Attila Agócs

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Latoxanthin, a minor carotenoid isolated from the fruits of yellow paprika (Capsicum annuum var. lycopersiciforme flavum)

Tetrahedron Letters (2007)

Véronika Nagy Attila Agócs Erika Turcsi Péter Molnár Zoltán Szabó

Capsicum annuum

10.1016/j.tetlet.2007.10.091

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Citations (3)

Isolation of β-Cryptoxanthin-epoxides, Precursors of Cryptocapsin and 3′-Deoxycapsanthin, from Red Mamey (Pouteria sapota)

Journal of Agricultural and Food Chemistry (2015)

Erika Turcsi Enrique Murillo Tibor Kurtán Ádám Szappanos Tünde-Zita Illyés

From an extract of red mamey (Pouteria sapota) β-cryptoxanthin-5,6-epoxide, β-cryptoxanthin-5′,6′-epoxide, 3′-deoxycapsanthin, and cryptocapsin were isolated and characterized by UV–vis spectroscopy, electronic circular dichroism (ECD), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS). Epoxidation of β-cryptoxanthin delivered the β-(5′R,6′S)- and (5′S,6′R)-cryptoxanthin-5′,6′-epoxides, which were identified by HPLC-ECD analysis. These carotenoids among others are quite common in the fruits of Central America, and as they are natural provitamins A, they should play an important role in the diet of the mostly vitamin A deficient population of this region.

10.1021/acs.jafc.5b01936

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Citations (18)

ChemInform Abstract: Stereoselective Cycloaddition Reactions of Carbohydrate Derivatives

ChemInform (1997)

P. HERCZZEGH István Kovàcs Gyöngyi Erdösi Tamás Varga Attila Agócs

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

10.1002/chin.199730278

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Iterative, Orthogonal Strategy for Oligosaccharide Synthesis Based on the Regioselective Glycosylation of Polyol Acceptors with Partially Unprotected n‐Pentenyl‐orthoesters: Further Evidence for Reciprocal Donor Acceptor Selectivity (RDAS).

ChemInform (2006)

J. Cristóbal López Attila Agócs Clara Uriel Ana M. Gómez Bert Fraser‐Reid

10.1002/chin.200606202

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Protective Effects of 3′-Epilutein and 3′-Oxolutein against Glutamate-Induced Neuronal Damage

International Journal of Molecular Sciences (2023)

Ramóna Pap Edina Pandur Gergely Jánosa Katalin Sipos Ferenc Rómeó Fritz

Dietary lutein can be naturally metabolized to 3'-epilutein and 3'-oxolutein in the human body. The epimerization of lutein can happen in acidic pH, and through cooking, 3'-epilutein can be the product of the direct oxidation of lutein in the retina, which is also present in human serum. The 3'-oxolutein is the main oxidation product of lutein. Thus, the allylic oxidation of dietary lutein can result in the formation of 3'-oxolutein, which may undergo reduction either to revert to dietary lutein or epimerize to form 3'-epilutein. We focused on the effects of 3'-epilutein and 3'-oxolutein itself and on glutamate-induced neurotoxicity on SH-SY5Y human neuroblastoma cells to identify the possible alterations in oxidative stress, inflammation, antioxidant capacity, and iron metabolism that affect neurological function. ROS measurements were performed in the differently treated cells. The inflammatory state of cells was followed by TNFα, IL-6, and IL-8 cytokine ELISA measurements. The antioxidant status of the cells was determined by the total antioxidant capacity kit assay. The alterations of genes related to ferroptosis and lipid peroxidation were followed by gene expression measurements; then, thiol measurements were performed. Lutein metabolites 3'-epilutein and 3'-oxolutein differently modulated the effect of glutamate on ROS, inflammation, ferroptosis-related iron metabolism, and lipid peroxidation in SH-SY5Y cells. Our results revealed the antioxidant and anti-inflammatory features of 3'-epilutein and 3'-oxolutein as possible protective agents against glutamate-induced oxidative stress in SH-SY5Y cells, with greater efficacy in the case of 3'-epilutein.

Neuronal damage

Brain damage

10.3390/ijms241512008

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Citations (5)

Hydrophilic Carotenoids: Recent Progress

Molecules (2012)

Magdolna Háda Véronika Nagy József Deli Attila Agócs

Carotenoids are substantially hydrophobic antioxidants. Hydrophobicity is this context is rather a disadvantage, because their utilization in medicine as antioxidants or in food chemistry as colorants would require some water dispersibility for their effective uptake or use in many other ways. In the past 15 years several attempts were made to synthetize partially hydrophilic carotenoids. This review compiles the recently synthetized hydrophilic carotenoid derivatives.

