Academic literature on the topic 'Flavanol derivatives'

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Journal articles on the topic "Flavanol derivatives"

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Gómez-Juaristi, Miren, Beatriz Sarria, Sara Martínez-López, Laura Bravo Clemente, and Raquel Mateos. "Flavanol Bioavailability in Two Cocoa Products with Different Phenolic Content. A Comparative Study in Humans." Nutrients 11, no. 7 (June 26, 2019): 1441. http://dx.doi.org/10.3390/nu11071441.

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Cocoa has beneficial health effects partly due to its high flavanol content. This study was aimed at assessing the absorption and metabolism of polyphenols in two soluble cocoa products: a conventional (CC) and a flavanol-rich product (CC-PP). A crossover, randomized, blind study was performed in 13 healthy men and women. On two different days, after an overnight fast, volunteers consumed one serving of CC (15 g) or CC-PP (25 g) in 200 mL of semi-skimmed milk containing 19.80 mg and 68.25 mg of flavanols, respectively. Blood and urine samples were taken, before and after CC and CC-PP consumption, and analyzed by high-performance liquid chromatography coupled to electrospray ionisation and quadrupole time-of-flight mass spectrometry (HPLC-ESI-QToF-MS). Up to 10 and 30 metabolites were identified in plasma and urine, respectively. Phase II derivatives of epicatechin were identified with kinetics compatible with small intestine absorption, although the most abundant groups of metabolites were phase II derivatives of phenyl-γ-valerolactone and phenylvaleric acid, formed at colonic level. 5-(4′-Hydroxyphenyl)-γ-valerolactone-sulfate could be a sensitive biomarker of cocoa flavanol intake. CC and CC-PP flavanols showed a dose-dependent absorption with a recovery of 35%. In conclusion, cocoa flavanols are moderately bioavailable and extensively metabolized, mainly by the colonic microbiota.
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Fan, Peihong, Hongxiang Lou, Wentao Yu, Dongmei Ren, Bin Ma, and Mei Ji. "Novel flavanol derivatives from grape seeds." Tetrahedron Letters 45, no. 15 (April 2004): 3163–66. http://dx.doi.org/10.1016/j.tetlet.2004.02.054.

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Yang, Minghui, Le Cai, Xiaojing Shen, Mian Zhao, Tianpeng Yin, and Zhongtao Ding. "Two Unusual Flavanol Derivatives from Brainea insignis." Chinese Journal of Chemistry 30, no. 6 (June 2012): 1323–26. http://dx.doi.org/10.1002/cjoc.201200158.

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Федосеева (Fedoseeva), Людмила (Ljudmila) Михайловна (Mihajlovna), and Георгий (Georgij) Родионович (Rodionovich) Кутателадзе (Kutateladze). "STUDY OF SOME PHENOLIC COMPOUNDS OF THE COMMON SORREL AERAL PART, GROWING IN THE AL-TAI TERRITORY." chemistry of plant raw material, no. 4 (April 18, 2017): 91–96. http://dx.doi.org/10.14258/jcprm.2017041861.

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Common sorrel (Rumex acetosa L.), Polygonaceae family, two-year herbaceous plant, contains a complex of biologically active compounds, based on phenolic compounds (flavonoids, coumarins, anthracene derivatives, tannins). Since ancient times it has been used in folk medicine as an anti-inflammatory, hemostatic, astringent. The purpose of this work is to study the composition of phenolic compounds of the aerial part of common sorrel, which grows on the territory of the Altai Territory. To achieve this goal, it is necessary to solve the following tasks: performe of qualitative reactions on phenolic compounds different groups, separation and identification of phenolic compounds by high-performance liquid chromatography.The results of qualitative reactions allow to suggest the presence of flavonoids flavone and flavanol groups, anthracene derivatives of the chrysacin group, coumarins and condensed tannins in aerial part.High-performance liquid chromatography of common sorrel aerial part ethanol extract (extrctant – 70% ethanol) were used to identify the flavonoids of the flavanol group: kaempferol and quercetin derivatives, anthracene derivatives of the chrysacin group.The studies are aimed at studying the possibility of using the aeral part of common sorrel in medicine. Based on the conducted studies, the development of normative documentation for medicinal plant raw materials is being carried out.
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Mottaghipisheh, Javad, and Marcello Iriti. "Sephadex® LH-20, Isolation, and Purification of Flavonoids from Plant Species: A Comprehensive Review." Molecules 25, no. 18 (September 10, 2020): 4146. http://dx.doi.org/10.3390/molecules25184146.

