480-41-1Relevant articles and documents
Synthesis, structural elucidation and antiradical activity of a copper (II) naringenin complex
Celiz, Gustavo,Suarez, Sebastián A.,Arias, Analía,Molina, José,Brondino, Carlos D.,Doctorovich, Fabio
, p. 595 - 610 (2019)
Coupling the extraction and derivatization of flavonoids to the Citrus processing industry is attractive from both the environmental and economic points of view. In the present work, the flavonoid naringin, obtained by “green” extraction with a water:ethanol mixture from waste grapefruit industry, was hydrolyzed to obtain naringenin. This flavonoid was used to synthesize the complex trans-di(aqua) bis(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-5-chromanolato) copper (II). This compound was characterized by spectroscopic techniques (UV/Vis, IR, Raman, NMR and EPR), and by thermal analysis (TG and DSC). Then, a monocrystal of the complex obtained by dissolution and recrystallization in DMF was analyzed by single crystal X-ray diffraction. This is the first report of the crystal structure of a Citrus flavonoid complex. Additionally, its antiradical activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) was determined and compared with that for naringenin, demonstrating that coordination to copper enhances the antiradicalar activity of naringenin. According to the Mulliken population analysis conducted, by copper favors the delocalization and stabilization of the produced radical, since it acts as an electronic density acceptor.
Sulfation of naringenin by Cunninghamella elegans
Ibrahim, Abdel-Rahim S.
, p. 209 - 212 (2000)
A new flavonoid sulfate, naringenin-7-sulfate, was obtained by fermentation of naringenin using the fungus Cunninghamella elegans NRRL 1392 in 23% yield. Structural elucidation of the metabolite was achieved using EIMS, UV, IR, 1D and 2D NMR spectroscopy beside acid and enzyme hydrolyses. (C) 2000 Elsevier Science Ltd.
GLUCOSYLATED FLAVONOIDS AND OTHER PHENOLIC COMPOUNDS FROM SORGHUM
Gujer, Rene,Magnolato, Daniele,Self, Ron
, p. 1431 - 1436 (1986)
The principal tannin constituents of sorghum are proanthocyanidins or condensed tannins.Analysis of the methanolic extract of a Hungarian sorghum (szegedi toerpe) containing 6percent catechin equivalents of tannins resulted in the separation and purification of 4 procyanidins having the basic formula epicatechin-(epicatechin)n-catechin and one procyanidin trimer corresponding to epicatechin-catechin-epicatechin.Apart from these procyanidins, the monomeric flavonoids eriodictyol 5-glucoside and (+)-taxifolin 7 glucoside together with their aglycones eriodictyol and taxifolin were found.Glucosylated dimeric and trimeric flavanoids with eriodictyol or eriodictyol 5-glucoside as the lower unit were also identified with the help of negative ion FABMS.Polymeric flavonoids formed between a chalcone and a flavonoid, as yet not identified, are also present in the grain. Key Word Index - Sorghum; Gramineae; flavanoids; glycosides; new oligomer glucosides; procyanidins; chalchone identification.
Flavanone compound as well as preparation method and application thereof
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Paragraph 0202-0205, (2021/04/17)
The invention belongs to the technical field of medicines, and particularly relates to a flavanone compound as well as a preparation method and application thereof. Specifically disclosed is a compound represented by formula (I) or a pharmaceutically acceptable salt thereof. The compound shown in the formula (I) can target hURAT1 and/or GLUT9, so that uric acid excretion is promoted, and the effect of reducing uric acid is achieved. The compound can be used for preparing medicines for treating and/or preventing and/or delaying and/or adjunctively treating and/or treating diseases related to hURAT1/GLUT9 activity, and has a good application prospect in preventing or treating diseases (such as gout, gouty arthritis, uric acid kidney stone and the like) related to hyperuricemia.
Covalent Immobilization of Naringinase over Two-Dimensional 2D Zeolites and its Applications in a Continuous Process to Produce Citrus Flavonoids and for Debittering of Juices
Carceller, Jose Miguel,Martínez Galán, Julián Paul,Monti, Rubens,Bassan, Juliana Cristina,Filice, Marco,Yu, Jihong,Climent, María J.,Iborra, Sara,Corma, Avelino
, p. 4502 - 4511 (2020/06/08)
The crude naringinase from Penicillium decumbens and a purified naringinase with high α-L-rhamnosidase activity could be covalently immobilized on two-dimensional zeolite ITQ-2 after surface modification with glutaraldehyde. The influence of pH and temperature on the enzyme activity (in free and immobilized forms) as well as the thermal stability were determined using the specific substrate: p-nitrophenyl-alpha-L-rhamnopyranoside (Rha-pNP). The crude and purified naringinase supported on ITQ-2 were applied in the hydrolysis of naringin, giving the flavonoids naringenin and prunin respectively with a conversion '90 percent and excellent selectivity. The supported enzymes showed long term stability, being possible to perform up to 25 consecutive cycles without loss of activity, showing its high potential to produce the valuable citrus flavonoids prunin and naringenin. We have also succeeded in the application of the immobilized crude naringinase on ITQ-2 for debittering grapefruit juices in a continuous process that was maintained operating for 300 h, with excellent results.