<?xml version="1.0" encoding="ISO-8859-1"?><article xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance">
<front>
<journal-meta>
<journal-id>0871-018X</journal-id>
<journal-title><![CDATA[Revista de Ciências Agrárias]]></journal-title>
<abbrev-journal-title><![CDATA[Rev. de Ciências Agrárias]]></abbrev-journal-title>
<issn>0871-018X</issn>
<publisher>
<publisher-name><![CDATA[Sociedade de Ciências Agrárias de Portugal]]></publisher-name>
</publisher>
</journal-meta>
<article-meta>
<article-id>S0871-018X2017000500018</article-id>
<article-id pub-id-type="doi">10.19084/RCA16212</article-id>
<title-group>
<article-title xml:lang="pt"><![CDATA[Caracterização do perfil fenólico de extratos aquosos de Matricaria recutita L. obtidos por decocção]]></article-title>
<article-title xml:lang="en"><![CDATA[Characterization of the phenolic profile of Matricaria recutita L. aqueous extracts obtained by decoction]]></article-title>
</title-group>
<contrib-group>
<contrib contrib-type="author">
<name>
<surname><![CDATA[Caleja]]></surname>
<given-names><![CDATA[Cristina]]></given-names>
</name>
<xref ref-type="aff" rid="A1 "/>
</contrib>
<contrib contrib-type="author">
<name>
<surname><![CDATA[Barros]]></surname>
<given-names><![CDATA[Lillian]]></given-names>
</name>
<xref ref-type="aff" rid="A1"/>
</contrib>
<contrib contrib-type="author">
<name>
<surname><![CDATA[Oliveira]]></surname>
<given-names><![CDATA[Maria Beatriz P.P.]]></given-names>
</name>
<xref ref-type="aff" rid="A2"/>
</contrib>
<contrib contrib-type="author">
<name>
<surname><![CDATA[Santos-Buelga]]></surname>
<given-names><![CDATA[Celestino]]></given-names>
</name>
<xref ref-type="aff" rid="A3"/>
</contrib>
<contrib contrib-type="author">
<name>
<surname><![CDATA[Ferreira]]></surname>
<given-names><![CDATA[Isabel C.F.R.]]></given-names>
</name>
<xref ref-type="aff" rid="A1"/>
</contrib>
</contrib-group>
<aff id="AA1">
<institution><![CDATA[,Instituto Politécnico de Bragança Centro de Investigação de Montanha ]]></institution>
<addr-line><![CDATA[Bragança ]]></addr-line>
<country>Portugal</country>
</aff>
<aff id="AA2">
<institution><![CDATA[,Universidade do Porto Faculdade de Farmácia REQUIMTE/LAQV]]></institution>
<addr-line><![CDATA[Porto ]]></addr-line>
<country>Portugal</country>
</aff>
<aff id="AA3">
<institution><![CDATA[,Universidade de Salamanca Faculdade de Farmácia GIP-USAL]]></institution>
<addr-line><![CDATA[Salamanca ]]></addr-line>
<country>Espanha</country>
</aff>
<pub-date pub-type="pub">
<day>00</day>
<month>12</month>
<year>2017</year>
</pub-date>
<pub-date pub-type="epub">
<day>00</day>
<month>12</month>
<year>2017</year>
</pub-date>
<volume>40</volume>
<numero>spe</numero>
<fpage>161</fpage>
<lpage>170</lpage>
<copyright-statement/>
<copyright-year/>