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Flavonoids are considered one of the most diverse phenolic compounds possessing several valuable health benefits. The present study aimed at gathering all correlated reports, in which Sephadex® LH-20 (SLH) has been utilized as the final step to isolate or purify of flavonoid derivatives among all plant families. Overall, 189 flavonoids have been documented, while the majority were identified from the Asteraceae, Moraceae, and Poaceae families. Application of SLH has led to isolate 79 flavonols, 63 flavones, and 18 flavanones. Homoisoflavanoids, and proanthocyanidins have only been isolated from the Asparagaceae and Lauraceae families, respectively, while the Asteraceae was the richest in flavones possessing 22 derivatives. Six flavones, four flavonols, three homoisoflavonoids, one flavanone, a flavanol, and an isoflavanol have been isolated as the new secondary metabolites. This technique has been able to isolate quercetin from 19 plant species, along with its 31 derivatives. Pure methanol and in combination with water, chloroform, and dichloromethane have generally been used as eluents. This comprehensive review provides significant information regarding to remarkably use of SLH in isolation and purification of flavonoids from all the plant families; thus, it might be considered an appreciable guideline for further phytochemical investigation of these compounds.
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Vidal-Casanella, Oscar, Oscar Nuñez, and Javier Saurina. "Liquid Chromatographic Fingerprints for the Characterization of Flavanol-Rich Nutraceuticals Based on 4-Dimethylaminocinnamaldehyde Precolumn Derivatization." Scientia Pharmaceutica 89, no. 2 (May 6, 2021): 18. http://dx.doi.org/10.3390/scipharm89020018.

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Flavanols consist of a great family of bioactive molecules displaying a wide range of health-promoting attributes for humans, including antioxidant, antimicrobial or anti-inflammatory effects. As a result, botanical species rich in this type of compound are often used to develop nutraceutical products or dietary supplements with recognized healthy attributes. This paper aims at characterizing nutraceutical products using liquid chromatographic fingerprints related to flavanol composition. Catechins and their oligomers were exploited to characterize and authenticate various commercial products prepared with extracts of red berries and medicinal plants. These compounds resulted in interesting descriptors of some fruits and vegetables, thus providing an additional perspective for the study of nutraceuticals. For such a purpose, a new method based on liquid chromatography with UV/Vis detection (HPLC–UV/Vis) with precolumn derivatization with 4-dimethylaminocinnamaldehyde was developed. Results indicated that the separation of flavanols was very complex due to the degradation of procyanidin derivatives. The resulting data sets were analyzed using chemometric methods such as principal component analysis and partial least square–discriminant analysis. Despite the complexity of chromatographic fingerprints, nutraceutical samples could be discriminated according to their main ingredients. In general, catechin and epicatechin were the most abundant compounds in the different samples, and procyanidin A2 was highly specific to cranberry.
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SÁNCHEZ-ILÁRDUYA, M. B., C. SÁNCHEZ-FERNÁNDEZ, M. VILORIA-BERNAL, D. M. LÓPEZ-MÁRQUEZ, L. A. BERRUETA, B. GALLO, and F. VICENTE. "Mass spectrometry fragmentation pattern of coloured flavanol-anthocyanin and anthocyanin-flavanol derivatives in aged red wines of Rioja." Australian Journal of Grape and Wine Research 18, no. 2 (May 25, 2012): 203–14. http://dx.doi.org/10.1111/j.1755-0238.2012.00190.x.

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Li, Dong-Li, Xiao-Ming Li, Ze-Yu Peng, and Bin-Gui Wang. "Flavanol Derivatives from Rhizophora stylosa and Their DPPH Radical Scavenging Activity." Molecules 12, no. 5 (May 26, 2007): 1163–69. http://dx.doi.org/10.3390/12051163.

