Enteridinines A and B from slime mold Enteridium lycoperdon

• Published in: Phytochemistry (Oxford) 2004-02, Vol.65 (4), p.455-462
• Main Authors: Řezanka, Tomáš, Dvořáková, Radmila, Hanuš, Lumı́r O., Dembitsky, Valery M.
• Format: Article
• Language: English
• Subjects: Anti-Bacterial Agents - biosynthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Antifungal Agents - chemistry; Antifungal Agents - isolation & purification; Antifungal Agents - metabolism; Antifungal Agents - pharmacology; Biological and medical sciences; Carbohydrate Conformation; Carbohydrate Sequence; Chemical constitution; Deoxysugar esters; enteridinine A; enteridinine B; Enteridium lycoperdon; Fundamental and applied biological sciences. Psychology; Glycosides - biosynthesis; Glycosides - chemistry; Glycosides - isolation & purification; Glycosides - pharmacology; Microbial Sensitivity Tests; Molecular Sequence Data; Molecular Structure; Myxomycetes; Myxomycetes - chemistry; Nuclear Magnetic Resonance, Biomolecular; Plant physiology and development; Slime mold; Spiro Compounds - chemistry; Spiro Compounds - isolation & purification; Spiro Compounds - pharmacology; Spiro[5.5]undecane derivatives
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2003.09.020

Two novel deoxysugar esters, named enteridinines A and B, were isolated from the slime mold Enteridium lycoperdon. Their structures, including the absolute configurations of the hydroxyl and methyl groups, were determined by means of extensive spectroscopic data such as UV, IR, MS, 1D and 2D NMR spectra. Enteridinines A and B have unique structures containing 1,7-dioxaspiro[5.5]undecanes with an O-β- d-mycarosyl-(1→4)-β- d-olivosyl and an O-β- l-olivomycosyl-(1→4)-β- d-amicetosyl-(1→4)-β- l-digitoxosyl unit, respectively, and showed growth inhibitory activities against Gram positive bacteria. Two novel deoxysugar esters, named enteridinines A and B, were isolated from the slime mold Enteridium lycoperdon. They have structures containing 1,7-dioxaspiro[5.5]undecanes with deoxysugars and showed growth inhibitory activities against Gram positive bacteria.