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Albert Mondon - One of the best experts on this subject based on the ideXlab platform.
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Synthetische Arbeiten in der Reihe der aromatischen Erythrina‐Alkaloide, XVIII. Zur Existenz von trans‐Erythrinanen
Chemische Berichte, 2006Co-Authors: Albert MondonAbstract:Bei der Wolff-Kishner-Reduktion des 6α-Brom-ketolactams 2 entsteht neben anderen Produkten auch das 6β-Hydroxy-Erythrinanon-(8) 8, der erste Vertreter der trans-Erythrinan-Reihe. Syntheses of Aromatic Erythrina-Alkaloids, XVIII. Concerning the Existence of trans-Erythrinanes Wolff-Kishner reduction of the 6α-bromo-ketolactam 2 affords, among other products, the 6β-hydroxyErythrinane-8-one 8. This is the first compound of the trans-Erythrinane series.
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Synthetische Arbeiten in der Reihe der aromatischen Erythrina‐Alkaloide, XIX. Synthese von cis‐ und trans‐Erythrinanen durch oxydative Dimerisierung
Chemische Berichte, 2006Co-Authors: Albert Mondon, Peter-r. SeidelAbstract:Blei(IV)-acetat oxydiert das Enol-lactam 1 zu den isomeren Doppelmolekulen 9 und 11 der cis- und trans-Erythrinan-Reihe. Die Enolather sind gegenuber Mineralsauren vollig bestandig, werden aber durch katalytische Hydrierung mit Platin in Methanol leicht gespalten. Syntheses of Aromatic Erythrina-Alkaloids, XIX. Synthesis of cis- and trans-Erythrinanes by Oxidative Dimerisation Lead tetraacetate oxidation of the enol lactam 1 yields the dimeric isomers 9 and 11 with the cis- and trans-Erythrinane structure, respectively. The enolethers are completely stable towards mineral acids, but are easily cleft by hydrogenation with platinum in methanol.
João Luis Callegari Lopes - One of the best experts on this subject based on the ideXlab platform.
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In vitro metabolism studies of erythraline, the major spiroalkaloid from Erythrina verna
BMC Complementary and Alternative Medicine, 2014Co-Authors: Thais Guaratini, Denise Brentan Silva, Aline Cavalli Bizaro, Lucas Rossi Sartori, Hans-ulrich Humpf, Norberto Peporine Lopes, Letícia V. Costa-lotufo, João Luis Callegari LopesAbstract:Background Erythrina verna, popularly known as “mulungu”, is a Brazilian medicinal plant used to treat anxiety. Erythrina alkaloids have been described in several species of Erythrina, which have biological and therapeutic properties well known that include anxiolytic and sedative effects.
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In vitro metabolism studies of erythraline, the major spiroalkaloid from Erythrina verna
BMC Complementary and Alternative Medicine, 2014Co-Authors: Thais Guaratini, Denise Brentan Silva, Aline Cavalli Bizaro, Lucas Rossi Sartori, Hans-ulrich Humpf, Norberto Peporine Lopes, Letícia V. Costa-lotufo, João Luis Callegari LopesAbstract:Background Erythrina verna , popularly known as “mulungu”, is a Brazilian medicinal plant used to treat anxiety. Erythrina alkaloids have been described in several species of Erythrina , which have biological and therapeutic properties well known that include anxiolytic and sedative effects. Methods In this work, in vitro metabolism of erythraline (1), the major spirocyclic alkaloid of Erythrina verna , was studied in the pig cecum model and by biomimetic phase I reactions. The biomimetic reactions were performed with Jacobsen catalyst to produce oxidative metabolites and one metabolite was isolated and evaluated against cancer cells, as HL-60 (promyelocytic leukemia), SF-295 (Glioblastoma) and OVCAR-8 (ovarian carcinoma). Results Erythraline exhibited no metabolization by the pig microbiota and a main putative metabolite was formed in a biomimetic model using Jacobsen catalyst. This metabolite was isolated and identified as 8-oxo-erythraline (2). Finally, erythraline and the putative metabolite were tested in MTT model and both compounds showed no important cytotoxic activity against tumor cells. Conclusions The alkaloid erythraline was not metabolized by intestinal microbiota, but it was possible to identify its oxidative metabolite from biomimetic reactions. So these data are interesting and stimulate other studies involving this alkaloid, since it is present in phytomedicine products and there are not reported data about the metabolism of Erythrina alkaloids.