<self-uri xlink:href="http://scielo.pt/scielo.php?script=sci_arttext&amp;pid=S0871-018X2017000500018&amp;lng=en&amp;nrm=iso"></self-uri><self-uri xlink:href="http://scielo.pt/scielo.php?script=sci_abstract&amp;pid=S0871-018X2017000500018&amp;lng=en&amp;nrm=iso"></self-uri><self-uri xlink:href="http://scielo.pt/scielo.php?script=sci_pdf&amp;pid=S0871-018X2017000500018&amp;lng=en&amp;nrm=iso"></self-uri><abstract abstract-type="short" xml:lang="pt"><p><![CDATA[As plantas aromáticas são usualmente utilizadas no nosso quotidiano na preparação de infusões e decocções por apresentarem benefícios comprovados para a saúde do consumidor. A presença de compostos fenólicos poderá ser responsável por esses efeitos. Neste trabalho, submeteram-se amostras de Matricaria recutita L. (camomila) a uma extração por decocção para posterior caracterização química por HPLC-DAD-ESI/MS. Nessa análise foram identificados dezanove compostos fenólicos dos quais nove flavonoides e dez ácidos fenólicos. Os ácidos fenólicos representaram o grupo maioritário presente nas decocções de M. recutita (23,66±0,27 mg/g de extrato liofilizado), no qual quatro compostos foram identificados como possíveis derivados do ácido cafeoil-2,7-anidro-3-desoxi-2-octulopiranosónico (CDOA), sendo o di-CDOA o ácido mais abundante (6,83±0,05 mg/g). De entre os flavonoides identificados (concentração total: 17,89±0,91 mg/g), o luteolin-O-glucurónido surgiu como o composto principal (4,80±0,54 mg/g). As flores de camomila poderão ser consideradas para obter ingredientes com propriedades bioativas para utilização individual ou incorporação em alimentos como conservantes naturais e/ou agentes funcionais.]]></p></abstract>
<abstract abstract-type="short" xml:lang="en"><p><![CDATA[Aromatic plants are commonly used in the preparation of infusions and decoctions because they have proven benefits for consumer health. The presence of phenolic compounds may be responsible for these effects. In this work, Matricaria recutita L. (chamomile) samples, were submitted to a decoction extraction and further analyzed by HPLC-DAD-ESI/MS. In the analysis, nineteen phenolic compounds were identified including nine flavonoids and ten phenolic acids. Phenolic acids represented the major group present in M. recutita decoctions (23,66±0,27 mg/g of freeze-dried extract), in which four compounds were identified as potential derivatives ofdi-caffeoyl-2,7-anhydro-3-deoxy-2-octulopyranosonic acid (CDOA), being di-CDOA the most abundant acid (6,83±0,05 mg/g). Among the identified flavonoids (total concentration: 17,89±0,91 mg/g), luteolin-O-glucuronide appeared as the major compound (4,80±0,54 mg/g). Chamomile flowers may be considered to obtain ingredients with bioactive properties for individual use or incorporation into foods as natural preservatives and/or functional agents.]]></p></abstract>
<kwd-group>
<kwd lng="pt"><![CDATA[Matricaria recutita L.]]></kwd>
<kwd lng="pt"><![CDATA[compostos fenólicos]]></kwd>
<kwd lng="pt"><![CDATA[HPLC-DAD-ESI/MS]]></kwd>
<kwd lng="en"><![CDATA[Matricaria recutita L.]]></kwd>
<kwd lng="en"><![CDATA[phenolic compounds]]></kwd>
<kwd lng="en"><![CDATA[HPLC-DAD-ESI/MS]]></kwd>
</kwd-group>
</article-meta>
</front><body><![CDATA[ 

