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Volumn 40, Issue 22, 1999, Pages 4149-4152

Synthesis of estrone-3-sulfate analogues bearing novel non-hydrolyzable sulfate mimetics

Author keywords

Halogenation; Steroids; Sulfonic acids and derivatives; Tetrazoles

Indexed keywords

ANTINEOPLASTIC AGENT; STERYL SULFATASE; SULFONIC ACID DERIVATIVE; TETRAZOLE DERIVATIVE;

EID: 0033612168     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00732-7     Document Type: Article
Times cited : (13)

References (21)
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    • For some recent examples of steroid sulfatase inhibitors see: (a) Anderson, C.; Freeman, J.; Lucas, L. H.; Farley, M.; Dalhoumi, H.; Widlanski, T. S. Biochemistry 1997, 36, 2586. (b) Howarth, N. M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. Steroids, 1997, 62, 346. (c) Selcer, K. W.; Jagannathan, S.; Rhodes, M. E.; Li, P-K. J. Steroid Biochem. Molec. Biol. 1996, 59, 83. (d) Li, P-K.; Milano, S.; Kluth, L.; Rhodes, M. E.; J. Steroid Biochem. Molec. Biol. 1996, 59, 44. (e) Woo, L.W.L., Lightowler, M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. J. Steroid Biochem. Molec. Biol. 1996, 57, 79. (f) Li, P-K.; Pillai, R.; Dibbelt, L. Steroids 1995, 60, 299. (g) Dibbelt, L.; Li, P-K.; Pillai, R.; Knuppen, R. J. Steroid Biochem. Molec. Biol. 1994, 50, 261.
    • (1997) Biochemistry , vol.36 , pp. 2586
    • Anderson, C.1    Freeman, J.2    Lucas, L.H.3    Farley, M.4    Dalhoumi, H.5    Widlanski, T.S.6
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    • 0030999931 scopus 로고    scopus 로고
    • For some recent examples of steroid sulfatase inhibitors see: (a) Anderson, C.; Freeman, J.; Lucas, L. H.; Farley, M.; Dalhoumi, H.; Widlanski, T. S. Biochemistry 1997, 36, 2586. (b) Howarth, N. M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. Steroids, 1997, 62, 346. (c) Selcer, K. W.; Jagannathan, S.; Rhodes, M. E.; Li, P-K. J. Steroid Biochem. Molec. Biol. 1996, 59, 83. (d) Li, P-K.; Milano, S.; Kluth, L.; Rhodes, M. E.; J. Steroid Biochem. Molec. Biol. 1996, 59, 44. (e) Woo, L.W.L., Lightowler, M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. J. Steroid Biochem. Molec. Biol. 1996, 57, 79. (f) Li, P-K.; Pillai, R.; Dibbelt, L. Steroids 1995, 60, 299. (g) Dibbelt, L.; Li, P-K.; Pillai, R.; Knuppen, R. J. Steroid Biochem. Molec. Biol. 1994, 50, 261.
    • (1997) Steroids , vol.62 , pp. 346
    • Howarth, N.M.1    Purohit, A.2    Reed, M.J.3    Potter, B.V.L.4
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    • For some recent examples of steroid sulfatase inhibitors see: (a) Anderson, C.; Freeman, J.; Lucas, L. H.; Farley, M.; Dalhoumi, H.; Widlanski, T. S. Biochemistry 1997, 36, 2586. (b) Howarth, N. M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. Steroids, 1997, 62, 346. (c) Selcer, K. W.; Jagannathan, S.; Rhodes, M. E.; Li, P-K. J. Steroid Biochem. Molec. Biol. 1996, 59, 83. (d) Li, P-K.; Milano, S.; Kluth, L.; Rhodes, M. E.; J. Steroid Biochem. Molec. Biol. 1996, 59, 44. (e) Woo, L.W.L., Lightowler, M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. J. Steroid Biochem. Molec. Biol. 1996, 57, 79. (f) Li, P-K.; Pillai, R.; Dibbelt, L. Steroids 1995, 60, 299. (g) Dibbelt, L.; Li, P-K.; Pillai, R.; Knuppen, R. J. Steroid Biochem. Molec. Biol. 1994, 50, 261.
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    • Selcer, K.W.1    Jagannathan, S.2    Rhodes, M.E.3    Li, P.-K.4
