Niphateolide A: isolation from the marine sponge Niphates olemda and determination of its absolute configuration by an ECD analysis
2015
Abstract A diterpene with a new skeleton, niphateolide A ( 1 ), was isolated from the marine sponge, Niphates olemda , as an inhibitor of the p53-Hdm2 interaction. Its structure was elucidated by NMR spectroscopy and its absolute configuration was established as 10 R , 11 R by ECD at the vacuum-ultraviolet region with a theoretical calculation. Compound 1 was observed as an inseparable stereoisomeric mixture at C-17 and an ECD analysis was subsequently performed by adopting a virtual equilibrium between the simplified two forms, 10 R ,11 R ,17 R - and 10 R ,11 R ,17 S - 1a , in which the calculated ECD spectra were correctively integrated with the theoretically-derived internal and free energies.
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