Comprehensive characterisation of polyphenols in leaves and stems of three anti‐dengue virus type‐2 active Brazilian Faramea species (Rubiaceae) by HPLC‐DAD‐ESI‐MS/MS
View/ Open
Date
2018-09-07Author
Wolff, Thiago
Berrueta Simal, Luis Angel
Valente, Ligia M. M.
Barboza, Rodolfo S.
Neris, Rômulo L. S.
Guimaraes Andrade, Iris P.
Assuncao Miranda, Iranaia
Nascimento, Adriana C.
Gomes, Mário
Iriondo, Carmen
Metadata
Show full item record
Phytochemical Analysis 30(1) : 62-72(2019)
Abstract
A comprehensive characterization of polyphenols by online high-performance liquid chromatography
with diode array detection coupled to electrospray ionization and triple quadrupole mass spectrometry
(HPLC-DAD-ESI-CID-MS/MS) of leaf and stem MeOH extracts from the Brazilian species Faramea
bahiensis, F. hyacinthina and F. truncata (Rubiaceae) was performed. Structures have been assigned
on the basis of the complementary information obtained from retention time, UV-visible spectra, scan
mode MS spectra, and fragmentation patterns in product ion scan MS/MS spectra in different collision
energies. The use of the mechanisms and fragmentation patterns established with phenolic standards
led to successfully characterize thirty-one phenolic compounds. Flavanone O-mono- and diglycosides,
flavonol O-mono- and diglycosides, flavone O-mono-, di- and tri-glycosides and flavone C-mono- and
diglycosides were identified. Scopoletin, caffeic acid and syringic acid were also detected. The leaves
of F. bahiensis showed to be the richest in phenolic compounds while the leaves of the other two
species presented lower diversity and quantity, especially F. truncata. The stems revealed that in
general have lower occurrence of these compounds than the leaves. The assay for in vitro cytotoxity
and DENV serotype 2 (DENV-2) infected hepatocarcinoma cell lineage (HepG2) of the stem extracts
showed that F. hyacinthina and F. bahiensis presented a similar anti-DENV-2 activity to those
previously described to their leaves. However, a loss of cytoprotective activity of F. bahiensis and a
higher cytotoxicity of F. truncata relative to those previously described to their leaves was observed.