    <p align = "right"><font face = "Verdana" size = "2"><b>ARTIGO</b></font></p>

    <p><font face = Verdana
size = 4><b>Caracterização do perfil fenólico de extratos aquosos de <i>Matricaria
recutita </i>L. obtidos por decocção</b></font></p>

    <p><font face = Verdana size
= 3><b>Characterization of the phenolic profile of <i>Matricaria recutita </i>L.
aqueous extracts obtained by decoction</b></font></p>

    <p><font face = Verdana size
= 2><b>Cristina Caleja</b><sup>1,2</sup>, <b>Lillian Barros</b><sup>1</sup>, <b>Maria Beatriz P.P.
Oliveira</b><sup>2</sup>, <b>Celestino Santos-Buelga</b><sup>3</sup> e <b>Isabel C.F.R. Ferreira</b><sup>1,*    
</sup></font></p>

    <p><font face = Verdana size = 2><i><sup>1</sup></i> <i>Centro de Investigação
de Montanha (CIMO), ESA, Instituto Politécnico de Bragança, Campus de Santa Apolónia,
5300-253 Bragança, Portugal;</i></font></p>

    <p><font face = Verdana size = 2><i><sup>2</sup>REQUIMTE/LAQV,
Faculdade de Farmácia, Universidade do Porto, Rua Jorge Viterbo Ferreira nº 228,
4050-313 Porto, Portugal;</i></font></p>

    <p><font face = Verdana size = 2><i><sup>3</sup>GIP-USAL,
Faculdade de Farmácia, Universidade de Salamanca, Campus Miguel de Unamuno, 37007
Salamanca, Espanha.</i></font></p>

    <p><font face = Verdana size = 2><i>(*E-mail: <a href = "mailto:iferreira@ipb.pt">iferreira@ipb.pt</a>)</i></font></p>

<hr noshade size = 1>

    <p><font face = Verdana size = 3><b>RESUMO</b></font></p>

    ]]></body>
<body><![CDATA[<p><font face = Verdana
size = 2>As plantas aromáticas são usualmente utilizadas no nosso quotidiano na
preparação de infusões e decocções por apresentarem benefícios comprovados para
a saúde do consumidor. A presença de compostos fenólicos poderá ser responsável
por esses efeitos. Neste trabalho, submeteram-se amostras de <i>Matricaria recutita</i>
L. (camomila) a uma extração por decocção para posterior caracterização química
por HPLC-DAD-ESI/MS. Nessa análise foram identificados dezanove compostos fenólicos
dos quais nove flavonoides e dez ácidos fenólicos. Os ácidos fenólicos representaram
o grupo maioritário presente nas decocções de <i>M. recutita</i> (23,66±0,27&nbsp;mg/g
de extrato liofilizado), no qual quatro compostos foram identificados como possíveis
derivados do ácido cafeoil-2,7-anidro-3-desoxi-2-octulopiranosónico (CDOA), sendo
o di-CDOA o ácido mais abundante (6,83±0,05&nbsp;mg/g). De entre os flavonoides
identificados (concentração total: 17,89±0,91&nbsp;mg/g), o luteolin-<i>O</i>-glucurónido
surgiu como o composto principal (4,80±0,54&nbsp;mg/g). As flores de camomila poderão
ser consideradas para obter ingredientes com propriedades bioativas para utilização
individual ou incorporação em alimentos como conservantes naturais e/ou agentes
funcionais.</font></p>

    <p><font face = Verdana size = 2><b>Palavras-chave: </b><i>Matricaria recutita</i>
L., compostos fenólicos, HPLC-DAD-ESI/MS.</font></p>

<hr noshade size = 1>

    <p><font face = Verdana size = 3><b>ABSTRACT</b></font></p>

    <p><font face = Verdana size = 2>Aromatic plants are commonly used in the preparation
of infusions and decoctions because they have proven benefits for consumer health.
The presence of phenolic compounds may be responsible for these effects. In this
work, <i>Matricaria recutita</i> L. (chamomile) samples, were submitted to a decoction
extraction and further analyzed by HPLC-DAD-ESI/MS. In the analysis, nineteen phenolic
compounds were identified including nine flavonoids and ten phenolic acids. Phenolic
acids represented the major group present in <i>M. recutita </i>decoctions (23,66±0,27&nbsp;mg/g
of freeze-dried extract), in which four compounds were identified as potential derivatives
ofdi-caffeoyl-2,7-anhydro-3-deoxy-2-octulopyranosonic acid (CDOA), being di-CDOA
the most abundant acid (6,83±0,05&nbsp;mg/g). Among the identified flavonoids (total
concentration: 17,89±0,91&nbsp;mg/g), luteolin-<i>O</i>-glucuronide appeared as
the major compound (4,80±0,54&nbsp;mg/g). Chamomile flowers may be considered to
obtain ingredients with bioactive properties for individual use or incorporation
into foods as natural preservatives and/or functional agents.</font></p>

