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2007-07-10

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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/55267

Preparation of penta-azole containing cyclopeptides: challenges in macrocyclization

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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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http://dx.doi.org/10.1016/j.tet.2007.06.103

Subject

Productes naturals, Pèptids, Síntesi orgànica, Compostos heterocíclics

Subject (English)

Natural products, Peptides, Organic synthesis, Heterocyclic compounds

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Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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HERNÁNDEZ ROMERO, Delia, et al. Preparation of penta-azole containing cyclopeptides: challenges in macrocyclization. Tetrahedron. 2007. Vol. 63, num. 39, pags. 9862-9870. ISSN 0040-4020. [consulted: 13 of October of 2026]. Available at: https://hdl.handle.net/2445/55267

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