Crocin and β-Carotene bleaching assays as analytical tools in the optimization of the extraction of hydrophilic and lipophilic antioxidants from tomato

5th

Portuguese Young

Chemists Meeting

(5th PYCheM)

&

1st

European Young

Chemists Meeting

(1st EYCheM)

Centro Cultural Vila Flor

Guimaraes, Portugal

26th - 29th

of April

COMMITTEES

ORGANIZING COMMITIEE

Catarina Cust6dio (3B's Research Group)

Luisa Rodrigues (38's Research Group) Joao Borges (38's Research Group)

Ana Rita Araujo (38's Research Group)

Sara Amorim (38's Research Group)

I vo Aroso (3 B' s Research Group) Raquel Teixeira (3B's Research Group) Ramon Novoa-Carballal (38's Research Group)

Ana Soares (Chemistry Department of University ofMinho) Cristina Sousa (Chemistry Department of University ofMinho)

Tiago Silva (38's Research Group)

Lara Reys (38's Research Group) Sandra Silva (38's Research Group) Leonardo Mendes (SPQ)

SCIENTIFIC COMMITIEE

Joao F. Mano (Univ. do Minho, Portugal) lva Pasbkuleva (Univ. do Minho, Portugal) Fernanda Proenya (Univ. do Minho, Portugal)

Artur Silva (Univ. de Aveiro, Portugal) Ant6nio Fernando Silva (Univ. do Porto, Portugal) Maria Joao Moreno (Univ. de Coimbra, Portugal)

Ver6nica Bermudez (Univ. de Tnls os Montes e Alto Douro, Portugal)

Matilde Marques (Inst. Superior Tecnico, Portugal) Isabel Ferreira (lnst.Politecino de Braganya, Portugal) Arrnando Silvestre (Univ. de Aveiro, Portugal) Jose Esperanya (ITQB, Portugal)

Ant6nio Varandas (Univ. de Coimbra, Portugal) Fatima Bento (Univ. do Minho, Portugal) Aranzazu del Campo (MPIP Maim:, Germany) Radim Hrdina (Univ. ofPardubice, Czech Republic)

Edward Matthijs (KU Leuven, Belgium)

SPQ SECRETARIAT

Cristina Campos

Sth PYCheM & 1st EYChoM- 2016 Guimar~es, Portugal

26 A_p_ril 27 ~pril 28 April 29 April

Registration and

Workshop of Organic

Inorganic, Physical, Materials Chemistry

9:00- Open Sc1ence and Chemistry and and Nanomaterials

13:20 European Open Medicinal Analytical and and Surface Access Pohc1es m Chemistry Electrochemistry Chemistry

H2020

13:30 Opening Ceremony Lunch Lunch Lunch

CHEM2NATURE Symposium_ Chemical strateg~es for modification of natural ong10 matenals

Materials Chemistry Biochemistry and

14:00- Green Chemistry+

Medicinal and Nanomaterials

18:00 Chemistry of

Chemistry and Surface

Natural Products Chemistry

Assembleia GQJ ( 17h)

18:00

Walking Tour Closmg Ceremony

19:00 Welcome Cocktail

21:30 Get-together night Gala Dinner

11 5th PYCheM & 1st EYCheM- 2016 Gulmaraes, Portugal

28th April

I

I

(SO..Itl)

!norganic chemistrJ ''Magical P~l'!e< g£ d-Block Tnmsition Metals

+ ... Call! I, .ts fo• o,.,an>e SJnthe.U.: PriDCiples

Physical chemistry .•od E xPmpl.,.~

I

+ IL6 - Edward Matthijs (30+5)

IOhOO Analytical chemistry "Eleotrodeposition of eopper-zine-tin alloys + from pyropho•phate electrolytes followed by

Electrochemistry selenization for CZTSe uhotovoltalcs"

OP27- Micro-and Nano-Sized Lanthanide-!Oh35 Chair: Dra. FBtima Bento Organic Frameworks: Photoluminescent and

Young ehair: Catia Santos Moreira Catalytic Materials Sergio Manuel Felipe Vilela (10+5) OP28- Density Functional Theory calculation for

10h50 direct transition mechanism for Molecular

Diffusion in type I gas hydrates Anzel Vidal Vidal (10+5) llh05

Coffee break + Poster Session OP29- Optimization of Reaction Parameters for

llh35 the Electrochernical Synthesis of Silver

Sub-nanometric Naked Clusters Jose Manuel Blanco TriUo (10+5) OP30- Crocin and p-Carotene Bleaching Assays

as Analytical Tools in the Optimization of the

llh50 Extraction of Hydrophilic and Lipophilic

Antioxidants from Tomato

inorganic chemistr_y Jose Virgillo Santulhio Pinela (lO+S)

OP31- Chemical choracterization of malodors of

12h05 + an animal by-products processing industry

Physical chemistry

Hugo Mixuel Rodrigues Cunha Oliveira (10+5) +

OP32- Determination of ornmoniacal nitrogen in Analytical chemistry

12h20 + silages using gas-diffusion microextraction

Electrochemistry (GDME) and fluorimetric detection

lnes Maria Afonso Valente (IO+S) OP33- Development of an ethambutol sensor

12h35 based on electrochemistry

Chair: Dr. Edward Matthijs _{OP34- One-pot} Rosa Alexandrina de Sousa Couto (10+5) _{synthesis of reduced graphene} Yonng chair: Sebastian Sobottka _{oxide/Co304 nanograins for electrochernical} l2h50 detection of dopamine in the presence of uric acid,

glucose and ascorbic acid

Numan Arshid (10+5)