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Aldrich, Leslie, Qiwen Gao, Lianyan Xu, Vincent Parise, and Yash Mehta. "Enantioselective Synthesis of 4-Amino-3-hydroxybenzopyran Flavanol Derivatives from Chalcones." Synthesis 50, no. 24 (November 21, 2018): 4796–808. http://dx.doi.org/10.1055/s-0037-161114.

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A concise method that is easily amenable for analogue synthesis has been developed to enantioselectively access 4-amino-3-hydroxybenzopyrans from chalcones. Epoxy alcohols were formed from chalcones through a Corey–Bakshi–Shibata reduction of the enone and subsequent Sharpless asymmetric epoxidation of the allylic alcohol. The epoxy alcohols were protected, regioselectively opened with various amines using catalytic europium(III) triflate, and the resulting free alcohols were orthogonally protected. Concomitant deprotection and intramolecular nucleophilic aromatic substitution provided the benzopyran core, which is poised to undergo additional reactions to provide a diverse chemical library with ideal properties for biological evaluation.
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Nawrot-Hadzik, Izabela, Adam Matkowski, Jakub Hadzik, Barbara Dobrowolska-Czopor, Cyprian Olchowy, Marzena Dominiak, and Paweł Kubasiewicz-Ross. "Proanthocyanidins and Flavan-3-Ols in the Prevention and Treatment of Periodontitis—Antibacterial Effects." Nutrients 13, no. 1 (January 7, 2021): 165. http://dx.doi.org/10.3390/nu13010165.

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Flavan-3-ols and their oligomeric forms called proanthocyanidins are polyphenolic compounds occurring in several foodstuffs and in many medicinal herbs. Their consumption is associated with numerous health benefits. They exhibit antioxidant, anti-inflammatory, cytoprotective, as well as antimicrobial activity. The latter property is important in the prevention and treatment of periodontal diseases. Periodontitis is a multifactorial polymicrobial infection characterized by a destructive inflammatory process affecting the periodontium. Using non-toxic and efficient natural products such as flavanol derivatives can significantly contribute to alleviating periodontitis symptoms and preventing the disease’s progress. Therefore, a comprehensive systematic review of proanthocyanidins and flavan-3-ols in the prevention and treatment of periodontitis was performed. The present paper reviews the direct antibacterial effects of these compounds against periodontic pathogens. The immunomodulatory effects, including animal and clinical studies, are included in a separate, parallel article. There is significant evidence supporting the importance of the antibacterial action exerted by proanthocyanidins from edible fruits, tea, and medicinal herbs in the inhibition of periodontitis-causing pathogens.
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Dissertations / Theses on the topic "Flavanol derivatives"

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方顥伶. "One-Pot Synthesis of Bioactive Decahydroquinolines and Flavanone Derivatives Using Iodine as Catalyst." Thesis, 2007. http://ndltd.ncl.edu.tw/handle/10554964013312880949.

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Chiou, Yi-Ling, and 邱翊玲. "Effects of flavanone derivatives and fenofibrate on melanogenesis in murine B16-F10 melanoma cells." Thesis, 2009. http://ndltd.ncl.edu.tw/handle/38776993419825850819.

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碩士
靜宜大學
化粧品科學系碩士班
98
The color of mammalian skin and hair is determined by a number of factors, the most obvious phenotypical characteristics of which is the distribution of melanin pigment. Therefore, melanocytes act as important regulators for skin pigmentation and targets to study the mechanism of melanoma. In the present study, we investigated the action mechanisms of Citrus flavonoids and peroxisome proliferator-activated receptors (PPARs) activators on melanogenesis in B16-F10 melanoma cells. The most abundant Citrus flavonoids are flavanones, such as naringenin, naringin, narirutin, hesperetin, hesperidin and neohesperidin. We showed that the synthesis of melanin was strongly increased by naringrnin or hesperetin, the flavanone aglycone. In this study, the cellular tyrosinase activity also enhanced by naringenin in a concentration-dependent manner. Moreover, naringenin increased the intracellular cAMP level and the naringenin-induced melanogenesis was completely abolished by H89, an inhibitor of protein kinase A. Furthermore, we determined the roles of mitogen-activated protein kinases (MAPKs) on naringenin-induced melanogenesis. The melanin contents of naringenin-treated cells were significantly raised by the addition of U0126 and LY294002, an inhibitor of MAPK kinase and phosphatidylinositol 3-kinase (PI3K), respectively. These results suggest that naringenin increases melanin synthesis through a cAMP-dependent mechanism and probably via the modulation of MAPK or PI3K pathway. PPARs (peroxisome proliferator-activated receptors) are members of the nuclear hormone receptor superfamily. Agonists of PPARs have been known to play an important role in epidermis homeostasis. However, the molecular events of PPARs have not been well investigated in melanocytes. We evaluated the effects of PPAR agonists on the melanogenic activities. The data showed that only the PPARα activator (fenofibrate) significantly inhibited the melanin synthesis, not PPARβ activator (GW0742) or PPARγ activator (ciglitazone). In addition, fenofibrate also diminished the expression of MITF but did not alter the cellular tyrosinase activity. The present study implies that PPARα activator reduces melanin synthesis via the down-regulation of MITF in B16-F10 melanoma cells. PPARα may contribute to the regulation of melanogenesis.
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Passreiter, C. M., A.-K. Suckow-Schnitker, A. Kulawik, Jonathan A. Addae-Kyereme, Colin W. Wright, and W. Wätjen. "Prenylated flavanone derivatives isolated from Erythrina addisoniae are potent inducers of apoptotic cell death." 2015. http://hdl.handle.net/10454/7498.

