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Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents.

ABSTRACT: The synthesis and antibacterial activity of two new highly truncated derivatives of the natural product abyssomicin C are reported. This work outlines the limits of structural truncation of the natural product and consequently provides insights for further structure-activity relationship studies towards novel antibiotics targeting 4-amino-4-deoxychorismate (ADC) synthase. Specifically, it is demonstrated that the synthetically challenging bicyclic motif is essential for activity towards methicillin-resistant Staphylococcus aureus (MRSA).

SUBMITTER: Monjas L

PROVIDER: S-EPMC6633193 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents.

Monjas Leticia L Fodran Peter P Kollback Johanna J Cassani Carlo C Olsson Thomas T Genheden Maja M Larsson D G Joakim DGJ Wallentin Carl-Johan CJ

Beilstein journal of organic chemistry 20190702

The synthesis and antibacterial activity of two new highly truncated derivatives of the natural product abyssomicin C are reported. This work outlines the limits of structural truncation of the natural product and consequently provides insights for further structure-activity relationship studies towards novel antibiotics targeting 4-amino-4-deoxychorismate (ADC) synthase. Specifically, it is demonstrated that the synthetically challenging bicyclic motif is essential for activity towards methicil ...[more]

PMID: 31354863

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