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Geoffrey A Cordell - One of the best experts on this subject based on the ideXlab platform.
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liquid chromatography electrospray ionization mass spectrometry study of the flavonoids of the roots of astragalus mongholicus and a membranaceus
Journal of Chromatography A, 2000Co-Authors: Longze Lin, Michael Lindenmaier, Jie Yang, Michael Cleary, Shengxiang Qiu, Gary S Nolan, Geoffrey A CordellAbstract:Abstract High-performance liquid chromatography–electrospray ionization mass spectrometry has been applied to analyze the flavonoids of Huangqi, the roots of Astagalus mongholicus and A. membranaceus. Eight flavonoids were identified as calycosin-7-O-β- d -glucoside, calycosin-7-O-β- d -glucoside-6″-O-malonate (2), ononin, (6aR,11aR)-3-hydroxy-9,10-dimethoxypterocarpan-3-O-β- d -glucoside, calycosin, (3R)-7,2′-dihydroxy-3′,4′-dimethoxyisoflavan-7-O-β- d -glucoside, formononetin-7-O-β- d -glucoside-6″-O-malonate and formononetin by direct comparison with the isolated standards from Huangqi. The existence of (6aR,11aR)-3-hydroxy-9,10-dimethoxypterocarpan, (3R)-7,2′-dihydroxy-3′,4′-dimethoxyisoflavan, astrapterocarpanglucoside-6′-O-malonate and astraisoflavanglucoside-6′-O-malonate was detected. This is the first report of flavonoid glycoside Malonates in these two Astragalus species, and malonate 2 is a structurally completely identified new compound.
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lc esi ms study of the flavonoid glycoside Malonates of red clover trifolium pratense
Journal of Agricultural and Food Chemistry, 2000Co-Authors: Longze Lin, Michael Lindenmaier, Jie Yang, Michael Cleary, Shengxiang Qiu, Geoffrey A CordellAbstract:High-performance liquid chromatography−electrospray ionization−mass spectrometry (LC-ESI-MS) was applied to the analysis of the flavonoids and their glycoside Malonates of the flowers and leaves of red clover (Trifolium pratense). Through LC-MS comparative studies on the plant extracts and their malonate-free extracts, ∼20 flavonoid glycoside Malonates were detected in the flower extract. Eight were identified as genistin 6‘ ‘-O-malonate (39), formononetin 7-O-β-d-glucoside 6‘ ‘-O-malonate (40), biochanin A 7-O-β-d-glucoside 6‘ ‘-O-malonate (41), trifoside 6‘ ‘-O-malonate (42), irilone 4‘-O-β-d-glucoside 6‘ ‘-O-malonate (43), pratensein 7-O-β-d-glucoside 6‘ ‘-O-malonate (44), isoquercitrin 6‘ ‘-O-malonate (45), and 3-methylquercetin 7-O-β-d-glucoside 6‘ ‘-O-malonate (46). About 15 other flavonoids and clovamides were proved to be present in this extract. The study also found that the flowers contained flavones as the major flavonoids, whereas the leaves had isoflavones as the major flavonoids. This is the...
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lc esi ms study of the flavonoid glycoside Malonates of red clover trifolium pratense
Journal of Agricultural and Food Chemistry, 2000Co-Authors: Longze Lin, Michael Lindenmaier, Jie Yang, Michael Cleary, Shengxiang Qiu, Geoffrey A CordellAbstract:High-performance liquid chromatography-electrospray ionization-mass spectrometry (LC-ESI-MS) was applied to the analysis of the flavonoids and their glycoside Malonates of the flowers and leaves of red clover (Trifolium pratense). Through LC-MS comparative studies on the plant extracts and their malonate-free extracts, approximately 20 flavonoid glycoside Malonates were detected in the flower extract. Eight were identified as genistin 6' '-O-malonate (39), formononetin 7-O-beta-D-glucoside 6' '-O-malonate (40), biochanin A 7-O-beta-D-glucoside 6' '-O-malonate (41), trifoside 6' '-O-malonate (42), irilone 4'-O-beta-D-glucoside 6' '-O-malonate (43), pratensein 7-O-beta-D-glucoside 6' '-O-malonate (44), isoquercitrin 6' '-O-malonate (45), and 3-methylquercetin 7-O-beta-D-glucoside 6' '-O-malonate (46). About 15 other flavonoids and clovamides were proved to be present in this extract. The study also found that the flowers contained flavones as the major flavonoids, whereas the leaves had isoflavones as the major flavonoids. This is the first detection of the six Malonates (39 and 42-46) in the extracts of red clover, and among them, 42, 43, and 46 are new compounds.
Antonio Rodriguezsinovas - One of the best experts on this subject based on the ideXlab platform.
