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Mass spectrometry and structure elucidation of 15‐palmitoyl‐ and 15‐oleylsolamin, the first known fatty acid esters of acetogenins from Annona muricata L.
Author(s) -
Gleye Christophe,
Laurens Alain,
Hocquemiller Reynald,
Faucheur Nathalie,
Serani Laurent,
Laprévote Olivier
Publication year - 1998
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(19980831)12:16<1051::aid-rcm283>3.0.co;2-2
Subject(s) - chemistry , annona muricata , acetogenin , mass spectrometry , annonaceae , electrospray ionization , tandem mass spectrometry , chromatography , electrospray mass spectrometry , electrospray , stereochemistry , medicine , traditional medicine , horticulture , biology
Separation of the less polar fractions of a methanol extract of Annona muricata L. seeds (Annonaceae) led to the purification of two new metabolites 1 and 2 in admixture. The identification of the main structural features of the isolated compounds was obtained from the NMR data whereas the characterization and localization of the different groups on the acetogenin alkyl chain was achieved by using mass spectrometry. Various methods including positive and negative electrospray ionization, liquid‐secondary ion mass spectrometry and tandem mass spectrometry were necessary for identifying 1 and 2 as 15‐palmitoylsolamin and 15‐oleylsolamin, respectively. © 1998 John Wiley & Sons, Ltd.

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