Teixobactin as a scaffold for unlimited new antimicrobial peptides: SAR study

Shimaa A H Abdel Monaim; Yahya E Jad; Ayman El-Faham; Beatriz G de la Torre; Fernando Albericio

doi:10.1016/j.bmc.2017.09.040

Teixobactin as a scaffold for unlimited new antimicrobial peptides: SAR study

Bioorg Med Chem. 2018 Jun 1;26(10):2788-2796. doi: 10.1016/j.bmc.2017.09.040. Epub 2017 Sep 30.

Authors

Shimaa A H Abdel Monaim¹, Yahya E Jad¹, Ayman El-Faham², Beatriz G de la Torre³, Fernando Albericio⁴

Affiliations

¹ Catalysis and Peptide Research Unit, School of Health Sciences, University of KwaZulu-Natal, Durban 4001, South Africa.
² Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia; Chemistry Department, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 12321, Egypt.
³ Catalysis and Peptide Research Unit, School of Health Sciences, University of KwaZulu-Natal, Durban 4001, South Africa; KRISP, College of Health Sciences, University of KwaZulu-Natal, Durban 4001, South Africa. Electronic address: garciadelatorreb@ukzn.ac.za.
⁴ Catalysis and Peptide Research Unit, School of Health Sciences, University of KwaZulu-Natal, Durban 4001, South Africa; Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia; School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa; Department of Organic Chemistry, University of Barcelona, Barcelona 08028, Spain; CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, Barcelona 08028, Spain. Electronic address: albericio@ukzn.ac.za.

PMID: 29029900
DOI: 10.1016/j.bmc.2017.09.040

Abstract

It looks that a new era of antimicrobial peptides (AMPs) started with the discovery of teixobactin, which is a "head to side-chain" cyclodepsipeptide. It was isolated from a soil gram-negative b-proteobacteria by means of a revolutionary technique. Since there, several groups have developed synthetic strategies for efficient synthesis of this peptide and its analogues as well. Herein, all chemistries reported as well as the biological activity of the analogues are analyzed. Finally, some inputs regarding new trends for the next generation of analogues are discussed.

Keywords: Antimicrobial resistance; Cyclic peptide; Depsipeptide; Gram-positive bacteria; Solid-phase peptide synthesis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Infective Agents / chemical synthesis
Anti-Infective Agents / chemistry*
Anti-Infective Agents / pharmacology*
Depsipeptides / chemical synthesis
Depsipeptides / chemistry*
Depsipeptides / pharmacology*
Gram-Negative Bacteria / chemistry
Gram-Positive Bacteria / drug effects
Gram-Positive Bacterial Infections / drug therapy
Humans
Microbial Sensitivity Tests
Proteobacteria / chemistry
Soil Microbiology
Solid-Phase Synthesis Techniques / methods
Structure-Activity Relationship

Substances

Anti-Infective Agents
Depsipeptides
teixobactin