Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 9, Pages 3131-3138Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo102585k
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Funding
- KAKENHI [22404006]
- Global COE Program for Chemistry Innovation
- University of Tokyo
- Circle for the promotion of science and Engineering
- Grants-in-Aid for Scientific Research [22404006] Funding Source: KAKEN
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A polyoxy linear carbon chain compound, prorocentrol (1), was isolated from cultured cells of the dinoflagellate Prorocentrum hoffmannianum, which produces a polyether carboxylic acid, okadaic acid. The structure of 1 was elucidated by detailed analyses of 2D NMR spectra. Compound 1 possesses 30 hydroxy groups, 1 ketone, and 8 double bonds on the C65-linear carbon chain. Its partial relative configuration was deduced by the proton-proton and long-range carbon - proton coupling constants, and compound 1 showed moderate cytotoxicity and antidiatom activity.
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