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selective inhibition of succinate dehydrogenase in reperfused myocardium with intracoronary malonate reduces infarct size
Scientific Reports, 2018Co-Authors: Antonio Rodriguezsinovas, Laura Vallslacalle, Elisabet Mirocasas, Marisol Ruizmeana, Ignasi BarbaAbstract:Inhibition of succinate dehydrogenase (SDH) with malonate during reperfusion reduces infarct size in isolated mice hearts submitted to global ischemia. However, malonate has toxic effects that preclude its systemic administration in animals. Here we investigated the effect of intracoronary malonate on infarct size in pigs submitted to transient coronary occlusion. Under baseline conditions, 50 mmol/L of intracoronary disodium malonate, but not lower concentrations, transiently reduced systolic segment shortening in the region perfused by the left anterior descending coronary artery (LAD) in open-chest pigs. To assess the effects of SDH inhibition on reperfusion injury, saline or malonate 10 mmol/L were selectively infused into the area at risk in 38 animals submitted to ischemia-reperfusion. Malonate improved systolic shortening in the area at risk two hours after 15 min of ischemia (0.18 ± 0.07 vs 0.00 ± 0.01 a.u., p = 0.025, n = 3). In animals submitted to 40 min of ischemia, malonate reduced reactive oxygen species production (MitoSOX staining) during initial reperfusion and limited infarct size (36.46 ± 5.35 vs 59.62 ± 4.00%, p = 0.002, n = 11), without modifying reperfusion arrhythmias. In conclusion, inhibition of SDH with intracoronary malonate during early reperfusion limits reperfusion injury and infarct size in pigs submitted to transient coronary occlusion without modifying reperfusion arrhythmias or contractile function in distant myocardium.
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succinate dehydrogenase inhibition with malonate during reperfusion reduces infarct size by preventing mitochondrial permeability transition
Cardiovascular Research, 2016Co-Authors: Laura Vallslacalle, Antonio Rodriguezsinovas, Elisabet Mirocasas, Marisol Ruizmeana, Juan Jose Alburquerquebejar, Marina Fuertesagudo, Ignasi Barba, David GarciadoradoAbstract:Aims Previous studies demonstrated that pre-treatment with malonate, a reversible inhibitor of succinate dehydrogenase, given before ischaemia, reduces infarct size. However, it is unknown whether administration of malonate may reduce reperfusion injury. Methods and results Isolated mice hearts were treated, under normoxic conditions, with increasing concentrations of disodium malonate (0.03–30 mmol/L, n = 4). Malonate induced a concentration-dependent decrease in left ventricular developed pressure (LVdevP) (EC50 = 8.05 ± 2.11 mmol/L). In isolated hearts submitted to global ischaemia (35 min) followed by reperfusion (60 min), malonate 3 mmol/L given only during the first 15 min of reperfusion reduced lactate dehydrogenase release (125.41 ± 16.82 vs. 189.20 ± 13.74 U/g dry tissue/15 min in controls, P = 0.015) and infarct size (24.57 ± 2.32 vs. 39.84 ± 2.78%, P = 0.001, n = 7–8 per group) and improved recovery of LVdevP (20.06 ± 3.82 vs 7.76 ± 2.53% of baseline LVdevP, P = 0.017). 1H NMR spectroscopy demonstrated marked changes in the metabolic profile of malonate-treated hearts, including increased accumulation of succinate. Furthermore, malonate reduced reactive oxygen species (ROS) production, as measured by MitoSOX staining in myocardial samples obtained after 5 min of reperfusion and in mitochondrial preparations from these samples, preserved mitochondrial respiration, and reduced mitochondrial permeabilization, assessed by calcein retention. Treatment with malonate did not result in activation of RISK or SAFE signalling pathways in tissue extracts obtained 5 min after reperfusion. Conclusion Succinate dehydrogenase inhibition with malonate at the onset of reperfusion reduces infarct size in isolated mice hearts through reduction in ROS production and mitochondrial permeability transition pore opening.
Longze Lin - One of the best experts on this subject based on the ideXlab platform.
