1.

Record Nr.

UNINA9910298585803321

Autore

Giltrap Andrew

Titolo

Total Synthesis of Natural Products with Antimicrobial Activity / / by Andrew Giltrap

Pubbl/distr/stampa

Singapore : , : Springer Singapore : , : Imprint : Springer, , 2018

ISBN

981-10-8806-3

Edizione

[1st ed. 2018.]

Descrizione fisica

1 online resource (XXIV, 268 p. 144 illus., 59 illus. in color.)

Collana

Springer Theses, Recognizing Outstanding Ph.D. Research, , 2190-5053

Disciplina

615.19

Soggetti

Medicinal chemistry

Medical biochemistry

Drug resistance

Medicinal Chemistry

Medical Biochemistry

Drug Resistance

Lingua di pubblicazione

Inglese

Formato

Materiale a stampa

Livello bibliografico

Monografia

Nota di contenuto

Introduction -- Total Synthesis of Teixobactin -- Synthesis of Deshydroxy Skyllamycins A-C -- Total Synthesis of Skyllamycins A-C -- Experimental.

Sommario/riassunto

This thesis focuses on the development of efficient and scalable total syntheses of natural products that can be used as preferred scaffolds for anti-infective drug discovery. It describes the total synthesis of two classes of antimicrobial non-ribosomal peptides (NRPs) – teixobactin and the skyllamycins – with subsequent biological evaluation. The first part describes the first total synthesis of teixobactin by means of a solid-phase peptide synthesis-macrolactamisation approach, yielding a synthetic natural product that can combat a number of clinically relevant Gram-positive bacterial pathogens. The second part describes the first total synthesis of skyllamycins A-C, a family of structurally complex cyclic NRPs, which inhibit the growth of the Pseudomonas aeruginosa biofilms that are responsible for significant mortality among cystic fibrosis patients.