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No
Extracts of Erythrina addisoniae are frequently used in the traditional medicine of Western Africa, but insufficient information about active compounds is available. From the stem bark of E. addisoniae, three (1, 2, 4) and three known (3, 5, 6) flavanones were isolated: addisoniaflavanones I and II, containing either a 2″,3″-epoxyprenyl moiety (1) or a 2″,3″-dihydroxyprenyl moiety (2) were shown to be highly toxic (MTT assay: EC50 values of 5.25 ± 0.7 and 8.5 ± 1.3 μM, respectively) to H4IIE hepatoma cells. The cytotoxic potential of the other isolated flavanones was weaker (range of EC50 values between 15 and >100 μM). Toxic effects of addisoniaflavanone I and II were detectable after 3 h (MTT assay). Both compounds induced an apoptotic cell death (caspase-3/7 activation, nuclear fragmentation) in the hepatoma cells and, at high concentrations, also necrosis (membrane disruption: ethidium bromide staining). Formation of DNA strand breaks was not detectable after incubation with these compounds (comet assay). In conclusion, the prenylated flavanones addisoniaflavanones I and II may be of interest for pharmacological purposes due to their high cytotoxic and pro-apoptotic potential against hepatoma cells.
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Liao, Wei-Ting, and 廖唯廷. "Synthesis of Flavanone Derivatives via Conjugate Addition of Chromones and Arylboronic Acids by Reusable Palladium Catalyst in Water." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/xh89a3.

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碩士
國立臺北科技大學
有機高分子研究所
105
Flavonoids and flavanones are privileged structural motifs in numerous nature products and pharmaceutical molecules that show a variety of biological activities. For example: anti-oxidation, anti-inflammatory, anti-bacterial, anti-cancer and so on. In this study, we developed a Pd(OAc)2/cationic 2,2’-bipyridyl-catalytic system to catalyzed conjugate addition of chromones and arylboronic acids forming flavanone derivatives using water as the reaction medium. In comparison with other published conditions, our reaction not only use water as the green solvent for the further reuse studies but achieve excellent selectivity and good to excellent yields under low catalyst loading.
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Book chapters on the topic "Flavanol derivatives"

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D’Ascenzio, Melissa. "The Role of Flavonoids and other Selected (Poly) Phenols in Cancer Prevention and Therapy: A Focus on Epigenetics." In Flavonoids and Phenolics, 384–489. BENTHAM SCIENCE PUBLISHERS, 2022. http://dx.doi.org/10.2174/9789815079098122010015.

