2016 |
Simirgiotis, M J; Quispe, C; Areche, C; Sepulveda, B Phenolic Compounds in Chilean Mistletoe (Quintral, Tristerix Tetrandus) Analyzed by Uhplc-Q/Orbitrap/Ms/Ms and Its Antioxidant Properties Artículo de revista Molecules, 21 (3), 2016, ISSN: 1420-3049. Resumen | Enlaces | BibTeX | Etiquetas: anthocyanins, antioxidants, bioactive chile, components, del esi-ms, extracts flavonoids, fruits, hplc-dad, hplc-ms, l., liquid-chromatography, mass-spectrometry, medicinal-plants, muerdago, northern phenolic quintral ultra @article{RN287, title = {Phenolic Compounds in Chilean Mistletoe (Quintral, Tristerix Tetrandus) Analyzed by Uhplc-Q/Orbitrap/Ms/Ms and Its Antioxidant Properties}, author = { M.J. Simirgiotis and C. Quispe and C. Areche and B. Sepulveda}, url = {/brokenurl#<Go to ISI>://WOS:000373802200140}, doi = {10.3390/molecules21030245}, issn = {1420-3049}, year = {2016}, date = {2016-01-01}, journal = {Molecules}, volume = {21}, number = {3}, abstract = {Mass spectrometry has become a method of choice to characterize bioactive compounds in biological samples because of its sensitivity and selectivity. Hybrid ultra-HPLC hyphenated with Orbitrap mass analyzer is an innovative state of the art technology that allows fast and accurate metabolomic analyses. In this work the metabolites of a Chilean mistletoe endemic to the VIII region of Chile were investigated for the first time using UHPLC mass analysis (UHPLC-PDA-HESI-Orbitrap MSn). The anthocyanins, together with the non-pigmented phenolics were fingerprinted and correlated with the antioxidant capacities measured by the bleaching of the DPPH radical, the ferric reducing antioxidant power (FRAP), the superoxide anion scavenging activity assay (SA), and total content of phenolics, flavonoids and anthocyanins measured by spectroscopic methods. Six anthocyanins were identified, and among them, the 3-O-glycosides of delphinidin and cyanidin were the major ones. In addition, several phenolic acids (including feruloylquinic acid, feruloyl glucose, chlorogenic acid) and several flavonols (luteolin, quercetin, apigenin, isorhamnetin and glycoside derivatives) were also identified. The mistletoe leaves showed the highest antioxidant activity as measured by the DPPH radical bleaching, ferric reducing antioxidant power and superoxide anion scavenging activity tests (13.38 +/- 0.47 mu g/mL, 125.32 +/- 5.96 mu molTE/g DW and 84.06 +/- 4.59 at 100 mu g/mL, respectively).}, keywords = {anthocyanins, antioxidants, bioactive chile, components, del esi-ms, extracts flavonoids, fruits, hplc-dad, hplc-ms, l., liquid-chromatography, mass-spectrometry, medicinal-plants, muerdago, northern phenolic quintral ultra}, pubstate = {published}, tppubtype = {article} } Mass spectrometry has become a method of choice to characterize bioactive compounds in biological samples because of its sensitivity and selectivity. Hybrid ultra-HPLC hyphenated with Orbitrap mass analyzer is an innovative state of the art technology that allows fast and accurate metabolomic analyses. In this work the metabolites of a Chilean mistletoe endemic to the VIII region of Chile were investigated for the first time using UHPLC mass analysis (UHPLC-PDA-HESI-Orbitrap MSn). The anthocyanins, together with the non-pigmented phenolics were fingerprinted and correlated with the antioxidant capacities measured by the bleaching of the DPPH radical, the ferric reducing antioxidant power (FRAP), the superoxide anion scavenging activity assay (SA), and total content of phenolics, flavonoids and anthocyanins measured by spectroscopic methods. Six anthocyanins were identified, and among them, the 3-O-glycosides of delphinidin and cyanidin were the major ones. In addition, several phenolic acids (including feruloylquinic acid, feruloyl glucose, chlorogenic acid) and several flavonols (luteolin, quercetin, apigenin, isorhamnetin and glycoside derivatives) were also identified. The mistletoe leaves showed the highest antioxidant activity as measured by the DPPH radical bleaching, ferric reducing antioxidant power and superoxide anion scavenging activity tests (13.38 +/- 0.47 mu g/mL, 125.32 +/- 5.96 mu molTE/g DW and 84.06 +/- 4.59 at 100 mu g/mL, respectively). |
2015 |
