New Alcamide and Anti-oxidant Activity of Pilosocereus gounellei A. Weber ex K. Schum. Bly. ex Rowl. (Cactaceae)
The Cactaceae family is composed by 124 genera and about 1438 species. Pilosocereus gounellei, popularly known in Brazil as xique-xique, is used in folk medicine to treat prostate inflammation, gastrointestinal and urinary diseases. The pioneering phytochemical study of P. gounellei was performed us...
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| Published in | Molecules (Basel, Switzerland) Vol. 21; no. 1; p. E11 |
|---|---|
| Main Authors | , , , , , , , , , , , , |
| Format | Journal Article |
| Language | English |
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MDPI AG
01.01.2016
MDPI |
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| Abstract | The Cactaceae family is composed by 124 genera and about 1438 species. Pilosocereus gounellei, popularly known in Brazil as xique-xique, is used in folk medicine to treat prostate inflammation, gastrointestinal and urinary diseases. The pioneering phytochemical study of P. gounellei was performed using column chromatography and HPLC, resulting in the isolation of 10 substances: pinostrobin (1), β-sitosterol (2), a mixture of sitosterol 3-O-β-d-glucopyranoside/stigmasterol 3-O-β-d-glucopyranoside (3a/3b), 13²-hydroxyphaeophytin a (4), phaeophytin a (5), a mixture of β-sitosterol and stigmasterol (6a/6b), kaempferol (7), quercetin (8), 7'-ethoxy-trans-feruloyltyramine (mariannein, 9) and trans-feruloyl tyramine (10). Compound 9 is reported for the first time in the literature. The structural characterization of the compounds was performed by analyses of 1-D and 2-D NMR data. In addition, a phenolic and flavonol total content assay was carried out, and the anti-oxidant potential of P. gounellei was demonstrated. |
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| AbstractList | The Cactaceae family is composed by 124 genera and about 1438 species.
Pilosocereus gounellei
, popularly known in Brazil as xique-xique, is used in folk medicine to treat prostate inflammation, gastrointestinal and urinary diseases. The pioneering phytochemical study of
P. gounellei
was performed using column chromatography and HPLC, resulting in the isolation of 10 substances: pinostrobin (
1
), β-sitosterol (
2
), a mixture of sitosterol 3-
O
-β-
d
-glucopyranoside/stigmasterol 3-
O
-β-
d
-glucopyranoside (
3a
/
3b
), 13
2
-hydroxyphaeophytin a (
4
), phaeophytin a (
5
), a mixture of β-sitosterol and stigmasterol (
6a
/
6b
), kaempferol (
7
), quercetin (
8
), 7′-ethoxy-
trans
-feruloyltyramine (mariannein,
9
) and
trans
-feruloyl tyramine (
10
). Compound
9
is reported for the first time in the literature. The structural characterization of the compounds was performed by analyses of 1-D and 2-D NMR data. In addition, a phenolic and flavonol total content assay was carried out, and the anti-oxidant potential of
P. gounellei
was demonstrated. The Cactaceae family is composed by 124 genera and about 1438 species. Pilosocereus gounellei, popularly known in Brazil as xique-xique, is used in folk medicine to treat prostate inflammation, gastrointestinal and urinary diseases. The pioneering phytochemical study of P. gounellei was performed using column chromatography and HPLC, resulting in the isolation of 10 substances: pinostrobin (1), beta -sitosterol (2), a mixture of sitosterol 3-O- beta -d-glucopyranoside/stigmasterol 3-O- beta -d-glucopyranoside (3a/3b), 132-hydroxyphaeophytin a (4), phaeophytin a (5), a mixture of beta -sitosterol and stigmasterol (6a/6b), kaempferol (7), quercetin (8), 7'-ethoxy-trans-feruloyltyramine (mariannein, 9) and trans-feruloyl tyramine (10). Compound 9 is reported for the first time in the literature. The structural characterization of the compounds was performed by analyses of 1-D and 2-D NMR data. In addition, a phenolic and flavonol total content assay was carried out, and the anti-oxidant potential of P. gounellei was demonstrated. The Cactaceae family is composed by 124 genera and about 1438 species. Pilosocereus gounellei, popularly known in Brazil as xique-xique, is used in folk medicine to treat prostate inflammation, gastrointestinal and urinary diseases. The pioneering phytochemical study of P. gounellei was performed using column chromatography and HPLC, resulting in the isolation of 10 substances: pinostrobin (1), β-sitosterol (2), a mixture of sitosterol 3-O-β-d-glucopyranoside/stigmasterol 3-O-β-d-glucopyranoside (3a/3b), 13²-hydroxyphaeophytin a (4), phaeophytin a (5), a mixture of β-sitosterol and stigmasterol (6a/6b), kaempferol (7), quercetin (8), 7'-ethoxy-trans-feruloyltyramine (mariannein, 9) and trans-feruloyl tyramine (10). Compound 9 is reported for the first time in the literature. The structural characterization of the compounds was