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The importance of diet in determining the incidence of chronic illnesses such as diabetes, cardiovascular disorders, neurodegenerative diseases, and cancer has inspired extensive research on the role of individual dietary components in chemoprevention. Flavonoids and (poly)phenols have often been identified as the ideal candidates for these types of studies, as they represent large classes of natural products that are widely available in fruit and vegetables. In this chapter, we will discuss the antiproliferative properties of flavonols, flavanols, flavones, isoflavones, anthocyanins, curcuminoids and resveratrol derivatives, with a particular focus on their ability to interfere with epigenetic processes and modulate gene expression. We will look at the challenges encountered during the optimisation of the pharmacokinetic and pharmacodynamic properties of these natural products and, where possible, we will define structure-activity relationships.<br>
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Eshghi, Hossein, Mahsa Khoshnevis, and Fatemeh Pirani. "Recent Progress on Natural and Synthetic Flavanone and its Derivatives." In Frontiers in Natural Product Chemistry: Volume 9, 185–256. BENTHAM SCIENCE PUBLISHERS, 2022. http://dx.doi.org/10.2174/9789815040586122090009.

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Conference papers on the topic "Flavanol derivatives"

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Šaćirović, Sabina, Andrija Ćirić, Mališa Antić, and Zoran Marković. "HPLC ANALYSIS OF PHENOLS OF SLOVENIAN RED WINES: CABERNET SAUVIGNON AND MERLOT." In 1st INTERNATIONAL Conference on Chemo and BioInformatics. Institute for Information Technologies, University of Kragujevac, 2021. http://dx.doi.org/10.46793/iccbi21.165s.

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In this study, HPLC-DAD rapid analysis of phenols in wine samples was performed. The recording was performed at different wavelengths: phenolic acid (254nm), flavan-3-ols and stilbene (280nm), flavonoids (340nm) and anthocyanins (520nm). In selected wines, the concentrations of the following compounds were determined and expressed in mg/l of wine. The isolated derivatives were: hydroxybenzoic acids, derivatives of caffeic, ferulic, syringic, and vanillic acids, catechin (flavanol), rutin, myricetin and quercetin (flavonols), and the stilbene derivative-resveratrol. The properties and quantities of phenolic compounds in organic wines were investigated. The results show the content of phenolic compounds in organic wines do not differ qualitatively and quantitatively from those in conventional wines. Wine samples have shown good antioxidative activity according to both DPPH and FRAP analysis, which indicates the good antioxidative potential and high antioxidant concentration in tested wines. Cabernet Sauvignon wines have shown better radical scavenging activity than Merlot, especially when the DPPH test was considered.
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Peng, Han, and Fereidoon Shahidi. "Antioxidant activity of EGC (epigallocatechin) ester derivatives in food and biological model system." In 2022 AOCS Annual Meeting & Expo. American Oil Chemists' Society (AOCS), 2022. http://dx.doi.org/10.21748/qchb4629.

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Objective: Antioxidants retard oxidative processes in food and pharmaceuticals as well as in the body. However, potential adverse effects of synthetic antioxidants and insufficient efficacy of current natural/natural-derived antioxidant substitutes necessitate developing novel antioxidants. Thus, EGC, as one of the most widely distributed dietary flavanols, serves as an efficient natural antioxidant with numerous health effects, but it is relatively poorly soluble in lipophilic media. In this study, novel lipophilic EGC derivatives prepared via enzymatic esterification will be evaluated in controlling oxidation in food and biological systems. Methods: EGC esters were prepared under optimized reaction conditions, including enzyme type, substrate ratio (Acyl acceptor/acyl donor), and reaction time. The purified products were then tested for their antioxidant ability using β-carotene bleaching, LDL (low-density lipoprotein) oxidation, and DNA scission assays. Results: In the β-carotene bleaching assay, the oxidation inhibition of EGC and its esters was observed for about 80 min at 50℃ by maintain the yellow colour and then decreased gradually with time. Meanwhile, EGC monoesters (except EGC acetate and stearate) showed a significantly higher inhibition rate than EGC. In the LDL oxidation assay, a similar downtrend of antioxidant ability was observed. However, EGC exhibited higher antioxidant capacity compared to EGC monoesters. In the DNA scission test, the EGC acylated with short-chain fatty acids (C2-C6) showed the higher DNA stability than EGC or other EGC monoesters. Conclusion: Overall, EGC monoesters displayed significant antioxidant activity in all three assays. The results in biological/food systems were in agreement with our previous chemical antioxidant tests. Moreover, the antioxidant ability of EGC as a natural antioxidant was retained or even enhanced after modification. Thus, acylated EGCs could serve as viable alternatives to traditional synthetic antioxidants.
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