 10, 3555-3564.
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Some derivatives of microbial radicicol were reported to exhibit efficacy in animal models: a) Y. Shiotsu, L. M. Neckers, I. Wortman, W. G. An, T. W. Schulte, S. Soga, C. Murakata, T. Tamaoki, S. Akinaga, Neoplasia 2000, 96, 6, 2284-2291; b) S. Soga, S. V. Sharma, Y. Shiotsu, M. Shimizu, H. Tahara, K. Yamaguchi, Y. Ikuina, C. Murakata, T. Tamaoki, J. Kurebayashi, T. W. Schulte, L. M. Neckers, S. Akinaga, Cancer Chemother. Pharmacol. 2001, 48, 435-445; c) S. Soga, L. M. Neckers, T. W. Schulte, Y. Shiotsu, K. Akasaka, H. Narumi, T. Agatsuma, Y. Ikuina, C. Murakata, T. Tamaoki, S. Akinaga, Cancer Res. 1999, 59, 2931-2938; d) T. Agatsuma, H. Ogawa, K. Akasaka, A. Asai, Y. Yamashita, T. Mizukami, S. Akinaga, Y. Saitoh, Bioorg. Med. Chem. 2002, 10, 3445-3454.
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Soga, S.6
Murakata, C.7
Tamaoki, T.8
Akinaga, S.9
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17
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0035206178
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Some derivatives of microbial radicicol were reported to exhibit efficacy in animal models: a) Y. Shiotsu, L. M. Neckers, I. Wortman, W. G. An, T. W. Schulte, S. Soga, C. Murakata, T. Tamaoki, S. Akinaga, Neoplasia 2000, 96, 6, 2284-2291; b) S. Soga, S. V. Sharma, Y. Shiotsu, M. Shimizu, H. Tahara, K. Yamaguchi, Y. Ikuina, C. Murakata, T. Tamaoki, J. Kurebayashi, T. W. Schulte, L. M. Neckers, S. Akinaga, Cancer Chemother. Pharmacol. 2001, 48, 435-445; c) S. Soga, L. M. Neckers, T. W. Schulte, Y. Shiotsu, K. Akasaka, H. Narumi, T. Agatsuma, Y. Ikuina, C. Murakata, T. Tamaoki, S. Akinaga, Cancer Res. 1999, 59, 2931-2938; d) T. Agatsuma, H. Ogawa, K. Akasaka, A. Asai, Y. Yamashita, T. Mizukami, S. Akinaga, Y. Saitoh, Bioorg. Med. Chem. 2002, 10, 3445-3454.
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Yamaguchi, K.6
Ikuina, Y.7
Murakata, C.8
Tamaoki, T.9
Kurebayashi, J.10
Schulte, T.W.11
Neckers, L.M.12
Akinaga, S.13
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18
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0033564430
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Some derivatives of microbial radicicol were reported to exhibit efficacy in animal models: a) Y. Shiotsu, L. M. Neckers, I. Wortman, W. G. An, T. W. Schulte, S. Soga, C. Murakata, T. Tamaoki, S. Akinaga, Neoplasia 2000, 96, 6, 2284-2291; b) S. Soga, S. V. Sharma, Y. Shiotsu, M. Shimizu, H. Tahara, K. Yamaguchi, Y. Ikuina, C. Murakata, T. Tamaoki, J. Kurebayashi, T. W. Schulte, L. M. Neckers, S. Akinaga, Cancer Chemother. Pharmacol. 2001, 48, 435-445; c) S. Soga, L. M. Neckers, T. W. Schulte, Y. Shiotsu, K. Akasaka, H. Narumi, T. Agatsuma, Y. Ikuina, C. Murakata, T. Tamaoki, S. Akinaga, Cancer Res. 1999, 59, 2931-2938; d) T. Agatsuma, H. Ogawa, K. Akasaka, A. Asai, Y. Yamashita, T. Mizukami, S. Akinaga, Y. Saitoh, Bioorg. Med. Chem. 2002, 10, 3445-3454.
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Agatsuma, T.7
Ikuina, Y.8
Murakata, C.9
Tamaoki, T.10
Akinaga, S.11
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19
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Some derivatives of microbial radicicol were reported to exhibit efficacy in animal models: a) Y. Shiotsu, L. M. Neckers, I. Wortman, W. G. An, T. W. Schulte, S. Soga, C. Murakata, T. Tamaoki, S. Akinaga, Neoplasia 2000, 96, 6, 2284-2291; b) S. Soga, S. V. Sharma, Y. Shiotsu, M. Shimizu, H. Tahara, K. Yamaguchi, Y. Ikuina, C. Murakata, T. Tamaoki, J. Kurebayashi, T. W. Schulte, L. M. Neckers, S. Akinaga, Cancer Chemother. Pharmacol. 2001, 48, 435-445; c) S. Soga, L. M. Neckers, T. W. Schulte, Y. Shiotsu, K. Akasaka, H. Narumi, T. Agatsuma, Y. Ikuina, C. Murakata, T. Tamaoki, S. Akinaga, Cancer Res. 1999, 59, 2931-2938; d) T. Agatsuma, H. Ogawa, K. Akasaka, A. Asai, Y. Yamashita, T. Mizukami, S. Akinaga, Y. Saitoh, Bioorg. Med. Chem. 2002, 10, 3445-3454.
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0012785210
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-
note
-
The configuration of the cyclopropane was initially assigned based on Charette's empirical rule and later confirmed by X-ray analysis of the derivative of 14 (see Supporting Information).
-
-
-
-
37
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0012845382
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-
note
-
This trend is consistent with molecular modeling (MOE 2001.01) results (Chiosis, unpublished data).
-
-
-
-
38
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0012784150
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-
note
-
Importantly, the small-cell lung cancer, which is not effected by geldanamycin variant are found to be Rb-negative.
-
-
-
-
39
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0012846599
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-
note
-
On the other hand, other hydrogen bonds in X-ray data appear to be critical as the dimethyl ethers of I and its derivatives lost their activities (data not shown).
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