title: Sulfangolids, macrolide sulfate esters from Sorangium cellulosum.
abstract: Sulfangolids are the first sulfate ester containing secondary metabolites from myxobacteria. The metabolites 1-4 and the structurally related kulkenon (5) were isolated from different strains of the species Sorangium cellulosum. In the course of isolation all metabolites proved to be rather sensitive due to their conjugated double bond systems and the strong acidic nature of the sulfate ester in sulfangolids. The relative configuration of sulfangolid C (3) was assigned by extensive 1D and 2D NMR analysis and molecular modelling. In addition, the biosynthesis of 3 was studied by feeding experiments.
authors.affiliation: Mikrobielle Wirkstoffe, Helmholtz Zentrum für Infektionsforschung, Inhoffenstrasse 7, 38124 Braunschweig, Germany.
authors.forename: Wiebke
authors.initials: W
authors.lastname: Zander
authors.forename: Herbert
authors.initials: H
authors.lastname: Irschik
authors.forename: Hermann
authors.initials: H
authors.lastname: Augustiniak
authors.forename: Martina
authors.initials: M
authors.lastname: Herrmann
authors.forename: Rolf
authors.initials: R
authors.lastname: Jansen
authors.forename: Heinrich
authors.initials: H
authors.lastname: Steinmetz
authors.forename: Klaus
authors.initials: K
authors.lastname: Gerth
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Kessler
authors.forename: Markus
authors.initials: M
authors.lastname: Kalesse
authors.forename: Gerhard
authors.initials: G
authors.lastname: Höfle
authors.forename: Rolf
authors.initials: R
authors.lastname: Müller
mesh_terms: D001688:Biological Products / Q000737:chemistry / Q000302:isolation & purification*; D002176:Candida albicans / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D009231:Myxococcales / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D012568:Schizosaccharomyces / Q000187:drug effects; D013463:Sulfuric Acid Esters / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D001688:Biological Products; D018942:Macrolides; D013463:Sulfuric Acid Esters