A short and efficient synthesis of resormycin, a metabolite of Streptomyces platensis MJ953-SF5 with herbicidal and antifungal activity, is described. The key step in our synthetic approach is a late-stage stereospecific dehydration of a β-hydroxy amino acid to install the Z -olefin. Because of the modular nature of the synthesis, access to analogues for biological evaluation is readily available.

Synthesis of the Tripeptide Antibiotic Resormycin / R.D. Kaduskar, A. Pinto, L. Scaglioni, L. Musso, S. Dallavalle. - In: SYNTHESIS. - ISSN 0039-7881. - 49:24(2017), pp. 5351-5356.

Synthesis of the Tripeptide Antibiotic Resormycin

R.D. Kaduskar;A. Pinto;L. Scaglioni;L. Musso;S. Dallavalle
2017

Abstract

A short and efficient synthesis of resormycin, a metabolite of Streptomyces platensis MJ953-SF5 with herbicidal and antifungal activity, is described. The key step in our synthetic approach is a late-stage stereospecific dehydration of a β-hydroxy amino acid to install the Z -olefin. Because of the modular nature of the synthesis, access to analogues for biological evaluation is readily available.
Streptomyces; antifungal agents; tripeptides; natural products; amino acids; total synthesis
Settore CHIM/08 - Chimica Farmaceutica
Settore CHIM/06 - Chimica Organica
2017
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/544985
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