Polyphenol and Ellagitannin Constituents of Jabuticaba (Myrciaria cauliflora) and Chemical Variability at Different Stages of Fruit Development.
A new ellagitannin named cauliflorin (1), seven known hydrolyzable tannins (2-8), and six known phenolics (9-14) were isolated from jabuticaba. Compounds 2-8 had not been previously isolated from M. cauliflora fruits. The jabuticaba fruit was analyzed at four developmental stages for ellagitannins 1, 3, 7, and 8, phenolic acids 11 and 12, anthocyanins, organic acids, and sugars via HPLC-UV-DAD and NMRq. The content of ellagitannins and organic acids declined during fruit development, whereas at full ripeness sugar and anthocyanin levels underwent a sharp increase and were mainly constituted by fructose and cyanidin-3-O-glucose, respectively. Ellagitannins' profile varied considerably among fruit tissues, with pedunculagin (3), castalagin (7), and vescalagin (8) mostly concentrated in jabuticaba seeds, whereas cauliflorin (1) and anthocyanins accumulated in the peels. Changes in jabuticaba's phenolic compound contents were mostly influenced by fruit part (peel, pulp, and seed) rather than by degree of ripeness.
Instituto de Química, Universidade Federal de Goiás , 74690-900, Goiânia, Goiás Brazil.
Luciane Dias
LD
Pereira
Instituto de Química, Universidade Federal de Goiás , 74690-900, Goiânia, Goiás Brazil.
João Marcos Gonçalves
JM
Barbosa
Núcleo de Pesquisas de Produtos Naturais, Centro de Ciências da Saúde, Universidade Federal do Rio de Janeiro , 21941-590, Rio de Janeiro, Rio de Janeiro, Brazil.
Antonio Jorge
http://orcid.org/0000-0002-7579-420X
AJ
Ribeiro da Silva
Instituto de Química, Universidade Federal de Goiás , 74690-900, Goiânia, Goiás Brazil.
Pedro Henrique
PH
Ferri
Instituto de Química, Universidade Federal de Goiás , 74690-900, Goiânia, Goiás Brazil.
Suzana Costa
http://orcid.org/0000-0002-5583-3128
SC
Santos
D002851:Chromatography, High Pressure Liquid; D005638:Fruit / Q000737:chemistry / Q000254:growth & development*; D047348:Hydrolyzable Tannins / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D027822:Myrtaceae / Q000737:chemistry* / Q000254:growth & development*; D059808:Polyphenols / Q000032:analysis*
D047348:Hydrolyzable Tannins; D059808:Polyphenols; C000619715:cauliflorin; C013515:ellagitannin
HPLC-DAD; Myrciaria cauliflora; NMR; anthocyanins; ellagitannin; flavonoids; jaboticaba; structural elucidation