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Research Project
Pieris brassicae as laboratory of synthesis of new compounds with biological potential, starting from Brassica oleracea var. costata, Brassica oleracea var. acephala and Brassica rapa var. rapa.
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Metabolic and bioactivity insights into Brassica oleracea var. acephala
Publication . Ferreres, Frederico; Fernandes, Fátima; Sousa, Carla; Valentão, Patrícia; Pereira, J.A.; Andrade, Paula B.
Seeds of Brassica oleracea var. acephala (kale) were analyzed by HPLC/UV-PAD/MSn-ESI.
Several phenolic acids and flavonol derivatives were identified. The seeds of this B. oleracea
variety exhibited more flavonol derivatives than those of tronchuda cabbage (Brassica oleracea var.
costata), also characterized in this paper. Quercetin and isorhamnetin derivatives were found only in
kale seeds. Oxalic, aconitic, citric, pyruvic, malic, quinic, shikimic, and fumaric acids were the
organic acids present in these matrices, malic acid being predominant in kale and citric acid in
tronchuda cabbage seeds. Acetylcholinesterase (AChE) inhibitory activity was determined in
aqueous extracts from both seeds. Kale leaves and butterflies, larvae, and excrements of Pieris
brassicae reared on kale were also evaluated. Kale seeds were the most effective AChE inhibitor,
followed by tronchuda cabbage seeds and kale leaves. With regard to P. brassicae material,
excrements exhibited stronger inhibitory capacity. These results may be explained by the presence
of sinapine, an analogue of acetylcholine, only in seed materials. A strong concentration-dependent
antioxidant capacity against DPPH, nitric oxide, and superoxide radicals was observed for kale
seeds.
A lagarta da couve, Pieris brassicae (L.) (Lepidoptera: Pieridae), como fonte de compostos com interesse farmacêutico
Publication . Fernandes, Fátima; Malheiro, Ricardo; Andrade, Paula B.; Valentão, Patrícia; Bento, Albino; Pereira, J.A.
A lagarta da couve, Pieris brassicae (L.), é uma praga que ataca com frequência diferentes
espécies de Brassica. Nos estádios de desenvolvimento mais avançados, esta lagarta apresenta
uma forte voracidade, consumindo grande quantidade de alimento e produzindo quantidade
apreciável de excrementos. Nos últimos anos a procura de novas moléculas com interesse
farmacêutico tem tido grande impulso, constituindo os produtos naturais fontes importantes
desses compostos. Assim, o presente trabalho reúne informação sobre a possibilidade da P.
brassica ser fornecedora de compostos bioactivos.
Tronchuda cabbage flavonoids uptake by Pieris brassicae
Publication . Ferreres, Frederico; Sousa, Carla; Valentão, Patrícia; Pereira, J.A.; Seabra, Rosa M.; Andrade, Paula B.
The flavonoid pattern of larvae of cabbage white butterfly (Pieris brassicae L.; Lepidoptera: Pieridae) reared on the leaves of tronchuda
cabbage was analysed by HPLC-DAD-MS/MS-ESI. Twenty flavonoids were identified or characterised, namely 16 kaempferol
and four quercetin derivatives. Kaempferol 3-O-sophoroside, a minor component of tronchuda cabbage, was found to be the main component
in P. brassicae (15.8%). Apart from this, only two other flavonoids present in significant amounts in tronchuda cabbage (kaempferol
3-O-sophoroside-7-O-glucoside and kaempferol 3-O-sophoroside-7-O-sophoroside) were found in the larvae. The larvae have high
amounts of quercetin derivatives (18.5%), which were present only in trace amounts in tronchuda cabbage extracts, suggesting that
P. brassicae is able to selectively sequester these flavonoids. The occurrence of a high content of flavonoids not detectable in tronchuda
cabbage extracts indicates that P. brassicae larvae are able to metabolize dietary flavonoids.
Evolution of Brassica rapa L. var. rapa volatile composition by HS-SPME and GC/IT-MS.
Publication . Taveira, Marcos; Fernandes, Fátima; Pinho, P. Guedes de; Andrade, Paula B.; Pereira, J.A.; Valentão, Patrícia
Brassica rapa var. rapa L. (turnip) is highly appreciated and consumed by human. In this work, the volatile profile
of B. rapa var. rapa was studied during the maturation process. The volatiles of seeds, sprouts with 6 and
9 days, and adult plant were determined using headspace solid-phase microextraction (HS-SPME) combined
with gas chromatography/ion trap-mass spectrometry (GC/IT-MS).
Several constituents, including alcohols, aldehydes, esters, ketones, norisoprenoids, nitrogen and sulphur compounds
were characterized, totalizing 64 compounds. Isothiocyanates are the main volatiles in all matrices,
being 3-butenyl isothiocyanate the major compound. Qualitative and quantitative differences were found
among the analysed materials. Nitrogen and sulphur compounds decreased during the maturation process,
while terpenes, aldehydes, norisoprenoids and ester compounds were present in higher amounts during germination,
especially in sprouts with 9 days of development.
Volatile constituents throughout Brassica oleracea L. var. acephala germination
Publication . Fernandes, Fátima; Pinho, P. Guedes de; Valentão, Patrícia; Pereira, J.A.; Andrade, Paula B.
In this work, the volatile composition of kale (Brassica oleracea L. var. acephala) and its variation
during germination were monitored during the first 9 days of seedling development by headspace
solid-phase microextraction (HS-SPME) combined with gas chromatography/ion trap-mass spectrometry
(GC/IT-MS). Differences were found among the materials in the distinct analyzed periods.
A total of 66 volatile compounds, distributed in several chemical classes, were determined: alcohols,
carbonyl compounds (ketones, aldehydes, and esters), norisoprenoids, and terpenes, among
others, sulfur compounds being the most abundant group in seeds and sprouts that exhibited allyl
isothiocyanate as the major compound. Leaves of fully developed ground plant had the highest
content of norisoprenoids, alcohols, and carbonyl compounds; in opposition, they showed lower
levels of sulfur compounds, suggesting that these are important molecules for the development of
kale, whereas the others are produced mainly during its growth.
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Funding agency
Fundação para a Ciência e a Tecnologia
Funding programme
5876-PPCDTI
Funding Award Number
PTDC/AGR-AAM/64150/2006