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In vitro metabolism studies of erythraline, the major spiroalkaloid from Erythrina verna
BMC complementary and alternative medicine, 2014Co-Authors: Thais Guaratini, Denise Brentan Silva, Aline Cavalli Bizaro, Lucas Rossi Sartori, Hans-ulrich Humpf, Norberto Peporine Lopes, Letícia V. Costa-lotufo, João Luis Callegari LopesAbstract:Erythrina verna, popularly known as "mulungu", is a Brazilian medicinal plant used to treat anxiety. Erythrina alkaloids have been described in several species of Erythrina, which have biological and therapeutic properties well known that include anxiolytic and sedative effects. In this work, in vitro metabolism of erythraline (1), the major spirocyclic alkaloid of Erythrina verna, was studied in the pig cecum model and by biomimetic phase I reactions. The biomimetic reactions were performed with Jacobsen catalyst to produce oxidative metabolites and one metabolite was isolated and evaluated against cancer cells, as HL-60 (promyelocytic leukemia), SF-295 (Glioblastoma) and OVCAR-8 (ovarian carcinoma). Erythraline exhibited no metabolization by the pig microbiota and a main putative metabolite was formed in a biomimetic model using Jacobsen catalyst. This metabolite was isolated and identified as 8-oxo-erythraline (2). Finally, erythraline and the putative metabolite were tested in MTT model and both compounds showed no important cytotoxic activity against tumor cells. The alkaloid erythraline was not metabolized by intestinal microbiota, but it was possible to identify its oxidative metabolite from biomimetic reactions. So these data are interesting and stimulate other studies involving this alkaloid, since it is present in phytomedicine products and there are not reported data about the metabolism of Erythrina alkaloids.
Abdel Nasser B. Singab - One of the best experts on this subject based on the ideXlab platform.
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Alkaloids of genus Erythrina: An updated review.
Natural product research, 2019Co-Authors: Nouran M. Fahmy, Eman Al-sayed, Mohamed El-shazly, Abdel Nasser B. SingabAbstract:Genus Erythrina (Fabaceae) comprises several species, which are widely distributed in tropical and subtropical regions of the world. The plants of this genus exhibited significant role in traditional medicine targeting different diseases. Alkaloids and flavonoids were reported as the chief bioactive constituents of this genus with a wide range of biological activities. About 143 alkaloids were isolated from Erythrina sp. Anticonvulsant, anxiolytic, curare-like activity, insecticidal and cytotoxic activities were reported for Erythrina sp. alkaloids. The present work is an overview of the isolated alkaloids from Erythrina sp. with their reported biological activities.[Figure: see text]Abbreviations: CHCl3: Chloroform; CNS: Central nervous system; DCM: Methylene chloride; DPPH: 2,2-Diphenyl-1-picrylhydrazyl; E.: Erythrina; ERα/β: Estrogen receptors α/β; EtOAc: Ethyl acetate; EtOH: Ethanol; Hep-G2: Human liver carcinoma cell lines; HIV: Human immunodeficiency virus; HL-60: Human promyelocytic leukemia cells; K-562: Human immortalized myelogenous leukemia cell line; LPS: Lipopolysaccharide; MeOH: Methanol; MOLT-4: Acute lymphoblastic leukemia cell line; nAChRs: nicotinic acetylcholine receptors; NO: Nitric oxide; NREM: non-rapid eye movement; Pet. ether: Petroleum ether; RBA: Receptor binder affinity; TRAIL: Tumor necrosis factor (TNF)-related apoptosis-inducing ligand.
