The structure of palominol by interpretation of two-dimensional NMR shift correlation experiments: isolation and structure determination of isopalominol.
The dolabellane diterpenoid palominol [1] was reisolated from the Caribbean gorgonian Eunicea laciniata and subjected to a total structural assignment through the application of several 2D nmr techniques that included COSY, ROESY, INADEQUATE, HMQC, and proton-detected long-range heteronuclear chemical shift correlation (HMBC). The revised structure of palominol proposed by Shin and Fenical was rigorously confirmed by these methods. The unequivocal assignments of the 1H- and 13C-nmr spectra of palominol are reported. A new diterpenoid, isopalominol [5], also of the dolabellane class, has been isolated from the same specimen of Eu. laciniata and its structure defined by combined spectral and chemical methods.
Rodríguez
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AD
University of Puerto Rico, Department of Chemistry, Río Piedras 00931-3346.
Acosta
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AL
Dhasmana
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H
D000818:Animals; D002460:Cell Line; D003063:Cnidaria / Q000737:chemistry*; D004224:Diterpenes / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D014407:Tumor Cells, Cultured
D004224:Diterpenes; C085159:palominol; C085160:isopalominol