    <p><font face = Verdana size
= 2><b>Keywords: </b><i>Matricaria recutita</i> L., phenolic compounds, HPLC-DAD-ESI/MS.</font></p>

<hr noshade size = 1>

    <p><font face = Verdana
size = 3><b>INTRODUÇÃO</b></font></p>

    <p><font face = Verdana size = 2>Nos tempos
que correm, os consumidores preferem alimentos com incorporação mínima de aditivos
sintéticos ou, de preferência, apenas com ingredientes naturais. Atualmente vários
compostos naturais ou extratos de plantas são utilizados como aditivos para melhorar
a qualidades dos alimentos. Um dos efeitos mais estudados destes aditivos é a sua
atividade antioxidante (Rasooli, 2007). Além disso, estes compostos/extratos podem
ainda conferir propriedades bioativas aos alimentos. Assim, extratos naturais ricos
em compostos fenólicos surgem como alternativas aos óleos essenciais, muito utilizados
medicinalmente, mas que, por vezes, têm alguma toxicidade associada (Zapata e Smagghe,
2010; Assis <i>et al</i>., 2011). Estas moléculas têm sido também relacionadas com
a prevenção do envelhecimento e de várias doenças relacionadas com o stresse oxidativo,
tais como cancro ou doenças neurodegenerativas (Procházková <i>et al</i>., 2011;
Weng e Yen, 2012).</font></p>

    <p><font face = Verdana size = 2>Na literatura,
a camomila (<i>Matricaria recutita</i> L.) é descrita como uma fonte de compostos
fenólicos, nomeadamente flavonoides, que contribuem para as suas propriedades antioxidantes
(Guimarães <i>et al</i>., 2013). Assim é uma das plantas mais utilizadas no nosso
quotidiano, principalmente na forma de infusão ou decocção, devido aos diversos
efeitos benéficos para a saúde tais como antimicrobianos, neuroprotetores, anti-alergénicos,
anti-inflamatórios e antitumorais (Chandrashekar <i>et al</i>., 2011; Ranpariya
<i>et al</i>., 2011, Silva <i>et al</i>., 2012; Mati&#263; <i>et al</i>., 2013).</font></p>



    <p><font face = Verdana size
= 3><b>MATERIAL E MÉTODOS</b></font></p>

    <p><font face = Verdana size = 2>As
amostras secas de flores de <i>M. recutita </i>L. (camomila) fornecidas pela empresa
Américo Duarte Paixão Lda. (ADP) (colheita 2013), foram reduzidas a pó e submetidas
a uma decocção com o objetivo de obter um extrato rico em compostos fenólicos. A
decocção foi realizada adicionando 1&nbsp;g de planta a 200&nbsp;mL de água destilada,
que foram deixadas numa placa de aquecimento em ebulição durante 5&nbsp;min, e em
repouso por mais 5&nbsp;min. A mistura foi filtrada, congelada e liofilizada. Os
compostos fenólicos foram determinados por HPLC, tal como descrito anteriormente
pelos autores (Barros <i>et al</i>., 2013). A deteção foi feita num detetor de díodos
(DAD), utilizando 280 a 370&nbsp;nm como comprimentos de onda, e num espectrómetro
de massa (MS) ligado ao sistema de HPLC. Os compostos fenólicos foram identificados
por comparação do seu tempo de retenção e dos seus espetros UV-vis e de massa, com
soluções-padrão, quando disponíveis. Caso contrário, os picos foram identificados
por aproximação comparando as informações obtidas com os dados disponíveis na literatura.
Os resultados são expressos em mg/g decocção liofilizada.</font></p>


    ]]></body>
<body><![CDATA[<p><font face = Verdana size
= 3><b>RESULTADOS E DISCUSSÃO</b></font></p>