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Comprehensive review on flavonoids biological activities of Erythrina plant species
Industrial Crops and Products, 2018Co-Authors: Nouran M. Fahmy, Eman Al-sayed, Mohamed El-shazly, Abdel Nasser B. SingabAbstract:Abstract Erythrina species (Fabaceae) or coral trees are widely distributed in tropical and subtropical regions worldwide. They are used in traditional medicine for the treatment of various ailments, such as anxiety, inflammation, wound healing, and microbial infections. Alkaloids and flavonoids are the main bioactive constituents isolated from genus Erythrina. The present review sheds light on Erythrina species flavonoidal content, that can serve as lead compounds in managing various diseases, including oxidative stress, inflammation, diabetes, and cancer. It is a comprehensive study of the flavonoidal constituents from Erythrina species, with their structural diversity and reported biological activity. More than 370 flavonoid compounds were isolated from genus Erythrina, including flavones, flavonols, flavanones, chalcones, isoflavans, isoflav-3-enes, neoflav-3-ene, isoflavanones, isoflavones, pterocarpans, coumestans, arylcoumarins, coumaronochromones, arylbenzofurans, and biflavonoids.
Norikazu Kameyama - One of the best experts on this subject based on the ideXlab platform.
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First report of Fusarium solani species complex as a causal agent of Erythrina variegata decline and death after gall formation by Quadrastichus Erythrinae on Okinawa Island, Japan
Journal of General Plant Pathology, 2017Co-Authors: Keiko Kuroda, Tsubasa Murakami, Kuya Takashina, Daiki Hiraoka, Takashi Kihara, Izumi Chuma, Norikazu KameyamaAbstract:The defoliation and mortality of Erythrina spp. are increasing on the southern islands of Japan as well as in Taiwan. Although infestation by the gall wasp Quadrastichus Erythrinae has been accepted as the cause of Erythrina decline, its role in the death of hosts has never been investigated. We thus studied the cause of the decline, focusing on physiological changes and any contributions by microorganisms. From declining and defoliated trees, Fusarium sp. within F. solani species complex (FSSC) clade 3 was primarily detected, especially from discolored xylem and necrotic phloem that had an odor. This fungus belongs to the Ambrosia Fusarium clade, a group of symbionts of ambrosia beetles that includes the causal agent of Fusarium dieback on avocado. No specific fungi were detected from twigs and leaves with Q. Erythrinae galls. According to histological observations, the internal symptoms of declining E. variegata are similar to those of sudden death syndrome in soybeans, which is caused by F. virguliforme, a member of FSSC clade 2. One of the isolates of the Fusarium sp. isolated from E. variegata induced wilt and necrosis of cortex and phloem in the seedlings after artificial inoculation, and the inoculated strain was reisolated. The present results demonstrated that the isolate was pathogenic to E. variegata and may be a causal agent of Erythrina decline.
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First report of Fusarium solani species complex as a causal agent of Erythrina variegata decline and death after gall formation by Quadrastichus Erythrinae on Okinawa Island, Japan
Journal of General Plant Pathology, 2017Co-Authors: Keiko Kuroda, Tsubasa Murakami, Kuya Takashina, Daiki Hiraoka, Takashi Kihara, Izumi Chuma, Norikazu KameyamaAbstract:The defoliation and mortality of Erythrina spp. are increasing on the southern islands of Japan as well as in Taiwan. Although infestation by the gall wasp Quadrastichus Erythrinae has been accepted as the cause of Erythrina decline, its role in the death of hosts has never been investigated. We thus studied the cause of the decline, focusing on physiological changes and any contributions by microorganisms. From declining and defoliated trees, Fusarium sp. within F. solani species complex (FSSC) clade 3 was primarily detected, especially from discolored xylem and necrotic phloem that had an odor. This fungus belongs to the Ambrosia Fusarium clade, a group of symbionts of ambrosia beetles that includes the causal agent of Fusarium dieback on avocado. No specific fungi were detected from twigs and leaves with Q. Erythrinae galls. According to histological observations, the internal symptoms of declining E. variegata are similar to those of sudden death syndrome in soybeans, which is caused by F. virguliforme, a member of FSSC clade 2. One of the isolates of the Fusarium sp. isolated from E. variegata induced wilt and necrosis of cortex and phloem in the seedlings after artificial inoculation, and the inoculated strain was reisolated. The present results demonstrated that the isolate was pathogenic to E. variegata and may be a causal agent of Erythrina decline.
