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Pure Appl. Chem., 1986, Vol. 58, No. 2, pp. 295-304

http://dx.doi.org/10.1351/pac198658020295

Synthesis of cyclopeptides from plants, fungi and sea animals

U. Schmidt

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  • Guo Jun-xiang, Wu Wei-feng, Zhang Chun-mei, Yang Gen-jin, Xu Ming Juan, Hu Hong-gang: First total synthesis of antifungal cyclopeptide tunicyclin d by a solid-phase method. Chem Nat Compd 2012, 48, 447. <http://dx.doi.org/10.1007/s10600-012-0270-9>
  • Shanmugavasan A., Vaitheeswaran K.S.R., Ramachandran T.: Design and development of pyrolyser to extract medicinal oil from the stem of Ziziphus jujuba. APPL PYROLYSIS 2011, 92, 176. <http://dx.doi.org/10.1016/j.jaap.2011.05.016>
  • Loiseau Nicolas, Cavelier Florine, Noel Jean-Pierre, Gomis Jean-Marie: High yield synthesis of tentoxin, a cyclic tetrapeptide. J Peptide Sci 2002, 8, 335. <http://dx.doi.org/10.1002/psc.393>
  • Haas Katharina, Ponikwar Werner, Nöth Heinrich, Beck Wolfgang: Einfache Synthese von cyclischen Tetrapeptiden aus nichtaktivierten Peptidestern an Metallzentren. Angew Chem 1998, 110, 1200. <http://dx.doi.org/10.1002/(SICI)1521-3757(19980420)110:8<1200::AID-ANGE1200>3.0.CO;2-3>
  • Alsina Jordi, Rabanal Francesc, Chiva Cristina, Giralt Ernest, Albericio Fernando: Active carbonate resins: Application to the solid-phase synthesis of alcohol, carbamate and cyclic peptides. Tetrahedron 1998, 54, 10125. <http://dx.doi.org/10.1016/S0040-4020(98)00606-1>
  • Gournelis Dimitris C., Laskaris Gregory G., Verpoorte Robert: Cyclopeptide alkaloids. Nat Prod Rep 1997, 14, 75. <http://dx.doi.org/10.1039/np9971400075>
  • Seebach Dieter, Bezençon Olivier, Jaun Bernhard, Pietzonka Thomas, Matthews Jennifer L., Kühnle Florian N. M., Schweizer W. Bernd: FurtherC-Alkylations of Cyclotetrapeptidesvia Lithium and Phosphazenium (P4) Enolates: Discovery of a New Conformation. HCA 1996, 79, 588. <http://dx.doi.org/10.1002/hlca.19960790303>
  • Seebach Dieter, Overhand Mark, Kühnle Florian N. M., Martinoni Bruno, Oberer Lukas, Hommel Ulrich, Widmer Hans: β-Peptides: Synthesis byArndt-Eistert homologation with concomitant peptide coupling. Structure determination by NMR and CD spectroscopy and by X-ray crystallography. Helical secondary structure of a β-hexapeptide in solution and its stability towards pepsin. HCA 1996, 79, 913. <http://dx.doi.org/10.1002/hlca.19960790402>
  • Alsina Jordi, Rabanal Francesc, Giralt Ernest, Albericio Fernando: Solid-phase synthesis of “head-to-tail” cyclic peptides via lysine side-chain anchoring. Tetrahetron Lett 1994, 35, 9633. <http://dx.doi.org/10.1016/0040-4039(94)88531-1>
  • Miller Scott A., Griffiths Sian L., Seebach Dieter: C-Alkylation of Sarcosine Residues in Cyclic Tetrapeptidesvia Lithium Enlates. HCA 1993, 76, 563. <http://dx.doi.org/10.1002/hlca.19930760138>
  • Kates Steven A., Solé Nuria A., Johnson Charles R., Hudson Derek, Barany George, Albericio Fernando: A novel, convenient, three-dimensional orthogonal strategy for solid-phase synthesis of cyclic peptides. Tetrahetron Lett 1993, 34, 1549. <http://dx.doi.org/10.1016/0040-4039(93)85003-F>
  • Singh Usha, Ghosh Sunil K., Chadha Mohindra S., Mamdapur Vasant R.: A new convenient approach to peptide synthesis using a diselenide and a phosphine. Tetrahetron Lett 1991, 32, 255. <http://dx.doi.org/10.1016/0040-4039(91)80869-8>
  • Meng Qingchang, Hesse Manfred: Synthetic approaches toward glidobamine, the core structure of the glidobactin antibiotics. Tetrahedron 1991, 47, 6251. <http://dx.doi.org/10.1016/S0040-4020(01)86557-1>
  • Bredenkamp Martin W., Holzapfel Cedric W., van Zyl Wynand J.: The synthesis and analysis of the conformation in solution of the dolastatin 3 diastereomer cyclo[-L-Pro-L-Leu-D-(Gln)Thz-(Gly)Thz-L-Val-]. Liebigs Ann Chem 1990, 1990, 871. <http://dx.doi.org/10.1002/jlac.1990199001163>
  • Holzapfel Cedric W., van Zyl Wynand J., Roos Marita: The synthesis and conformation in solution of cyclo[L-pro-L-leu-(gln)thz-(gly)thz-L-val] (dolastatin 3). Tetrahedron 1990, 46, 649. <http://dx.doi.org/10.1016/S0040-4020(01)85446-6>
  • Ginzel Klaus-Dieter, Brungs Peter, Steckhan Eberhard: Indirect electrochemical α-methoxylation of -acyl and -carboalkoxy α-amino acid esters and application as cationic glycine equivalents. Tetrahedron 1989, 45, 1691. <http://dx.doi.org/10.1016/S0040-4020(01)80034-X>
  • Shute Richard E., Kawai Megumi, Rich Daniel H.: Conformationally constrained biologically active peptides: tentative identification of the antimitogenic bioactive confomer of the naturally occurring cyclic tetrapeptides. Tetrahedron 1988, 44, 685. <http://dx.doi.org/10.1016/S0040-4020(01)86109-3>
  • Stezowski John J., W. Pöhlmann Heinz, Haslinger Ernst, Kalchhauser Hermann, Schmidt Ulrich, Pozollia Bernd: The conformation of cyclo[l-pro-l-leu-l-val-(gly)thz-(gly)thz], a dolastatin 3 analog, in the crystalline and solution states. Tetrahedron 1987, 43, 3923. <http://dx.doi.org/10.1016/S0040-4020(01)81674-4>