    <p><font face = Verdana size = 2>Apesar
de a infusão ser usualmente a forma mais consumida de <i>M. recutita </i>pela população,
os resultados obtidos (não apresentados) demostram que a decocção apresentou mais
compostos fenólicos para além de um maior rendimento de extração comparativamente
com a infusão o que permite obter uma maior quantidade de estrato resultante de
uma menor quantidade de planta.</font></p>

    <p><font face = Verdana size = 2>Tal
como podemos observar no <a href = "/img/revistas/rca/v40nspe/v40nspea17q1.jpg" target = "_blank">Quadro 1</a>, foram detetados dezanove compostos fenólicos
(incluindo ácidos fenólicos e flavonoides) nas decocções de <i>M. recutita</i>.
Os ácidos fenólicos constituem o grupo maioritário (23,66±0,27&nbsp;mg/g). Foram
identificados quatro compostos como possíveis derivados do ácido cafeoil-2,7-anidro-3-desoxi-2-octulopiranosónico
(CDOA), sendo o di-CDOA o ácido mais abundante (6,83±0,05&nbsp;mg/g). É de salientar
que esta terá sido a primeira vez que este tipo de compostos foi identificado em
flores de <i>M. recutita</i>. </font></p>

    
<p><font face = Verdana size = 2>O
luteolin-<i>O</i>-glucurónido surgiu como o composto mais abundante (4,80±0,54&nbsp;mg/g)
dos flavonoides identificados (concentração total: 17,89±0,91&nbsp;mg/g). Este composto
não tem sido encontrado em <i>M. recutita</i> no entanto, os glucósidos de luteolina
são normalmente identificados em quantidades relevantes em flores de camomila e
nas suas infusões (Guimarães <i>et al</i>., 2013; Avula <i>et al</i>., 2014; Haghi
<i>et al</i>., 2014).</font></p>



    <p><font face = Verdana size = 3><b>CONCLUSÕES</b></font></p>

    <p><font face
= Verdana size = 2>A caracterização dos extratos de camomila obtidos por decocção
revelou a presença de compostos fenólicos que podem ser responsáveis pela sua atividade
antioxidante e antimicrobiana. Devido à crescente procura por parte dos consumidores
por alimentos funcionais e tendo em conta os resultados apresentados, a continuidade
deste trabalho resultou no desenvolvimento de novos produtos recorrendo à incorporação
deste extrato em matrizes alimentares com objetivo de as tornar funcionais e aumentar
o seu tempo de prateleira (mais detalhes em Caleja <i>et al</i>., 2015). </font></p>

</br>

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<i>Phytotherapy Research</i>, vol. 27, n. 6, p. 852–858. 
<a href="https://dx.doi.org/10.1002/ptr.4807" target = "_blank">http://dx.doi.org/10.1002/ptr.4807</a></font>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;[&#160;<a href="javascript:void(0);" onclick="javascript: window.open('/scielo.php?script=sci_nlinks&ref=671782&pid=S0871-018X201700050001800008&lng=','','width=640,height=500,resizable=yes,scrollbars=1,menubar=yes,');">Links</a>&#160;]<!-- end-ref --><!-- ref --><p><font face = Verdana size = 2>Procházková, D.; Bousová, I. &amp; Wilhelmová,
N. (2011) - Antioxidant and prooxidant properties of flavonoids. <i>Fitoterapia</i>,
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<a href = "http://dx.doi.org/10.1016/j.fitote.2011.01.018" target = "_blank">http://dx.doi.org/10.1016/j.fitote.2011.01.018</a></font>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;[&#160;<a href="javascript:void(0);" onclick="javascript: window.open('/scielo.php?script=sci_nlinks&ref=671783&pid=S0871-018X201700050001800009&lng=','','width=640,height=500,resizable=yes,scrollbars=1,menubar=yes,');">Links</a>&#160;]<!-- end-ref --><!-- ref --><p><font face = Verdana size = 2>Ranpariya, V. L.; Parmar, S. K.; Sheth, N. R.
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approach. <i>Food</i>, vol. 1, p. 111–136.    &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;[&#160;<a href="javascript:void(0);" onclick="javascript: window.open('/scielo.php?script=sci_nlinks&ref=671785&pid=S0871-018X201700050001800011&lng=','','width=640,height=500,resizable=yes,scrollbars=1,menubar=yes,');">Links</a>&#160;]<!-- end-ref --></font></p>

