ANÁLISE CROMATOGRÁFICA E TÉRMICA DE EXTRATO DAS FOLHAS DE Genipa americana Linnaeus (JENIPAPO) E AVALIAÇÃO BIOLÓGICA
Genipa americana; UHPLC; Thermal Analysis; Chemical marker; flavonoids
Genipa americana Linnaeus, is a fruit tree known popularly as genipapo, from Rubiaceae’s
family, native to the Amazon, distributed throughout all Central and South America. The
species is used to treat various diseases, e.g. diarrhea, anemia and liver diseases. The great
majority of the scientific studies with the species were carried out with the fruits and the
iridoids are the most described compounds for the species. Regarding G. americana leaves,
few phytochemical and pharmacological works were found in the literature. Therefore, the
present work aims to characterize the analytical markers present in the leaves of G.
americana, through the use of chromatographic, spectroscopic and thermal analysis
techniques, as well as to evaluate its potential anthelmintic effect. The hydroethanolic extract
of leaves (EHF) was prepared by 70% hydroethanolic maceration, partitioned with organic
solvents in order of increasing polarity (petroleum ether, chloroform, ethyl acetate, and nbutanol).
The fractions that presented flavonoids and iridoids by means of CCD analysis were
selected to follow the isolation steps to obtain these isolated compounds. It was developed a
chromatographic method by UHPLC to analyze the chemical profile of EHF and the fractions.
The EHF and the fractions were characterized thermally by means of TG
(Thermogravimetry), DSC (Differential Scanning Calorimetry) and DTA (Differential
Thermal Analysis) to identify and select the thermal events applicable to the characterization
of the samples. The EHF was preliminarily analyzed for its anthelmintic activity in vitro, for
which eggs of parasites of the Trichostrongylidae family were recovered from sheep feces and
submitted to different concentrations of EHF, incubated at 37°C for 24 hours. Analysing by
HPLC-MS, it was possible to identify two iridoids: 1-hydroxy-7-(hydroxymethyl)-
1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carbaldehyde and 7-(hydroxymethyl)-1-methoxy-
1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carbaldehyde. The isolation process by
chromatographic techniques allowed the obtainment of substances that were submitted to the
analysis by EM and 1H and 13C one- and two-dimensional NMR for the structural
determination of these compounds, allowing the identification of five flavonoids of the
flavonol type: quercetin-3-O-robinoside, kampherol-3-O-robinoside, isorhamnetin-3-Orobinoside,
kampherol 3-O-robinoside-7-O-rhamnopiranoside e isorhamnetin-3-O-ramnosidegalactosil-
rhamnosil As for the preliminary evaluation of anthelmintic activity, the EHF did
not present a significant result in the analyzed conditions.