Preparation of penta-azole containing cyclopeptides: challenges in macrocyclization

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RECERCAT Home > Universitat de Barcelona > Farmacologia, Toxicologia i Química Terapèutica > Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) > View document

To access the full text documents, please follow this link: http://hdl.handle.net/2445/55267

dc.contributor	Universitat de Barcelona
dc.contributor.author	Hernández Romero, Delia
dc.contributor.author	Riego, Estela
dc.contributor.author	Francesch, Andrés
dc.contributor.author	Cuevas, Carmen
dc.contributor.author	Albericio Palomera, Fernando
dc.contributor.author	Álvarez Domingo, Mercedes
dc.date	2014-06-27T08:22:41Z
dc.date	2014-06-27T08:22:41Z
dc.date	2007-07-10
dc.date	2014-06-27T08:22:41Z
dc.identifier.citation	0040-4020
dc.identifier.citation	555878
dc.identifier.uri	http://hdl.handle.net/2445/55267
dc.format	9 p.
dc.format	application/pdf
dc.language.iso	eng
dc.publisher	Elsevier B.V.
dc.relation	Versió postprint del document publicat a: http://dx.doi.org/10.1016/j.tet.2007.06.103
dc.relation	Tetrahedron, 2007, vol. 63, num. 39, p. 9862-9870
dc.relation	http://dx.doi.org/10.1016/j.tet.2007.06.103
dc.rights	(c) Elsevier B.V., 2007
dc.rights	info:eu-repo/semantics/openAccess
dc.subject	Productes naturals
dc.subject	Pèptids
dc.subject	Síntesi orgànica
dc.subject	Compostos heterocíclics
dc.subject	Natural products
dc.subject	Peptides
dc.subject	Organic synthesis
dc.subject	Heterocyclic compounds
dc.title	Preparation of penta-azole containing cyclopeptides: challenges in macrocyclization
dc.type	info:eu-repo/semantics/article
dc.type	info:eu-repo/semantics/acceptedVersion
dc.description.abstract	Herein is described the synthesis of several analogs of the natural product IB-01211 from concatenated azoles, via a biomimetic pathway based on cyclization-oxidation of serine containing peptides combined with the Hantzsch synthesis. The macrocyclization of rigid peptide compounds 1 and 2 to give IB-01211 and its epimer 12b was explored, and the results are compared here to those previously obtained for the macrocyclization of more flexible structures in the syntheses of YM-216391, telomestatin, and IB-01211. Lastly, the preliminary results of anti-tumor activity screening of the synthesized analogs are discussed.

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