performed by analyses of 1-D and 2-D NMR data. In addition, a phenolic and flavonol total content assay was carried out, and the anti-oxidant potential of P. gounellei was demonstrated. The Cactaceae family is composed by 124 genera and about 1438 species. Pilosocereus gounellei, popularly known in Brazil as xique-xique, is used in folk medicine to treat prostate inflammation, gastrointestinal and urinary diseases. The pioneering phytochemical study of P. gounellei was performed using column chromatography and HPLC, resulting in the isolation of 10 substances: pinostrobin (1), β-sitosterol (2), a mixture of sitosterol 3-O-β-d-glucopyranoside/stigmasterol 3-O-β-d-glucopyranoside (3a/3b), 132-hydroxyphaeophytin a (4), phaeophytin a (5), a mixture of β-sitosterol and stigmasterol (6a/6b), kaempferol (7), quercetin (8), 7′-ethoxy-trans-feruloyltyramine (mariannein, 9) and trans-feruloyl tyramine (10). Compound 9 is reported for the first time in the literature. The structural characterization of the compounds was performed by analyses of 1-D and 2-D NMR data. In addition, a phenolic and flavonol total content assay was carried out, and the anti-oxidant potential of P. gounellei was demonstrated. |
| Author | Brito Filho, Severino G Fernandes, Marianne G Teles, Yanna C F Chaves, Otemberg S de Andrade, Alberício Pereira de Souza, Maria de Fátima Vanderlei Maciel, Jéssica K S Fernandes, Pedro Dantas Assis, Temilce S Silva, Tania M S Silva, Girliane R Felix, Leonardo P Ramos, Nathalia S M |
| AuthorAffiliation | 2 Post-Graduation Program in Bioactive Natural and Synthetic Products, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900 Brazil; otemberg_sc@yahoo.com.br (O.S.C.); severinogfilho@yahoo.com.br (S.G.B.F.); marianne.guedes@gmail.com (M.G.F.) 5 Postgraduate Program in Development and Technological Innovation in Medicines, Department of Molecular Sciences, Rural Federal University of Pernambuco, Campus Dois Irmãos, Recife, PE, 52171-900, Brazil; sarmentosilva@gmail.com (T.M.S.S.); quinathi@gmail.com (N.S.M.R.); girlianeregina@gmail.com (G.R.S.) 3 Health Science Centre, Physiology and Pathology Department, Federal University of Paraiba, Campus I, Cidade Universitária—João Pessoa, PB, 58059-900, Brazil 1 Post-Graduation Program in Development and Technological Innovation in Medicines, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900, Brazil; jksmaciel@hotmail.com (J.K.S.M.); yannateles@gmail.com (Y.C.F.T.); temilc |
| AuthorAffiliation_xml | – name: 2 Post-Graduation Program in Bioactive Natural and Synthetic Products, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900 Brazil; otemberg_sc@yahoo.com.br (O.S.C.); severinogfilho@yahoo.com.br (S.G.B.F.); marianne.guedes@gmail.com (M.G.F.) – name: 4 Department of Agroecology and Agriculture, Center of Agricultural and Environmental Sciences, University of Paraiba State, 351 Baraúnas Street, Campina Grande, PB, 58429-500, Brazil; pedrodantasfernandes@gmail.com (P.D.F.); albericio3@gmail.com (A.P.A.); lpfelix@hotmail.com (L.P.F.) – name: 3 Health Science Centre, Physiology and Pathology Department, Federal University of Paraiba, Campus I, Cidade Universitária—João Pessoa, PB, 58059-900, Brazil – name: 1 Post-Graduation Program in Development and Technological Innovation in Medicines, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900, Brazil; jksmaciel@hotmail.com (J.K.S.M.); yannateles@gmail.com (Y.C.F.T.); temilce@gmail.com (T.S.A.) – name: 5 Postgraduate Program in Development and Technological Innovation in Medicines, Department of Molecular Sciences, Rural Federal University of Pernambuco, Campus Dois Irmãos, Recife, PE, 52171-900, Brazil; sarmentosilva@gmail.com (T.M.S.S.); quinathi@gmail.com (N.S.M.R.); girlianeregina@gmail.com (G.R.S.) |
| Author_xml | – sequence: 1 givenname: Jéssica K S surname: Maciel fullname: Maciel, Jéssica K S email: jksmaciel@hotmail.com organization: Post-Graduation Program in Development and Technological Innovation in Medicines, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900, Brazil. jksmaciel@hotmail.com – sequence: 2 givenname: Otemberg S surname: Chaves fullname: Chaves, Otemberg S email: otemberg_sc@yahoo.com.br organization: Post-Graduation Program in Bioactive Natural and Synthetic Products, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900 Brazil. otemberg_sc@yahoo.com.br – sequence: 3 givenname: Severino G surname: Brito Filho fullname: Brito Filho, Severino G email: severinogfilho@yahoo.com.br organization: Post-Graduation Program in Bioactive Natural and Synthetic Products, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900 Brazil. severinogfilho@yahoo.com.br – sequence: 4 givenname: Yanna C F surname: Teles fullname: Teles, Yanna C F email: yannateles@gmail.com organization: Post-Graduation Program in Development and Technological