title: The leupyrrins: a structurally unique family of secondary metabolites from the myxobacterium Sorangium cellulosum.
abstract: The structurally unique leupyrrins A1 (1), A2 (2), B1 (3), B2 (4), C (5), and D (6) were isolated as one of three groups of secondary metabolites from Sorangium cellulosum strains So ce705 and So ce690. An unusually substituted gamma-butyrolactone ring and pyrrole and oxazoline rings are embedded in a nonsymmetric macrodiolide core structure, giving rise to compounds 1-6 as members of a novel class of secondary metabolites. Leupyrrin A1 (1) shows good biological activity against various fungi and eukaryotic cells.
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002478:Cells, Cultured / Q000187:drug effects; D005347:Fibroblasts / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D007558:Italy; D051379:Mice; D015394:Molecular Structure; D009231:Myxococcales / Q000737:chemistry* / Q000378:metabolism; D019906:Nuclear Magnetic Resonance, Biomolecular; D010080:Oxazoles / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011758:Pyrroles / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D010080:Oxazoles; D011758:Pyrroles; C481579:leupyrrin A1; D015107:4-Butyrolactone