Abstract
The structures of 12 new "enantiomeric"-like abyssomicin metabolites (abyssomicins M-X) from Streptomyces sp. LC-6-2 are reported. Of this set, the abyssomicin W (11) contains an unprecedented 8/6/6/6 tetracyclic core, while the bicyclic abyssomicin X (12) represents the first reported naturally occurring linear spirotetronate. Metabolite structures were determined based on spectroscopic data and X-ray crystallography, and Streptomyces sp. LC-6-2 genome sequencing also revealed the corresponding putative biosynthetic gene cluster.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Bridged Bicyclo Compounds, Heterocyclic / chemistry
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Bridged Bicyclo Compounds, Heterocyclic / isolation & purification*
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Coal
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Crystallography, X-Ray
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Molecular Conformation
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Molecular Structure
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Multigene Family
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Nuclear Magnetic Resonance, Biomolecular
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Spiro Compounds / chemistry
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Spiro Compounds / isolation & purification*
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Streptomyces / chemistry*
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Streptomyces / genetics
Substances
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Bridged Bicyclo Compounds, Heterocyclic
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Coal
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Spiro Compounds