Studies on macrocyclic lactone antibiotics. VII. Structure of a phytotoxin "rhizoxin" produced by Rhizopus chinensis.
A new 16-membered macrolide designated as rhizoxin was isolated as a toxin produced by Rhizopus chinensis, the causal agent of rice seedling blight . The skeletal structure was determined by detailed NMR spectroscopic investigation of this compound and of its derivatives. Rhizoxin induced at a concentration of 10 ng/ml abnormal swelling of rice seedling roots, which is one of the characteristic symptoms of this disease. This compound also exhibited potent antifungal activity but little effect against bacteria.
D000880:Anthraquinones / Q000302:isolation & purification / Q000633:toxicity; D000935:Antifungal Agents / Q000302:isolation & purification*; D055598:Chemical Phenomena; D002621:Chemistry; D004353:Drug Evaluation, Preclinical; D005658:Fungi / Q000187:drug effects; D007783:Lactones / Q000302:isolation & purification / Q000633:toxicity; D018942:Macrolides; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D012233:Rhizopus / Q000254:growth & development*
D000880:Anthraquinones; D000935:Antifungal Agents; D007783:Lactones; D018942:Macrolides; C041444:oxanthromicin; C041443:rhizoxin