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liquid chromatography electrospray ionization mass spectrometry study of the flavonoids of the roots of astragalus mongholicus and a membranaceus
Journal of Chromatography A, 2000Co-Authors: Longze Lin, Michael Lindenmaier, Jie Yang, Michael Cleary, Shengxiang Qiu, Gary S Nolan, Geoffrey A CordellAbstract:Abstract High-performance liquid chromatography–electrospray ionization mass spectrometry has been applied to analyze the flavonoids of Huangqi, the roots of Astagalus mongholicus and A. membranaceus. Eight flavonoids were identified as calycosin-7-O-β- d -glucoside, calycosin-7-O-β- d -glucoside-6″-O-malonate (2), ononin, (6aR,11aR)-3-hydroxy-9,10-dimethoxypterocarpan-3-O-β- d -glucoside, calycosin, (3R)-7,2′-dihydroxy-3′,4′-dimethoxyisoflavan-7-O-β- d -glucoside, formononetin-7-O-β- d -glucoside-6″-O-malonate and formononetin by direct comparison with the isolated standards from Huangqi. The existence of (6aR,11aR)-3-hydroxy-9,10-dimethoxypterocarpan, (3R)-7,2′-dihydroxy-3′,4′-dimethoxyisoflavan, astrapterocarpanglucoside-6′-O-malonate and astraisoflavanglucoside-6′-O-malonate was detected. This is the first report of flavonoid glycoside Malonates in these two Astragalus species, and malonate 2 is a structurally completely identified new compound.
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lc esi ms study of the flavonoid glycoside Malonates of red clover trifolium pratense
Journal of Agricultural and Food Chemistry, 2000Co-Authors: Longze Lin, Michael Lindenmaier, Jie Yang, Michael Cleary, Shengxiang Qiu, Geoffrey A CordellAbstract:High-performance liquid chromatography−electrospray ionization−mass spectrometry (LC-ESI-MS) was applied to the analysis of the flavonoids and their glycoside Malonates of the flowers and leaves of red clover (Trifolium pratense). Through LC-MS comparative studies on the plant extracts and their malonate-free extracts, ∼20 flavonoid glycoside Malonates were detected in the flower extract. Eight were identified as genistin 6‘ ‘-O-malonate (39), formononetin 7-O-β-d-glucoside 6‘ ‘-O-malonate (40), biochanin A 7-O-β-d-glucoside 6‘ ‘-O-malonate (41), trifoside 6‘ ‘-O-malonate (42), irilone 4‘-O-β-d-glucoside 6‘ ‘-O-malonate (43), pratensein 7-O-β-d-glucoside 6‘ ‘-O-malonate (44), isoquercitrin 6‘ ‘-O-malonate (45), and 3-methylquercetin 7-O-β-d-glucoside 6‘ ‘-O-malonate (46). About 15 other flavonoids and clovamides were proved to be present in this extract. The study also found that the flowers contained flavones as the major flavonoids, whereas the leaves had isoflavones as the major flavonoids. This is the...
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lc esi ms study of the flavonoid glycoside Malonates of red clover trifolium pratense
Journal of Agricultural and Food Chemistry, 2000Co-Authors: Longze Lin, Michael Lindenmaier, Jie Yang, Michael Cleary, Shengxiang Qiu, Geoffrey A CordellAbstract:High-performance liquid chromatography-electrospray ionization-mass spectrometry (LC-ESI-MS) was applied to the analysis of the flavonoids and their glycoside Malonates of the flowers and leaves of red clover (Trifolium pratense). Through LC-MS comparative studies on the plant extracts and their malonate-free extracts, approximately 20 flavonoid glycoside Malonates were detected in the flower extract. Eight were identified as genistin 6' '-O-malonate (39), formononetin 7-O-beta-D-glucoside 6' '-O-malonate (40), biochanin A 7-O-beta-D-glucoside 6' '-O-malonate (41), trifoside 6' '-O-malonate (42), irilone 4'-O-beta-D-glucoside 6' '-O-malonate (43), pratensein 7-O-beta-D-glucoside 6' '-O-malonate (44), isoquercitrin 6' '-O-malonate (45), and 3-methylquercetin 7-O-beta-D-glucoside 6' '-O-malonate (46). About 15 other flavonoids and clovamides were proved to be present in this extract. The study also found that the flowers contained flavones as the major flavonoids, whereas the leaves had isoflavones as the major flavonoids. This is the first detection of the six Malonates (39 and 42-46) in the extracts of red clover, and among them, 42, 43, and 46 are new compounds.
Laura Vallslacalle - One of the best experts on this subject based on the ideXlab platform.
