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Profiling antioxidant, vitamins and other phytochemicals in Portuguese Tomato Landraces

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Symposium on

Medicinal Chemistry

of Uníversity of Minho

;th

May26m, 2017

School of Science, Chemistry Department

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3' Symposium on Medicinal Chemistry of University of Minho

Scientific Committee

Fernanda Proença - Department of Chemistry, University of Minho Isabel Ferreira - Polytechnical Institute Bragança

M. Alice Carvalho - Department of Chemistry, University of Minho A. Gil Fortes - Department of Chemistry, University of Minho Luís S. Monteiro Department of Chemistry, University of Minho

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Organizing Committee

Maria Alice Carvalho António Gil Fortes LUÍS Monteiro

Ana Patrícia Lourenço (MSc student of Medicinal Chemistry) Ana Rita Abreu (MSc student of Medicinal Chemistry)

Ana Rita Araújo (MSc student of Medicinal Chemistry)

André Carvalho (MSc student of Medicinal Chemistry) David Freitas (MSc student of Medicinal Chemistry)

Diogo Lopes (MSc student of Medicinal Chemistry)

Inês Machado (MSc student of Medicinal Chemistry) Joana Filipa Parente (MSc student of Medicinal Chemistry) Juliana Rocha (MSc student of Medicinal Chemistry) Mónica Fernandes (MSc student of Medicinal Chemistry)

(3)

3"' SviDi.KÍur" on MtíiSi. -. i!'.»' Choinistry of University o* Minho

Posters

P01 Phenolic Profile, Tocopherols and Antioxidant Activity of Watercress (41)

José Pinela

P02 Serine HydroxyMethylTransferase: Inhibit it or Improve it?

H. S. Fernandes

(42)

P03 Organic acids, tocopherols and antioxidant activity of white and black (43)

garlic samples

Joana Botas

P04 From the raw material to your headache (44) Iva Costa

P05 Are you confident about your Chromatographic Result?

Katalin Kováts

(45) P06 Improving the bioactivity of medicinal plants using gamma radiation: (46)

Thymus vulgaris L. infusions as a case-study.

Eliana Pereira

P07 The role of chamomile phenolic compounds in the development of dairy (47)

functional foods C. Caleja

P08 Rosa canina L. as new food ingredient an source of bioactive (48)

compounds T. C. S. P. Pires

P09 Synthesis of N-catechoyl phenylalanine and dehydrophenylalanine (49)

derivatives l. Machado

P10 Synthesis of the methyl esters of N-phenoyl and N-catechoyl (50)

dehydroalanine and dehydrophenylalanine

S. Oliveira

P11 Synthesis of phenolic and catecholic amino acids by the modified (51)

multicomponent Ugi reaction

L. S. Monteiro

P12 Synthesis of phenolic and catecholic amino acids by Michael addition to (52)

a dehydroalanine derivative

J. Parente

P13 Theoretical and computational studies addressed to the stereo and (53)

régio- selectivo synthesis of polyhydroxylated sugar-like compounds

J. F. Rocha

P14 Pseudofistulina radicata (Schwein) Burds: the first study focused on its (54)

antioxidant activity and bioactive compounds Blanca N. Castaneda

PIS Synthesis of a low molecular weight peptide hydrogelator based on (55)

dehydroamino acids Rita L. Araújo

P16 An efficient method for dehydration of 6-carbamoylpurines (56)

Mónica C. S. Fernandes 10 ^ ^

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3 " Symposium on Medicinal Chemistry 01' University of Minho

P17 Bis-dehydroamino acid derivatives as hydrogelators

Rita Nanim

(57)

P18 Synthesis of polyhydroxylated pyrrolidines precursors, obtained from D- (58)

erythrose with potential enzymatic activity in glycosidases David S. Freitas

P19 Dehydroamino acid derivatives as fluorescent markers (59)

Diogo Lopes

P20 Multifunctional magnetic drug nanocarriers based on peptide-derived (60) hydrogels containing Naproxen and/or RGD

Carlos A. B. Magalhães

P21 Isolation and characterization of essential oils from selected plants (61)

l. Machado

P22 Profiling Antioxidant Vitamins and other Phytochemicals in Portuguese (62)