Innovation in Medicines, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900, Brazil. yannateles@gmail.com – sequence: 5 givenname: Marianne G surname: Fernandes fullname: Fernandes, Marianne G email: marianne.guedes@gmail.com organization: Post-Graduation Program in Bioactive Natural and Synthetic Products, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900 Brazil. marianne.guedes@gmail.com – sequence: 6 givenname: Temilce S surname: Assis fullname: Assis, Temilce S email: temilce@gmail.com, temilce@gmail.com organization: Health Science Centre, Physiology and Pathology Department, Federal University of Paraiba, Campus I, Cidade Universitária-João Pessoa, PB, 58059-900, Brazil. temilce@gmail.com – sequence: 7 givenname: Pedro Dantas surname: Fernandes fullname: Fernandes, Pedro Dantas email: pedrodantasfernandes@gmail.com organization: Department of Agroecology and Agriculture, Center of Agricultural and Environmental Sciences, University of Paraiba State, 351 Baraúnas Street, Campina Grande, PB, 58429-500, Brazil. pedrodantasfernandes@gmail.com – sequence: 8 givenname: Alberício Pereira surname: de Andrade fullname: de Andrade, Alberício Pereira email: albericio3@gmail.com organization: Department of Agroecology and Agriculture, Center of Agricultural and Environmental Sciences, University of Paraiba State, 351 Baraúnas Street, Campina Grande, PB, 58429-500, Brazil. albericio3@gmail.com – sequence: 9 givenname: Leonardo P surname: Felix fullname: Felix, Leonardo P email: lpfelix@hotmail.com organization: Department of Agroecology and Agriculture, Center of Agricultural and Environmental Sciences, University of Paraiba State, 351 Baraúnas Street, Campina Grande, PB, 58429-500, Brazil. lpfelix@hotmail.com – sequence: 10 givenname: Tania M S surname: Silva fullname: Silva, Tania M S email: sarmentosilva@gmail.com organization: Postgraduate Program in Development and Technological Innovation in Medicines, Department of Molecular Sciences, Rural Federal University of Pernambuco, Campus Dois Irmãos, Recife, PE, 52171-900, Brazil. sarmentosilva@gmail.com – sequence: 11 givenname: Nathalia S M surname: Ramos fullname: Ramos, Nathalia S M email: quinathi@gmail.com organization: Postgraduate Program in Development and Technological Innovation in Medicines, Department of Molecular Sciences, Rural Federal University of Pernambuco, Campus Dois Irmãos, Recife, PE, 52171-900, Brazil. quinathi@gmail.com – sequence: 12 givenname: Girliane R surname: Silva fullname: Silva, Girliane R email: girlianeregina@gmail.com organization: Postgraduate Program in Development and Technological Innovation in Medicines, Department of Molecular Sciences, Rural Federal University of Pernambuco, Campus Dois Irmãos, Recife, PE, 52171-900, Brazil. girlianeregina@gmail.com – sequence: 13 givenname: Maria de Fátima Vanderlei surname: de Souza fullname: de Souza, Maria de Fátima Vanderlei email: mfvanderlei@ltf.ufpb.br, mfvanderlei@ltf.ufpb.br organization: Post-Graduation Program in Bioactive Natural and Synthetic Products, Health Science Center, Federal University of Paraiba, Campus I, João Pessoa, PB, 58051-900 Brazil. mfvanderlei@ltf.ufpb.br |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/26703549$$D View this record in MEDLINE/PubMed |
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| DOI | 10.3390/molecules21010011 |
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| Keywords | Pilosocereus gounellei anti-oxidant activity 7′-ethoxy-trans-feruloyltyramine |
| Language | English |
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| Snippet | The Cactaceae family is composed by 124 genera and about 1438 species. Pilosocereus gounellei, popularly known in Brazil as xique-xique, is used in folk... The Cactaceae family is composed by 124 genera and about 1438 species. Pilosocereus gounellei , popularly known in Brazil as xique-xique, is used in folk... |
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| SubjectTerms | 7′-ethoxy-trans-feruloyltyramine anti-oxidant activity Antioxidants - chemistry Antioxidants - pharmacology Cactaceae Cactaceae - chemistry Chlorophyll Chromatography, High Pressure Liquid Coumaric Acids - chemistry Coumaric Acids - pharmacology Flavonoids - chemistry Flavonoids - pharmacology Folk medicine Free radicals Medicine, Traditional Molecular Structure Phenols - chemistry Phenols - pharmacology Phytochemicals Pilosocereus Pilosocereus gounellei Plant Extracts - chemistry Plant Extracts - pharmacology Prostate Science Tyramine - analogs & derivatives Tyramine - chemistry Tyramine - pharmacology |
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| Title | New Alcamide and Anti-oxidant Activity of Pilosocereus gounellei A. Weber ex K. Schum. Bly. ex Rowl. (Cactaceae) |
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