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selective inhibition of succinate dehydrogenase in reperfused myocardium with intracoronary malonate reduces infarct size
Scientific Reports, 2018Co-Authors: Antonio Rodriguezsinovas, Laura Vallslacalle, Elisabet Mirocasas, Marisol Ruizmeana, Ignasi BarbaAbstract:Inhibition of succinate dehydrogenase (SDH) with malonate during reperfusion reduces infarct size in isolated mice hearts submitted to global ischemia. However, malonate has toxic effects that preclude its systemic administration in animals. Here we investigated the effect of intracoronary malonate on infarct size in pigs submitted to transient coronary occlusion. Under baseline conditions, 50 mmol/L of intracoronary disodium malonate, but not lower concentrations, transiently reduced systolic segment shortening in the region perfused by the left anterior descending coronary artery (LAD) in open-chest pigs. To assess the effects of SDH inhibition on reperfusion injury, saline or malonate 10 mmol/L were selectively infused into the area at risk in 38 animals submitted to ischemia-reperfusion. Malonate improved systolic shortening in the area at risk two hours after 15 min of ischemia (0.18 ± 0.07 vs 0.00 ± 0.01 a.u., p = 0.025, n = 3). In animals submitted to 40 min of ischemia, malonate reduced reactive oxygen species production (MitoSOX staining) during initial reperfusion and limited infarct size (36.46 ± 5.35 vs 59.62 ± 4.00%, p = 0.002, n = 11), without modifying reperfusion arrhythmias. In conclusion, inhibition of SDH with intracoronary malonate during early reperfusion limits reperfusion injury and infarct size in pigs submitted to transient coronary occlusion without modifying reperfusion arrhythmias or contractile function in distant myocardium.
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succinate dehydrogenase inhibition with malonate during reperfusion reduces infarct size by preventing mitochondrial permeability transition
Cardiovascular Research, 2016Co-Authors: Laura Vallslacalle, Antonio Rodriguezsinovas, Elisabet Mirocasas, Marisol Ruizmeana, Juan Jose Alburquerquebejar, Marina Fuertesagudo, Ignasi Barba, David GarciadoradoAbstract:Aims Previous studies demonstrated that pre-treatment with malonate, a reversible inhibitor of succinate dehydrogenase, given before ischaemia, reduces infarct size. However, it is unknown whether administration of malonate may reduce reperfusion injury. Methods and results Isolated mice hearts were treated, under normoxic conditions, with increasing concentrations of disodium malonate (0.03–30 mmol/L, n = 4). Malonate induced a concentration-dependent decrease in left ventricular developed pressure (LVdevP) (EC50 = 8.05 ± 2.11 mmol/L). In isolated hearts submitted to global ischaemia (35 min) followed by reperfusion (60 min), malonate 3 mmol/L given only during the first 15 min of reperfusion reduced lactate dehydrogenase release (125.41 ± 16.82 vs. 189.20 ± 13.74 U/g dry tissue/15 min in controls, P = 0.015) and infarct size (24.57 ± 2.32 vs. 39.84 ± 2.78%, P = 0.001, n = 7–8 per group) and improved recovery of LVdevP (20.06 ± 3.82 vs 7.76 ± 2.53% of baseline LVdevP, P = 0.017). 1H NMR spectroscopy demonstrated marked changes in the metabolic profile of malonate-treated hearts, including increased accumulation of succinate. Furthermore, malonate reduced reactive oxygen species (ROS) production, as measured by MitoSOX staining in myocardial samples obtained after 5 min of reperfusion and in mitochondrial preparations from these samples, preserved mitochondrial respiration, and reduced mitochondrial permeabilization, assessed by calcein retention. Treatment with malonate did not result in activation of RISK or SAFE signalling pathways in tissue extracts obtained 5 min after reperfusion. Conclusion Succinate dehydrogenase inhibition with malonate at the onset of reperfusion reduces infarct size in isolated mice hearts through reduction in ROS production and mitochondrial permeability transition pore opening.
John L Wood - One of the best experts on this subject based on the ideXlab platform.
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chemoselective intramolecular carbonyl ylide formation through electronically differentiated malonate diesters
Organic Letters, 2015Co-Authors: Mina C Nakhla, John L WoodAbstract:A method for chemoselective carbonyl ylide formation utilizing the Rh(II) catalyzed decomposition of electronically differentiated diazo Malonates is disclosed. Treatment of ethyl, trifluoro ethyl diazo malonate with a Rh(II) catalyst selectively forms a carbonyl ylide from the relatively electron rich ethyl ester. This carbonyl ylide can be trapped by various alkynes giving highly functionalized oxabicyclic compounds in a chemo-, regio-, and diastereoselective fashion.
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Chemoselective Intramolecular Carbonyl Ylide Formation through Electronically Differentiated Malonate Diesters
2015Co-Authors: Mina C Nakhla, Che-wah Lee, John L WoodAbstract:A method for chemoselective carbonyl ylide formation utilizing the Rh(II) catalyzed decomposition of electronically differentiated diazo Malonates is disclosed. Treatment of ethyl, trifluoro ethyl diazo malonate with a Rh(II) catalyst selectively forms a carbonyl ylide from the relatively electron rich ethyl ester. This carbonyl ylide can be trapped by various alkynes giving highly functionalized oxabicyclic compounds in a chemo-, regio-, and diastereoselective fashion
