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Guttiferic acid, a novel rearrangement product from minor chromenoxanthone pigments of Garcinia morella Desr.
Author(s) -
Rajagopal Rao D.,
Gurudutt K. N.,
Mamatha S.,
Mohan Rao L. J.
Publication year - 2007
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.2011
Subject(s) - chemistry , pigment , stereochemistry , organic chemistry
Morellic and isomorellic acids (2 and 3), present in the seed coat as well as resinous exudate of Garcinia morella Desr., are geometric isomers and structurally related to morellin (1), the major chromenoxanthone pigment. Both form crystalline complexes with pyridine and afford guttiferic acid (7), a novel skeletal rearrangement product, when heated with mild alkali. Structure of the latter has been deduced mainly by a comparative study of 1 H and 13 C NMR spectra of methyl morellate (5), methyl‐ O ‐methyl morellate (6), guttiferic acid (7) and dimethyl guttiferate (8). Copyright © 2007 John Wiley & Sons, Ltd.