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Concerted use of homo‐ and heteronuclear 2D NMR in the elucidation of the structure of a novel pentaester of 19‐hydroxyingol from Euphorbia marginata seeds
Author(s) -
Branch Sarah K.,
Rowan Michael G.
Publication year - 1992
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260300710
Subject(s) - heteronuclear molecule , chemistry , two dimensional nuclear magnetic resonance spectroscopy , diterpene , stereochemistry , hydroxymethyl , nuclear magnetic resonance spectroscopy
Abstract Homo‐ and heteronuclear 2D NMR techniques were used to elucidate the structure of a novel pentaester of 19‐hydroxyingol from Euphorbia marginata seeds. The diterpene skeleton was identified by 1 H 1D and 2D COSY spectra. Heteronuclear 2D 13 C 1 H shift correlation spectroscopy was used to assign the 13 C signals. The position of the esterified hydroxymethyl group at C‐10 was identified by NOE difference spectroscopy. The nature of the five ester groups and their corresponding positions on the diterpene skeleton were identified by a combination of long‐range 2D 13 C 1 H correlation experiments and 13 C spectra with 1 H selective decoupling.