Total synthesis of natural products with antimicrobial activity / Andrew Giltrap.

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Total synthesis of natural products with antimicrobial activity / Andrew Giltrap.

9789811088063 (electronic book)
9811088063 (electronic book)
9789811088056
9811088055

Singapore : Springer, 2018.

English

1 online resource (xxiv, 268 pages) : illustrations.

10.1007/978-981-10-8806-3 doi

QD375

615.7/92

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.

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