structural and pharmacological effects of ring-closing metathesis in peptides肽的结构和药理作用的ring-closing置换作用.pdfVIP
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structural and pharmacological effects of ring-closing metathesis in peptides肽的结构和药理作用的ring-closing置换作用
Molecules 2010, 15, 6638-6677; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Review Structural and Pharmacological Effects of Ring-Closing Metathesis in Peptides Øyvind Jacobsen *, Jo Klaveness and Pål Rongved School of Pharmacy, University of Oslo, Sem Sælands vei 3, P. O. Box 1068 Blindern, 0316 Oslo, Norway; E-Mails: jo.klaveness@farmasi.uio.no (J.K.); pal.rongved@farmasi.uio.no (P.R.) * Author to whom correspondence should be addressed; E-Mail: oyvind.jacobsen@farmasi.uio.no; Tel.: +47 92 81 83 44; Fax: +47 22 85 44 02. Received: 2 June 2010; in revised form: 13 September 2010 / Accepted: 15 September 2010 / Published: 21 September 2010 Abstract: Applications of ring-closing alkene metathesis (RCM) in acyclic α- and β- peptides and closely related systems are reviewed, with a special emphasis on the structural and pharmacological effects of cyclization by RCM. Keywords: ring-closing metathesis; peptides; structure; pharmacological properties Table of Contents 1. Introduction 2 2. Synthesis of Peptidic RCM Precursors 4 3. Catalysts, Solvents, Reaction Conditions 5 α α 4. C (i)C (i), m = 4, (Z), n = 5 cyclizations 6 α α 5. C (i)C (i+1), m = 4, (Z)/H , n = 8 cyclizations 6 2 6. Cα(i)N(i+1), m = 4-6, (Z), n = 7-9 cyclizations 7 7. Cα(i)CO(i+1), m = 10, H , n = 15 cyclizations 8 2 8. Cα α
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