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Two‐dimensional NMR studies of marine natural products. IV. Isolation of the cembranoid diterpene jeunicin from the mollusc planaxis sulcatus : Assignment of the proton and carbon NMR spectra by two‐dimensional techniques
Author(s) -
Sanduja Radhika,
Linz Gary S.,
Alam Maktoob,
Weinheimer Alfred J.,
Martin Gary E.,
Ezell Edward L.
Publication year - 1986
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570230244
Subject(s) - chemistry , diterpene , homonuclear molecule , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , carbon 13 nmr , molecule , organic chemistry
Numerous cembranoic diterpenes have been isolated from marine gorgonians and terrestrial plants. There have, however, been only a few reports of the isolation and identification of these interesting compounds from higher animal sources. The isolation of the oxo‐bridged cembranoid diterpene jeunicin from the mollusc Planaxis sulcatus is reported. A comparative discussion of the utility of COSY, homonuclear RELAY (relayed COSY) and proton double quantum coherence techniques is presented, the latter successfully establishing the identities of all of the proton resonances. Acquisition of a two‐dimensional proton‐carbon chemical shift correlation spectrum provided the means of unequivocally establishing 13 C resonance assignments.