Abstract

We report the production, isolation, and characterization of jadomycins with seven-, nine-, and ten-membered E-rings, all of which are unique natural product ring scaffolds. This significantly expands the scope of a non-enzymatic biosynthetic step in jadomycin biosynthesis in order to produce novel natural products.

Highlights

  • Isolation, and characterization of jadomycins with seven, nine, and ten-membered E-rings, all of which are unique natural product ring scaffolds

  • This significantly expands the scope of a non-enzymatic biosynthetic step in jadomycin biosynthesis in order to produce novel natural products

  • From the initial discovery of jadomycin A8 and the glycosylated jadomycin B,9 over twenty-five jadomycins have been isolated.[10,11]. This has been accomplished through the exploitation of a unique non-enzymatic step in the type II polyketide synthase (PKS) biosynthetic pathway (Scheme 1),[12,13,14] leading to the expansion of the jadomycin library through the incorporation of differing amino acids[10] and subsequent chemical derivatization of chemoselective handles.[15,16]

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Summary

Introduction

Jadomycins, put a bigger ring in it: isolation of seven- to ten-membered ring analogues† Isolation, and characterization of jadomycins with seven-, nine-, and ten-membered E-rings, all of which are unique natural product ring scaffolds. This significantly expands the scope of a non-enzymatic biosynthetic step in jadomycin biosynthesis in order to produce novel natural products.

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