    ]]></body>
<body><![CDATA[<!-- ref --><p><font face = Verdana
size = 2>Silva, N.C.; Barbosa, L.; Seito, L.N. &amp; Fernandes, A. (2012) - Antimicrobial
activity and phytochemical analysis of crude extracts and essential oils from medicinal
plants. <i>Natural Product Research</i>, vol. 26, n. 16, p. 1510–1514.
<a href = "http://dx.doi.org/10.1080/14786419.2011.564582" target = "_blank">http://dx.doi.org/10.1080/14786419.2011.564582</a></font>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;[&#160;<a href="javascript:void(0);" onclick="javascript: window.open('/scielo.php?script=sci_nlinks&ref=671787&pid=S0871-018X201700050001800012&lng=','','width=640,height=500,resizable=yes,scrollbars=1,menubar=yes,');">Links</a>&#160;]<!-- end-ref --><!-- ref --><p><font face = Verdana size = 2>Weng, C. &amp; Yen, G. (2012) - Chemopreventive
effects of dietary phytochemicals against cancer invasion and metastasis: Phenolic
acids, monophenol, polyphenol, and their derivatives. <i>Cancer Treatment Reviews</i>,
vol. 38, n. 1, p. 76–87.
<a href = "http://dx.doi.org/10.1016/j.ctrv.2011.03.001" target = "_blank">http://dx.doi.org/10.1016/j.ctrv.2011.03.001</a></font>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;[&#160;<a href="javascript:void(0);" onclick="javascript: window.open('/scielo.php?script=sci_nlinks&ref=671788&pid=S0871-018X201700050001800013&lng=','','width=640,height=500,resizable=yes,scrollbars=1,menubar=yes,');">Links</a>&#160;]<!-- end-ref --><!-- ref --><p><font face = Verdana size = 2>Zapata, N. &amp; Smagghe, G. (2010) - Repellency
and toxicity of essential oils from the leaves and bark of <i>Laurelia sempervirens</i>
and <i>Drimys winteri </i>against <i>Tribolium castaneum</i>. <i>Industrial Crops
and Products</i>, vol. 32, n. 3, p. 405–410.
<a href = "http://dx.doi.org/10.1016/j.indcrop.2010.06.005" target = "_blank">http://dx.doi.org/10.1016/j.indcrop.2010.06.005</a></font>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;[&#160;<a href="javascript:void(0);" onclick="javascript: window.open('/scielo.php?script=sci_nlinks&ref=671789&pid=S0871-018X201700050001800014&lng=','','width=640,height=500,resizable=yes,scrollbars=1,menubar=yes,');">Links</a>&#160;]<!-- end-ref --><p><font face = Verdana
size = 3><b>Agradecimentos</b></font></p>

    <p><font face = Verdana size = 2>Os
autores agradecem à Fundação para a Ciência e a Tecnologia (FCT, Portugal) e ao
FEDER no âmbito do programa PT2020 pelo apoio financeiro ao CIMO (UID/AGR/00690/2013),
REQUIMTE (UID/QUI/50006/2013 - POCI/01/0145/ FERDER/007265) e pelo financiamento
das bolsas de C. Caleja (SFRH/BD/93007/2013) e L. Barros (SFRH/BPD/107855/2015).</font></p>

</br>

    <p><font face = Verdana size = 2>Recebido/received: 2016.12.22</font></p>

    <p><font face = Verdana size = 2>Recebido em versão revista/received in revised form: 2017.03.10</font></p>

    <p><font face = Verdana size = 2>Aceite/accepted: 2017.03.10</font></p>

     ]]></body><back>
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