Thais Guaratini - One of the best experts on this subject based on the ideXlab platform.
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In vitro metabolism studies of erythraline, the major spiroalkaloid from Erythrina verna
BMC Complementary and Alternative Medicine, 2014Co-Authors: Thais Guaratini, Denise Brentan Silva, Aline Cavalli Bizaro, Lucas Rossi Sartori, Hans-ulrich Humpf, Norberto Peporine Lopes, Letícia V. Costa-lotufo, João Luis Callegari LopesAbstract:Background Erythrina verna, popularly known as “mulungu”, is a Brazilian medicinal plant used to treat anxiety. Erythrina alkaloids have been described in several species of Erythrina, which have biological and therapeutic properties well known that include anxiolytic and sedative effects.
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In vitro metabolism studies of erythraline, the major spiroalkaloid from Erythrina verna
BMC Complementary and Alternative Medicine, 2014Co-Authors: Thais Guaratini, Denise Brentan Silva, Aline Cavalli Bizaro, Lucas Rossi Sartori, Hans-ulrich Humpf, Norberto Peporine Lopes, Letícia V. Costa-lotufo, João Luis Callegari LopesAbstract:Background Erythrina verna , popularly known as “mulungu”, is a Brazilian medicinal plant used to treat anxiety. Erythrina alkaloids have been described in several species of Erythrina , which have biological and therapeutic properties well known that include anxiolytic and sedative effects. Methods In this work, in vitro metabolism of erythraline (1), the major spirocyclic alkaloid of Erythrina verna , was studied in the pig cecum model and by biomimetic phase I reactions. The biomimetic reactions were performed with Jacobsen catalyst to produce oxidative metabolites and one metabolite was isolated and evaluated against cancer cells, as HL-60 (promyelocytic leukemia), SF-295 (Glioblastoma) and OVCAR-8 (ovarian carcinoma). Results Erythraline exhibited no metabolization by the pig microbiota and a main putative metabolite was formed in a biomimetic model using Jacobsen catalyst. This metabolite was isolated and identified as 8-oxo-erythraline (2). Finally, erythraline and the putative metabolite were tested in MTT model and both compounds showed no important cytotoxic activity against tumor cells. Conclusions The alkaloid erythraline was not metabolized by intestinal microbiota, but it was possible to identify its oxidative metabolite from biomimetic reactions. So these data are interesting and stimulate other studies involving this alkaloid, since it is present in phytomedicine products and there are not reported data about the metabolism of Erythrina alkaloids.
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In vitro metabolism studies of erythraline, the major spiroalkaloid from Erythrina verna
BMC complementary and alternative medicine, 2014Co-Authors: Thais Guaratini, Denise Brentan Silva, Aline Cavalli Bizaro, Lucas Rossi Sartori, Hans-ulrich Humpf, Norberto Peporine Lopes, Letícia V. Costa-lotufo, João Luis Callegari LopesAbstract:Erythrina verna, popularly known as "mulungu", is a Brazilian medicinal plant used to treat anxiety. Erythrina alkaloids have been described in several species of Erythrina, which have biological and therapeutic properties well known that include anxiolytic and sedative effects. In this work, in vitro metabolism of erythraline (1), the major spirocyclic alkaloid of Erythrina verna, was studied in the pig cecum model and by biomimetic phase I reactions. The biomimetic reactions were performed with Jacobsen catalyst to produce oxidative metabolites and one metabolite was isolated and evaluated against cancer cells, as HL-60 (promyelocytic leukemia), SF-295 (Glioblastoma) and OVCAR-8 (ovarian carcinoma). Erythraline exhibited no metabolization by the pig microbiota and a main putative metabolite was formed in a biomimetic model using Jacobsen catalyst. This metabolite was isolated and identified as 8-oxo-erythraline (2). Finally, erythraline and the putative metabolite were tested in MTT model and both compounds showed no important cytotoxic activity against tumor cells. The alkaloid erythraline was not metabolized by intestinal microbiota, but it was possible to identify its oxidative metabolite from biomimetic reactions. So these data are interesting and stimulate other studies involving this alkaloid, since it is present in phytomedicine products and there are not reported data about the metabolism of Erythrina alkaloids.