Abstract
Nine new compounds, tris-aromatic furanones (1, 2, 3a, 3b, and 4) and related bis-aromatic diesters (5a, 5b, 6a, and 6b), are described from the ascidian Synoicum sp. collected off the coast of Chuja-do, Korea. The structures of these compounds, designated as cadiolides E and G-I (1-4) and synoilides A and B (5 and 6), were determined by extensive spectroscopic analyses. The absolute configuration at the asymmetric center of cadiolide G (2) was assigned by ECD analysis. Of these new compounds, cadiolide I and the synoilides possess unprecedented carbon skeletons. Several of these compounds exhibited significant inhibition against diverse bacterial strains as well as moderate inhibition against the enzymes sortase A, isocitrate lyase, and Na(+)/K(+)-ATPase.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aminoacyltransferases / antagonists & inhibitors
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Animals
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Bacterial Proteins / antagonists & inhibitors
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Cysteine Endopeptidases
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Drug Screening Assays, Antitumor
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Esters
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Furans / chemistry
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Furans / isolation & purification*
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Furans / pharmacology
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Hydrocarbons, Brominated / chemistry
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Hydrocarbons, Brominated / isolation & purification*
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Hydrocarbons, Brominated / pharmacology
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Isocitrate Lyase / antagonists & inhibitors
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Microbial Sensitivity Tests
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Molecular Structure
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Republic of Korea
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Sodium-Potassium-Exchanging ATPase / antagonists & inhibitors
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Staphylococcus aureus / drug effects
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Urochordata / chemistry
Substances
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Bacterial Proteins
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Esters
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Furans
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Hydrocarbons, Brominated
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Aminoacyltransferases
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sortase A
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Cysteine Endopeptidases
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Isocitrate Lyase
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Sodium-Potassium-Exchanging ATPase