Tomato Landraces

C. Montoya

P23 Synthesis and biological activity against Mycobacterium tuberculosis of (63)

2, 3-dihydroadenine derivatives M. Alice Carvalho

P24 2-Amino-6-cyanopurines: Novel Candidates as Fluorescent Probes in (64)

the Nucleic Acid Research A. Patrícia Lourenço

P25 ReactivityofG-imidate-purineswithbenzylhydrazine (65)

A. Rocha

P26 Evaluation of the bioactive properties of a secondary metabolite (66)

produced by Penicillium nordicum A. Wierzbiriska

(5)

3"' Symposium on ffietíicinal Chemistry of University of IVIinho

P22

Profiling Antioxidant Vitamins and other Phytochemicals in Portuguese Tomato

Landraces;

:. Montava8. J. Pinela', L. Barras', A. M. Carvalho8, F. Rocha", l. C. F. R. Ferreira6 ' Mounfain Research Centre (CIMO), ESA, Polytechnic Institute of Bragança,

Bragança, Portugal; iferreira0l. iDb. pt

' Portuguesa Genebank (BPGV), National Institute for Agrarian and Veterinary

Research (INIAV), IP, Braga, Portugal

Tomato (Solanum lycopersicum L.) is a key element of the Mediterranean diet and a source of

nourishment for the world's population [1]. During the evolution and domestication of this plant,

genetic modifications and severe inbreeding of limited genotypes occurred [2]. As a result, a wide range of fruits with different morphological and sensorial attributes gave rise to a number of landraces

that have been cultivated for centuries. These landraces represent a reservoir of genetic diversity that can be used in fruit breeding programs. However, since information about the chemical variation

present among tomato landrace populations is still limited, this study aimed to profile the bioactive compounds of Portuguese landraces. Seeds from tive accessions of tomato landraces ("coração de boi", "maçã", "tomate", "redondo" and "vermelho") from the "Santarém" region, conserved ex-situ at the Portuguese Bank of Plant Germplasm, in Braga, were grown in order to regenerate and characterize these plant materiais. The ripe fruits were hand harvested and analyzed for lycopene (by a spectrophotometric method), ascorbic acid (by HPLC coupled to a photodiode array detector) and tocopherols (by HPLC coupled to a fluorescence detector) [3]. The antioxidant activity of hydroalcoholic extracts was evaluated using the in vitro assays of DPPH' scavenging activity, reducing power and p-carotene bleaching inhibition capacity. Total phenolics and flavonoids were estimated by colorimetric methods [3]. Different leveis of vitamins and other phytochemicals were

detected in the studied samples, as well as different antioxidant activities. In general, the highest

leveis of lycopene and tocopherols (important lipophilic antioxidants) were found in the "coração de

boi" and "vermelho" landraces. a-Tocopherol was the most abundant isoform in ali samples, followed

by Y-tocopherol. Ascorbic acid was particularly abundant in the "redondo" and "coração de boi"

varieties. The "vermelho" tomato also revealed an interesting levei of total phenolics and a high

reducing capacity. High leveis of total flavonoids and a high DPPH' scavenging activity were attributed to the "maçã" landrace. This study highlights Portuguese tomato landraces as health-promoting superfoods (or functional foods) with high leveis of powerful antioxidants involved in protection against

free radical-induced diseases.

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e.

e .»: >r Acknowledoments:

To the Foundation for Science and Technology (FCT, Portugal) and FEDER under Pmgramme PT2020 for financiai support to CIMO (UID/AGR/00690/2013) and J. Pinela grant (SFRH/BD/92994/2013).

[1]J. Pinela, M. B. P. P. Oliveira and I. C. F. R. Ferreira, in Natural BioacSve Compounds from Fruits and Vegetables

as Heallh Promoters Part II, eds. L. Silva and B. Silva, Bentham Science, 2016, pp. 48.

[2] S. Baldina, M. E. Picarella, A. D. Tmise, et al. FmntPlant Sei., 2016, 7, 664.

PJJPinela, L. Barras, A. M. Carvalho, I. C. F. R. Ferreira, Food Chem. Toxicol., 2012, 50, 829.

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