Cinnabaramides A−G: Analogues of Lactacystin and Salinosporamide from a Terrestrial Streptomycete
The cinnabaramides A−G (1−7) were isolated from a terrestrial strain of Streptomyces as potent and selective inhibitors of the human 20S proteasome. Their chemical and biological properties resemble those of salinosporamide A, a recently identified lead compound from an obligate marine actinomycete,...
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Published in | Journal of natural products (Washington, D.C.) Vol. 70; no. 2; pp. 246 - 252 |
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Main Authors | , , , , , , , , |
Format | Journal Article |
Language | English |
Published |
WASHINGTON
American Chemical Society
01.02.2007
Amer Chemical Soc American Society of Pharmacognosy |
Subjects | |
Online Access | Get full text |
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Summary: | The cinnabaramides A−G (1−7) were isolated from a terrestrial strain of Streptomyces as potent and selective inhibitors of the human 20S proteasome. Their chemical and biological properties resemble those of salinosporamide A, a recently identified lead compound from an obligate marine actinomycete, which is currently under development as an anticancer agent. Cinnabaramides F and G (6, 7) combine essential structural features of salinosporamide A and lactacystin and show about equal potency in vitro, with IC50 values in the 1 nM range. The properties and phylogenetic position of the producer organism, the production and isolation of compounds 1−7, their structure elucidation by MS and NMR, and their biological activities are reported. Additionally, an X-ray crystal structure was obtained from cinnabaramide A (1). |
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Bibliography: | ark:/67375/TPS-V685J4MV-X istex:5B1DA2348439BB02484E68C2DDF7CC3706F01FCC ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0163-3864 1520-6025 |
DOI: | 10.1021/np060162u |