Coprismycins A and B, neuroprotective phenylpyridines from the dung beetle-associated bacterium, Streptomyces sp

• Published in: Bioorganic & medicinal chemistry letters Vol. 21; no. 19; pp. 5715 - 5718
• Main Authors: Kim, Seong-Hwan, Ko, Hyeonseok, Bang, Hea-Son, Park, Seon-Hui, Kim, Dong-Gyu, Kwon, Hak Cheol, Kim, Sun Yeou, Shin, Jongheon, Oh, Dong-Chan
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01.10.2011; Elsevier
• Subjects: 1-Methyl-4-phenylpyridinium - toxicity; Animals; Applied microbiology; Bacteria; Biological and medical sciences; Cell Line, Tumor; Cell Survival; chemistry; Coleoptera - microbiology; Copris; Copris tripartitus; Dopamine - metabolism; Drug Discovery; Dung beetle; dung beetles; feces; Fundamental and applied biological sciences. Psychology; Microbiology; Miscellaneous; Molecular Structure; Neuroblastoma; Neuroprotective activity; Neuroprotective Agents - chemistry; Neuroprotective Agents - isolation & purification; Neuroprotective Agents - pharmacology; Neuroprotective Agents - toxicity; neuroprotective effect; neurotoxicity; Neurotoxicity Syndromes - drug therapy; Neurotoxicity Syndromes - prevention & control; nuclear magnetic resonance spectroscopy; Oximes - chemistry; Oximes - isolation & purification; Oximes - pharmacology; Oximes - toxicity; Parkinsonian Disorders - drug therapy; Parkinsonian Disorders - prevention & control; Phenylpyridine; Pyridines - chemistry; Pyridines - isolation & purification; Pyridines - pharmacology; Pyridines - toxicity; Streptomyces; Streptomyces - chemistry; Neuroprotective activity; Copris tripartitus; Streptomyces; Dung beetle; Phenylpyridine; Coleoptera; Insecta; Oxime; Neuroblastoma; Pyridine derivatives; Actinomycetales; Bacterium; Bacteria; Aromatic compound; Tumor cell; Human; Streptomycetaceae; Neuroprotective agent; In vitro; Biological activity; Cell line; Microbial origin; Arthropoda; Isolation; Actinomycetes; Invertebrata; Structural analysis
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2011.08.023

Two new phenylpyridines, named coprismycins A and B ( 1 and 2), and previously reported dipyridines ( 3– 6) were isolated from a culture of Streptomyces sp. associated with the dung beetle, Copris tripartitus. The structures of the coprismycins ( 1 and 2) were elucidated by the analysis of 1D and 2D NMR spectra and mass, UV, and IR spectra. Coprismycins A-B ( 1 and 2) and dipyridines ( 5 and 6) displayed comparable neuroprotective effects against MPP + (1-methyl-4-phenylpyrimidium)-induced neurotoxicity in neuroblastoma SH-SY5Y cells.