Martinez-Cifuentes, M; Weiss-Lopez, B; Santos, L S; Araya-Maturana, R Heterocyclic Curcumin Derivatives of Pharmacological Interest: Recent Progress Artículo de revista Current Topics in Medicinal Chemistry, 15 (17), pp. 1663-1672, 2015, ISSN: 1568-0266. Resumen | Enlaces | BibTeX | Etiquetas: alzheimer, analogs, antibacterial, antiinflammatory antioxidant, antioxidants, apoptosis, bioavailability, cancer, curcumin, cytotoxicity, heterocycles, in-vitro, inhibitors molecular properties, targets @article{RN266, title = {Heterocyclic Curcumin Derivatives of Pharmacological Interest: Recent Progress}, author = { M. Martinez-Cifuentes and B. Weiss-Lopez and L.S. Santos and R. Araya-Maturana}, url = {/brokenurl#<Go to ISI>://WOS:000355570800003}, doi = {10.2174/1568026615666150427111837}, issn = {1568-0266}, year = {2015}, date = {2015-01-01}, journal = {Current Topics in Medicinal Chemistry}, volume = {15}, number = {17}, pages = {1663-1672}, abstract = {Curcumin, a natural yellow polyphenol, is isolated from the herb Curcuma longa L. (turmeric), a member of the ginger family. It has been extensively studied due to their multiple pharmacological properties. Nevertheless, curcumin has disadvantages such as poor water solubility, poor bioavailability and rapid metabolism, which has prompted the search for analogues that overcome these shortcomings while maintaining or improving their good pharmacological properties. Among the main curcumin analogues that have been developed, the heterocyclic curcuminoids show a high interest. In this review, we describe recent progress in the synthesis and pharmacological properties of new heterocyclic curcumin derivatives. The most recent developments in anti-cancer, anti-Alzheimer, anti-bacterial and anti-oxidants heterocyclic curcumin derivatives are covered.}, keywords = {alzheimer, analogs, antibacterial, antiinflammatory antioxidant, antioxidants, apoptosis, bioavailability, cancer, curcumin, cytotoxicity, heterocycles, in-vitro, inhibitors molecular properties, targets}, pubstate = {published}, tppubtype = {article} } Curcumin, a natural yellow polyphenol, is isolated from the herb Curcuma longa L. (turmeric), a member of the ginger family. It has been extensively studied due to their multiple pharmacological properties. Nevertheless, curcumin has disadvantages such as poor water solubility, poor bioavailability and rapid metabolism, which has prompted the search for analogues that overcome these shortcomings while maintaining or improving their good pharmacological properties. Among the main curcumin analogues that have been developed, the heterocyclic curcuminoids show a high interest. In this review, we describe recent progress in the synthesis and pharmacological properties of new heterocyclic curcumin derivatives. The most recent developments in anti-cancer, anti-Alzheimer, anti-bacterial and anti-oxidants heterocyclic curcumin derivatives are covered. |
2014 |
Brito, A; Ramirez, J E; Areche, C; Sepulveda, B; Simirgiotis, M J Hplc-Uv-Ms Profiles of Phenolic Compounds and Antioxidant Activity of Fruits from Three Citrus Species Consumed in Northern Chile Artículo de revista Molecules, 19 (11), pp. 17400-17421, 2014, ISSN: 1420-3049. Resumen | Enlaces | BibTeX | Etiquetas: antioxidants, caenorhabditis-elegans, capacity, chilean dad, damage, de detection, diode-array endemic esi-qtof, fruits, harvest hplc-ms, identification lemon, limon liquid-chromatography, mass-spectrometry, oxidative performance pica pica, poliphenolics, quantitation, species, tandem time @article{RN182, title = {Hplc-Uv-Ms Profiles of Phenolic Compounds and Antioxidant Activity of Fruits from Three Citrus Species Consumed in Northern Chile}, author = { A. Brito and J.E. Ramirez and C. Areche and B. Sepulveda and M.J. Simirgiotis}, url = {/brokenurl#<Go to ISI>://WOS:000345564300019}, doi = {10.3390/molecules191117400}, issn = {1420-3049}, year = {2014}, date = {2014-01-01}, journal = {Molecules}, volume = {19}, number = {11}, pages = {17400-17421}, abstract = {Peels and edible pulp from three species of citrus including Citrus aurantifolia (varieties pica and sutil) and Citrus x lemon var. Genova widely cultivated and consumed in Northern Chile (I and II region) were analyzed for phenolic compounds and antioxidant