Roseochelin B, an algaecidal natural product synthesized by the roseobacter phaeobacter inhibens in response to algal sinapic acid

Rurun Wang; Mohammad R. Seyedsayamdost

doi:10.1021/acs.orglett.7b02424

Roseochelin B, an algaecidal natural product synthesized by the roseobacter phaeobacter inhibens in response to algal sinapic acid

Rurun Wang, Mohammad R. Seyedsayamdost

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25 Scopus citations

Abstract

The secondary metabolome of the representative Roseobacter, Phaeobacter inhibens, was examined in response to algal sinapic acid. In addition to roseobacticides, sinapic acid induced the production of two new natural products, roseochelin A and B, which were characterized by NMR and X-ray crystallography. Functional assays showed that roseochelin B binds iron and is algaecidal against the algal host Emiliania huxleyi. It appears to be produced by a rarely observed combination of nonenzymatic and enzymatic transformations.

Original language	English (US)
Pages (from-to)	5138-5141
Number of pages	4
Journal	Organic letters
Volume	19
Issue number	19
DOIs	https://doi.org/10.1021/acs.orglett.7b02424
State	Published - Oct 6 2017

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.7b02424

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abstract = "The secondary metabolome of the representative Roseobacter, Phaeobacter inhibens, was examined in response to algal sinapic acid. In addition to roseobacticides, sinapic acid induced the production of two new natural products, roseochelin A and B, which were characterized by NMR and X-ray crystallography. Functional assays showed that roseochelin B binds iron and is algaecidal against the algal host Emiliania huxleyi. It appears to be produced by a rarely observed combination of nonenzymatic and enzymatic transformations.",

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AB - The secondary metabolome of the representative Roseobacter, Phaeobacter inhibens, was examined in response to algal sinapic acid. In addition to roseobacticides, sinapic acid induced the production of two new natural products, roseochelin A and B, which were characterized by NMR and X-ray crystallography. Functional assays showed that roseochelin B binds iron and is algaecidal against the algal host Emiliania huxleyi. It appears to be produced by a rarely observed combination of nonenzymatic and enzymatic transformations.

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Roseochelin B, an algaecidal natural product synthesized by the roseobacter phaeobacter inhibens in response to algal sinapic acid

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