Ring constrained analogues of the orvinols: The furanomorphides

Stephen M. Husbands, Simon W. Breeden, Konstantinos Grivas, John W. Lewis

Research output: Contribution to journalArticlepeer-review

11 Citations (SciVal)

Abstract

A series of furanomorphides were synthesized as ring-constrained analogues of buprenorphine and related orvinols. Evaluation in binding and functional assays has shown that the furanomorphides have reduced efficacy at the υ opioid receptor compared to the orvinols.

Original languageEnglish
Pages (from-to)831-834
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume9
Issue number6
DOIs
Publication statusPublished - 22 Mar 1999

Funding

Acknowledgements: This work was supported by NIDA (OTDP Medications Development Division) grant no. DA 07315. References 1. Lewis, J.W. in Buprenorphine, Cowen, A and Lewis, J.W editors, New York, Wiley-Liss, 1995, 3-18. 2. Barton, J.W; Coop, A and Lewis, J.W. Tetrahedron Lett., 1993, 34, 6777-6778. 3. Coop. A; Grivas, K.; Husbands, S.; Lewis, J.W. and Porter J. Tetrahedron Lett., 1995, 36, 1689-1692. 4. Coop, A.; Grivas, K.; Husbands, S.; Lewis, J.W. Tetrahedron, 1995, 35, 9681-9698. 5. Coop, A.; Lewis, J.W.; Traynor, J.R. And Guo, L. N1DA Res. Monog. 1995, 153, 128. 6. Hutchins, C.W. And Rapoport, H. J. Med. Chem. 1984, 27, 521-527. 7. Bentley, K.W.; Hardy, D.G.; Meek, B.; Taylor, J.B.; Brown, J.J. And Morton, G.O.J. Chem. Soc (C), 1969, 2229-2232. 8. Grivas, K; Breeden, S.W.; Ganter, C; Husbands S.M and Lewis, J.W. Tetrahedron Lett., accepted. 9. Bentley, K.W.; Hardy, D.G. and Meek, B. J. Am. Chem. Soc., 1967, 89, 3272-3280. 10.Traynor, J.R and Nahorski, S.R. Mol. Pharmacol. 1995, 47, 848-854. 1 l.Loew, G.H and Berkowitz, D.S.J. Med. Chem., 1979, 22, 603-607.

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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