OP35- Automated cytochrome c oxidase bioassay

13h05 developed for ionic liquids' toxicity assessment

Susana Patrleia Fontes da Costa (10+5)

139

K

13h20 LWI<h

IL7- Berit L. Strand (30+5)

14h20 "Chemoenzy1111ltic modification of alginates for

tissue engineering applications" IL8 - Thomas Groth (30+5) "Surface modifications with

14h55 glycosamlnoglycans - from control of cell

adhesion to ceU ditrerentiation and anti-lnftaMID1ltory activity" OP36- Mechanically Reinforced Hydrogel Fibers 15h30 _{••Chemical strategies for} CHEM2NATURE's Symposium: _{the modification Raq~~el} for Tendon Tissue Engineering

Carvalho de Ferreira Costa e Almeida of natural origin materials" ₍₁₀₊₅₎

OP37- Anticancer activity of extracts of sea

15h45 Chair: Professor Joilo F. Mano anemones in human gastric adenocarcinoma cells

Chair: Dr. Ricardo Pires Tania da Costa e Silva (10+5)

IL9 - Lanra CipoUa (30+5)

16hl5 "Giycomics _{Biological Properties of Carbohydrate-}at the Interface: Synthesis and

modified biomate•iah"

16h30 Coffee Break + Poster Session

17h00 Assembleia GQJ

19h30 Congress dinner

140

..

•

OPJO - Crocin and P-Carotene Bleaching Assays as Analytical Tools in the Optimization of the Extraction of Hydrophilic and Lipophilic Antioxidants from Tomato

Jose Pinela1.2, M. A Prieto '·', Maria Filomena Barreiro4

, Ana Maria Carvalho 1_{, M. Beatriz P.P. Oliveira}2

,

J.A. Vazquei, Isabel C.F.R. Ferreira1

Corresponding Author: iferreira@ipb.pt

1

Mountain Research Centre (CIMO ). ESA, Polytechnic Institute of Braganfa, Braganfa, Portugal, 2

REQU/Ml'EILAQV, Faculty of Pharmacy, University of Porto, Porto, Portugal, 3_{Nutrition and Bromatology Group,} Faculty of Food Science and Technology, University ofVigo, Ourense, Spain and4_{Laboratory of Separation,} Reaction Engineering (LSRE), Associate Laboratory LSREILCM, Polytechnic Institute of Braganfa, Braganfa, Portugal and -'Grupo de Reciclado y Vaiorizaci6n de Materiales Residuales (REVAL),Instituto de Investigacwns

Marinas (IIM-CSIC), Vigo, Spain.

Tomato (Lycopersicon esculentum Mill.) is the second most important vegetable crop worldwide and a

rich source of hydrophilic (H) and lipophilic (L) antioxidants. The H fraction is constituted mainly by

ascorbic acid and soluble phenolic compounds, while the L fraction contains carotenoids (mostly

lycopene), tocopherols, sterols and lipophilic phenolics [1,2]. To obtain these antioxidants it is necessary

to follow appropriate extraction methods and processing conditions. In this regard, this study aimed at

determining the optimal extraction conditions for H and L antioxidants from a tomato surplus. A 5-level

full factorial design with 4 factors (extraction time (I, 0-20 min), temperature (T, 60-180 •c), ethanol

percentage (Et, 0-100%) and solid/liquid ratio (S/L, 5-45 g!L)) was implemented and the response surface

methodology used for analysis. Extractions were carried out in a Biotage Initiator Microwave apparatus. The concentration-time response methods of crocin and P-carotene bleaching were applied (using 96-well

microplates), since they are suitable in vitro assays to evaluate the antioxidant activity of H and L

matrices, respectively [3]. Measurements were carried out at intervals of 3, 5 and 10 min (initiation,

propagation and asymptotic phases), during a time frame of 200 min. The parameters Pm (maximum

protected substrate) and V m (amount of protected substrate per g of extract) and the so called IC50 were

used to quantify the response. The optimum extraction conditions were as follows: r~2.25 min, 7'=149.2

•c,

•c,

g/L for L antioxidants. The proposed model was validated based on the high values of the adjusted

coefficient of determination (R2

.wi>0.91) and on the non-siguificant differences between predicted and

experimental values. It was also found that the antioxidant capacity of the H fraction was much higher

than the L one.

References

[1] Pinela, J.; Barros, L.; Carvalho, A.M.; Ferreira, I.C.F.R., Food Chem Toxico12012, 50, 829-834

[2] Barros, L.; Duefias, M.; Pine1a, J.; Carvalho, AM.; Santos Bue1ga, C.; Ferreira, I.C.F.R., Plant Food Hum Nutr 2012, 67, 229-234

[3] Prieto, M.A.; Garcia, M.A., Vazquez, J.A.; Anders, Y.; Cunan, T.P., Food Res Int 2013, 53, 836-846 Aeknowledgments

To FCT (Portugal) for financial suppmt to CIMO (PEst-OEIAGRIUI0690/2014), REQUIMTE

(UID/QUI/50006/2013) and J. Pine1a (SFRH/BD/92994/2013); FCTIMEC and FED ER under Programme PT2020 for financial support to LSRE (UID/EQU/50020/2013), and to QREN, ON2 and FEDER (NORTE-07-0162-FEDER-000050); to the Xunta de Galicia for financial support for the post-doctoral researcher of M. A. Prieto

145 5th PYCheM & 1st EYCheM- 2016 Guimaraes, Portugal