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    • For some recent examples of steroid sulfatase inhibitors see: (a) Anderson, C.; Freeman, J.; Lucas, L. H.; Farley, M.; Dalhoumi, H.; Widlanski, T. S. Biochemistry 1997, 36, 2586. (b) Howarth, N. M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. Steroids, 1997, 62, 346. (c) Selcer, K. W.; Jagannathan, S.; Rhodes, M. E.; Li, P-K. J. Steroid Biochem. Molec. Biol. 1996, 59, 83. (d) Li, P-K.; Milano, S.; Kluth, L.; Rhodes, M. E.; J. Steroid Biochem. Molec. Biol. 1996, 59, 44. (e) Woo, L.W.L., Lightowler, M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. J. Steroid Biochem. Molec. Biol. 1996, 57, 79. (f) Li, P-K.; Pillai, R.; Dibbelt, L. Steroids 1995, 60, 299. (g) Dibbelt, L.; Li, P-K.; Pillai, R.; Knuppen, R. J. Steroid Biochem. Molec. Biol. 1994, 50, 261.
    • (1996) J. Steroid Biochem. Molec. Biol. , vol.59 , pp. 44
    • Li, P.-K.1    Milano, S.2    Kluth, L.3    Rhodes, M.E.4
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    • 0029876168 scopus 로고    scopus 로고
    • For some recent examples of steroid sulfatase inhibitors see: (a) Anderson, C.; Freeman, J.; Lucas, L. H.; Farley, M.; Dalhoumi, H.; Widlanski, T. S. Biochemistry 1997, 36, 2586. (b) Howarth, N. M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. Steroids, 1997, 62, 346. (c) Selcer, K. W.; Jagannathan, S.; Rhodes, M. E.; Li, P-K. J. Steroid Biochem. Molec. Biol. 1996, 59, 83. (d) Li, P-K.; Milano, S.; Kluth, L.; Rhodes, M. E.; J. Steroid Biochem. Molec. Biol. 1996, 59, 44. (e) Woo, L.W.L., Lightowler, M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. J. Steroid Biochem. Molec. Biol. 1996, 57, 79. (f) Li, P-K.; Pillai, R.; Dibbelt, L. Steroids 1995, 60, 299. (g) Dibbelt, L.; Li, P-K.; Pillai, R.; Knuppen, R. J. Steroid Biochem. Molec. Biol. 1994, 50, 261.
    • (1996) J. Steroid Biochem. Molec. Biol. , vol.57 , pp. 79
    • Woo, L.W.L.1    Lightowler, M.2    Purohit, A.3    Reed, M.J.4    Potter, B.V.L.5
  • 8
    • 0028948089 scopus 로고
    • For some recent examples of steroid sulfatase inhibitors see: (a) Anderson, C.; Freeman, J.; Lucas, L. H.; Farley, M.; Dalhoumi, H.; Widlanski, T. S. Biochemistry 1997, 36, 2586. (b) Howarth, N. M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. Steroids, 1997, 62, 346. (c) Selcer, K. W.; Jagannathan, S.; Rhodes, M. E.; Li, P-K. J. Steroid Biochem. Molec. Biol. 1996, 59, 83. (d) Li, P-K.; Milano, S.; Kluth, L.; Rhodes, M. E.; J. Steroid Biochem. Molec. Biol. 1996, 59, 44. (e) Woo, L.W.L., Lightowler, M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. J. Steroid Biochem. Molec. Biol. 1996, 57, 79. (f) Li, P-K.; Pillai, R.; Dibbelt, L. Steroids 1995, 60, 299. (g) Dibbelt, L.; Li, P-K.; Pillai, R.; Knuppen, R. J. Steroid Biochem. Molec. Biol. 1994, 50, 261.
    • (1995) Steroids , vol.60 , pp. 299
    • Li, P.-K.1    Pillai, R.2    Dibbelt, L.3
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    • For some recent examples of steroid sulfatase inhibitors see: (a) Anderson, C.; Freeman, J.; Lucas, L. H.; Farley, M.; Dalhoumi, H.; Widlanski, T. S. Biochemistry 1997, 36, 2586. (b) Howarth, N. M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. Steroids, 1997, 62, 346. (c) Selcer, K. W.; Jagannathan, S.; Rhodes, M. E.; Li, P-K. J. Steroid Biochem. Molec. Biol. 1996, 59, 83. (d) Li, P-K.; Milano, S.; Kluth, L.; Rhodes, M. E.; J. Steroid Biochem. Molec. Biol. 1996, 59, 44. (e) Woo, L.W.L., Lightowler, M.; Purohit, A.; Reed, M. J.; Potter, B. V. L. J. Steroid Biochem. Molec. Biol. 1996, 57, 79. (f) Li, P-K.; Pillai, R.; Dibbelt, L. Steroids 1995, 60, 299. (g) Dibbelt, L.; Li, P-K.; Pillai, R.; Knuppen, R. J. Steroid Biochem. Molec. Biol. 1994, 50, 261.
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    • note
    • A number of bases were examined (NaHMDS, t-BuLi, LDA), however, only KHMDS gave reasonable yields of difluorinated product.
  • 21
    • 0013569992 scopus 로고    scopus 로고
    • note
    • A number of bases were examined (NaHMDS, KHMDS, LDA), however, only t-BuLi gave reasonable yields of difluorinated product.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.