activity for the first time. A high performance electrospray ionization mass spectrometry (HPLC-UV-ESI-MS) method was developed for the rapid identification of phenolics in extracts from peels and juices of all species. Several flavonoids including one kaempferol-O-hexoside (peak 16) and one hesperidin derivative (peak 22) three quercetin derivatives (peaks 4, 19 and 36), five isorhamnetin derivatives (peaks 5, 23, 24, 26 and 29) four luteolin derivatives (peaks 14, 25, 27 and 40), seven apigenin derivatives (peaks 2, 3, 12, 20, 34, 35 and 39), seven diosmetin derivatives (peaks 7-9, 17, 21, 31 and 37), three chrysoeriol derivatives (peaks 10, 18 and 30), and four eryodictiol derivatives (peaks 6, 13, 15 and 38) were identified in negative and positive mode using full scan mass measurements and MSn fragmentations. Ascorbic acid content was higher in the pulps of the varieties Genova and Sutil (60.13 +/- 1.28 and 56.53 +/- 1.06 mg ascorbic acid per g dry weight, respectively) while total phenolic content was higher in Pica peels followed by Sutil peels (34.59 +/- 0.81 and 25.58 +/- 1.02 mg/g GAE dry weight, respectively). The antioxidant capacity was also higher for Pica peels (10.34 +/- 1.23 mu g/mL in the DPPH assay and 120.63 +/- 2.45 mu M trolox equivalents/g dry weight in the FRAP assay). The antioxidant features together with the high polyphenolic contents can support at least in part, the usage of the peel extracts as nutraceutical supplements, especially to be used as anti-ageing products.}, keywords = {antioxidants, caenorhabditis-elegans, capacity, chilean dad, damage, de detection, diode-array endemic esi-qtof, fruits, harvest hplc-ms, identification lemon, limon liquid-chromatography, mass-spectrometry, oxidative performance pica pica, poliphenolics, quantitation, species, tandem time}, pubstate = {published}, tppubtype = {article} } Peels and edible pulp from three species of citrus including Citrus aurantifolia (varieties pica and sutil) and Citrus x lemon var. Genova widely cultivated and consumed in Northern Chile (I and II region) were analyzed for phenolic compounds and antioxidant activity for the first time. A high performance electrospray ionization mass spectrometry (HPLC-UV-ESI-MS) method was developed for the rapid identification of phenolics in extracts from peels and juices of all species. Several flavonoids including one kaempferol-O-hexoside (peak 16) and one hesperidin derivative (peak 22) three quercetin derivatives (peaks 4, 19 and 36), five isorhamnetin derivatives (peaks 5, 23, 24, 26 and 29) four luteolin derivatives (peaks 14, 25, 27 and 40), seven apigenin derivatives (peaks 2, 3, 12, 20, 34, 35 and 39), seven diosmetin derivatives (peaks 7-9, 17, 21, 31 and 37), three chrysoeriol derivatives (peaks 10, 18 and 30), and four eryodictiol derivatives (peaks 6, 13, 15 and 38) were identified in negative and positive mode using full scan mass measurements and MSn fragmentations. Ascorbic acid content was higher in the pulps of the varieties Genova and Sutil (60.13 +/- 1.28 and 56.53 +/- 1.06 mg ascorbic acid per g dry weight, respectively) while total phenolic content was higher in Pica peels followed by Sutil peels (34.59 +/- 0.81 and 25.58 +/- 1.02 mg/g GAE dry weight, respectively). The antioxidant capacity was also higher for Pica peels (10.34 +/- 1.23 mu g/mL in the DPPH assay and 120.63 +/- 2.45 mu M trolox equivalents/g dry weight in the FRAP assay). The antioxidant features together with the high polyphenolic contents can support at least in part, the usage of the peel extracts as nutraceutical supplements, especially to be used as anti-ageing products. |
