Total Synthesis of the Four Stereoisomers of Cyclo(l-Trp-l-Arg) Raises Uncertainty of the Structures of the Natural Products and Invalidates Their Promising Antimicrobial Activities.

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Title

Total Synthesis of the Four Stereoisomers of Cyclo(l-Trp-l-Arg) Raises Uncertainty of the Structures of the Natural Products and Invalidates Their Promising Antimicrobial Activities.

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The University of Auckland Library

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Description

New therapeutic options to combat the growing incidence of antimicrobial resistance are urgently needed. A 2015 publication reported the isolation and biological evaluation of two diketopiperazine natural products, cyclo(l-Trp-l-Arg) (CDP 2) and cyclo(d-Trp-d-Arg) (CDP 3), from an Achromobacter sp. bacterium, finding that the latter metabolite in particular exhibited strong antibacterial activity towards a range of wound-related microorganisms and could synergize the action of ampicillin. Int...

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Format

Research paper

Research format

Journal article

Date created

2022-09-12

Creator

Chen, Dan / Park, Daniel J / Cadelis, Melissa M / Douafer, Hana / Bourguet-Kondracki, Marie Lise / Brunel, Jean Michel / Copp, Brent R

URL

https://hdl.handle.net/2292/61929

Related subjects

Gram-Negative Bacteria / Gram-Positive Bacteria / Ampicillin / Peptides, Cyclic / Dipeptides / Cytidine Diphosphate / Biological Products / Anti-Infective Agents / Anti-Bacterial Agents / Microbial Sensitivity Tests / Uncertainty / Stereoisomerism / Diketopiperazines / antibiotic enhancement / antimicrobial / cyclo(Trp-Arg) / diketopiperazine / natural product / structure revision / synthesis / Infectious Diseases / Antimicrobial Resistance / Emerging Infectious Diseases / Infection / 0304 Medicinal and Biomolecular Chemistry / 0305 Organic Chemistry / 0307 Theoretical and Computational Chemistry

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