10.3390/molecules17055003

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Citations (39)

Study on the Synthesis, Antioxidant Properties, and Self-Assembly of Carotenoid–Flavonoid Conjugates

Molecules (2020)

Ildikó Línzembold Dalma Czett Katalin Böddi Tibor Kurtán Sándor Balázs Király

Flavonoids and carotenoids possess beneficial physiological effects, such as high antioxidant capacity, anticarcinogenic, immunomodulatory, and anti-inflammatory properties, as well as protective effects against UV light. The covalent coupling of hydrophobic carotenoids with hydrophilic flavonoids, such as daidzein and chrysin, was achieved, resulting in new amphipathic structures. 7-Azidohexyl ethers of daidzein and chrysin were prepared in five steps, and their azide-alkyne [4 + 2] cycloaddition with pentynoates of 8′-apo-β-carotenol, zeaxanthin, and capsanthin afforded carotenoid–flavonoid conjugates. The trolox-equivalent antioxidant capacity against ABTS•+ radical cation and self-assembly of the final products were examined. The 1:1 flavonoid–carotenoid hybrids generally showed higher antioxidant activity than their parent flavonoids but lower than that of the corresponding carotenoids. The diflavonoid hybrids of zeaxanthin and capsanthin, however, were found to exhibit a synergistic enhancement in antioxidant capacities. ECD (electronic circular dichroism) and UV-vis analysis of zeaxanthin–flavonoid conjugates revealed that they form different optically active J-aggregates in acetone/water and tetrahydrofuran/water mixtures depending on the solvent ratio and type of the applied aprotic polar solvent, while the capsanthin derivatives showed no self-assembly. The zeaxanthin bis-triazole conjugates with daidzein and with chrysin, differing only in the position of a phenolic hydroxyl group, showed significantly different aggregation profile upon the addition of water.

Chrysin

Isoflavonoid

ABTS

10.3390/molecules25030636

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Citations (27)

Carotenoid Composition of Telekia speciosa

Plants (2023)

Erzsébet Varga Viktória Lilla Balázs Viktor Sándor Attila Agócs Véronika Nagy

The carotenoid composition of the flower of Telekia speciosa was investigated for the first time by HPLC-DAD-MS. In addition to the main carotenoid lutein and its geometrical isomers, 5,6-epoxy-carotenoids, namely violaxanthin, lutein 5,6-epoxide and antheraxanthin, were detected in larger amounts. In addition, β-carotene 5,6-epoxide and β-carotene 5,6,5',6'-diepoxide were found, which occurs very rarely in plants. For unambigous identification, β-carotene 5,6-epoxide and β-carotene 5,6,5',6'-diepoxide were prepared semisynthetically, and they were characterized by 1H and 13C NMR and HPLC-CD methods.

Antheraxanthin

Violaxanthin

10.3390/plants12244116

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Citations (0)

Cryptocapsinepoxide-Type Carotenoids from Red Mamey, Pouteria sapota

Journal of Natural Products (2013)

Gergely Gulyás‐Fekete Enrique Murillo Tibor Kurtán Tamás Papp Tünde-Zita Illyés

New carotenoids, cryptocapsin-5,6-epoxide, 3′-deoxycapsanthin-5,6-epoxide, and cryptocapsin-5,8-epoxides, have been isolated from the ripe fruits of red mamey (Pouteria sapota). Cryptocapsin-5,6-epoxide was prepared by partial synthesis via epoxidation of cryptocapsin, and the (5R,6S)- and (5S,6R)-stereoisomers were identified by HPLC-ECD analysis. Spectroscopic data of the natural (anti) and semisynthetic (syn) derivatives obtained by acid-catalyzed rearrangement of cryptocapsin-5,8-epoxide stereoisomers were compared for structural elucidation. Chiral HPLC separation of natural and semisynthetic samples of cryptocapsin-5,8-epoxides was performed, and HPLC-ECD analysis allowed configurational assignment of the separated stereoisomers.

10.1021/np3007827

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Citations (27)

Cycloaddition reactions of carbohydrate derivatives. Part 7: [3+2] cycloadditions of chiral nitrilimines

Tetrahedron Asymmetry (1998)

Attila Agócs Attila Bényei László Somogyi Pál Herczegh

Camphor

10.1016/s0957-4166(98)00356-5

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Citations (14)