Brito, A; Areche, C; Sepulveda, B; Kennelly, E J; Simirgiotis, M J Anthocyanin Characterization, Total Phenolic Quantification and Antioxidant Features of Some Chilean Edible Berry Extracts Artículo de revista Molecules, 19 (8), pp. 10936-10955, 2014, ISSN: 1420-3049. Resumen | Enlaces | BibTeX | Etiquetas: activity, antioxidants, arrayan, berberis-microphylla berries, blueberry, calafate, capacity, chequen, chile, cultivars endemic fruits, hplc-ms, inhibitory liquid-chromatography, luma, mass-spectrometry, meli, murtilla, myrtaceae, oxidase poliphenolics, polyphenols, quantitation, southern vegetables @article{RN186, title = {Anthocyanin Characterization, Total Phenolic Quantification and Antioxidant Features of Some Chilean Edible Berry Extracts}, author = { A. Brito and C. Areche and B. Sepulveda and E.J. Kennelly and M.J. Simirgiotis}, url = {/brokenurl#<Go to ISI>://WOS:000341502600014}, doi = {10.3390/molecules190810936}, issn = {1420-3049}, year = {2014}, date = {2014-01-01}, journal = {Molecules}, volume = {19}, number = {8}, pages = {10936-10955}, abstract = {The anthocyanin composition and HPLC fingerprints of six small berries endemic of the VIII region of Chile were investigated using high resolution mass analysis for the first time (HR-ToF-ESI-MS). The antioxidant features of the six endemic species were compared, including a variety of blueberries which is one of the most commercially significant berry crops in Chile. The anthocyanin fingerprints obtained for the fruits were compared and correlated with the antioxidant features measured by the bleaching of the DPPH radical, the ferric reducing antioxidant power (FRAP), the superoxide anion scavenging activity assay (SA), and total content of phenolics, flavonoids and anthocyanins measured by spectroscopic methods. Thirty one anthocyanins were identified, and the major ones were quantified by HPLC-DAD, mostly branched 3-O-glycosides of delphinidin, cyanidin, petunidin, peonidin and malvidin. Three phenolic acids (feruloylquinic acid, chlorogenic acid, and neochlorogenic acid) and five flavonols (hyperoside, isoquercitrin, quercetin, rutin, myricetin and isorhamnetin) were also identified. Calafate fruits showed the highest antioxidant activity (2.33 +/- 0.21 mu g/mL in the DPPH assay), followed by blueberry (3.32 +/- 0.18 mu g/mL), and arrayan (5.88 +/- 0.21), respectively.}, keywords = {activity, antioxidants, arrayan, berberis-microphylla berries, blueberry, calafate, capacity, chequen, chile, cultivars endemic fruits, hplc-ms, inhibitory liquid-chromatography, luma, mass-spectrometry, meli, murtilla, myrtaceae, oxidase poliphenolics, polyphenols, quantitation, southern vegetables}, pubstate = {published}, tppubtype = {article} } The anthocyanin composition and HPLC fingerprints of six small berries endemic of the VIII region of Chile were investigated using high resolution mass analysis for the first time (HR-ToF-ESI-MS). The antioxidant features of the six endemic species were compared, including a variety of blueberries which is one of the most commercially significant berry crops in Chile. The anthocyanin fingerprints obtained for the fruits were compared and correlated with the antioxidant features measured by the bleaching of the DPPH radical, the ferric reducing antioxidant power (FRAP), the superoxide anion scavenging activity assay (SA), and total content of phenolics, flavonoids and anthocyanins measured by spectroscopic methods. Thirty one anthocyanins were identified, and the major ones were quantified by HPLC-DAD, mostly branched 3-O-glycosides of delphinidin, cyanidin, petunidin, peonidin and malvidin. Three phenolic acids (feruloylquinic acid, chlorogenic acid, and neochlorogenic acid) and five flavonols (hyperoside, isoquercitrin, quercetin, rutin, myricetin and isorhamnetin) were also identified. Calafate fruits showed the highest antioxidant activity (2.33 +/- 0.21 mu g/mL in the DPPH assay), followed by blueberry (3.32 +/- 0.18 mu g/mL), and arrayan (5.88 +/- 0.21), respectively. |
2016 |
Phenolic Compounds in Chilean Mistletoe (Quintral, Tristerix Tetrandus) Analyzed by Uhplc-Q/Orbitrap/Ms/Ms and Its Antioxidant Properties Artículo de revista Molecules, 21 (3), 2016, ISSN: 1420-3049. |
2015 |
Heterocyclic Curcumin Derivatives of Pharmacological Interest: Recent Progress Artículo de revista Current Topics in Medicinal Chemistry, 15 (17), pp. 1663-1672, 2015, ISSN: 1568-0266. |
2014 |
Hplc-Uv-Ms Profiles of Phenolic Compounds and Antioxidant Activity of Fruits from Three Citrus Species Consumed in Northern Chile Artículo de revista Molecules, 19 (11), pp. 17400-17421, 2014, ISSN: 1420-3049. |
Anthocyanin Characterization, Total Phenolic Quantification and Antioxidant Features of Some Chilean Edible Berry Extracts Artículo de revista Molecules, 19 (8), pp. 10936-10955, 2014, ISSN: 1420-3049. |