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1.
Food Res Int ; 119: 653-664, 2019 05.
Article in English | MEDLINE | ID: mdl-30884700

ABSTRACT

Carotenoids constitute a large group of lipophilic pigments whose health-promoting benefits have been widely recognized. Hydroxy-containing carotenoids can be found in both free form or esterified with fatty acids in several plant matrices, but the native carotenoid profile is overall poorly explored due to the difficulty of analyzing carotenoid esters. One of the main natural sources of carotenoids is the marigold flower, which has been extensively used by the industry for the production of food colorants or supplements, both often manufactured with no saponification process. Although lutein esters are well established as the major compounds naturally found in marigold petals and their products, carotenoid esters other than the lutein ones have not been extensively examined. We carried out a comprehensive identification of carotenoids and carotenoid esters from marigold petals by LC-DAD-(APCI+)MS/MS. Whereas 18 carotenoids were identified in the saponified extract, 56 were identified when no saponification procedure was carried out: 6 free carotenoids, 20 monoesters and 30 diesters. This is the first time that esters of zeaxanthin, violaxanthin, auroxanthin, zeinoxanthin and ß-cryptoxanthin are identified in marigold. The structural information obtained through characteristic fragmentation patterns and diagnostic fragments in MS and MS/MS spectra (APCI+) sustained the differentiation between carotenoid esters with similar characteristics. Therefore, the separation of carotenoids by reversed-phase liquid chromatography using C30 columns in combination with DAD and APCI-MS/MS detection allowed high sensitivity and selectivity for carotenoid ester analysis.


Subject(s)
Calendula/chemistry , Carotenoids/chemistry , Carotenoids/isolation & purification , Lutein/chemistry , Lutein/isolation & purification , Beta-Cryptoxanthin/isolation & purification , Cryptoxanthins/isolation & purification , Esters/analysis , Esters/isolation & purification , Fatty Acids , Flowers/chemistry , Tandem Mass Spectrometry , Xanthine/isolation & purification , Xanthophylls/isolation & purification , Zeaxanthins/isolation & purification
2.
J Agric Food Chem ; 63(26): 6059-65, 2015 Jul 08.
Article in English | MEDLINE | ID: mdl-26057604

ABSTRACT

From an extract of red mamey (Pouteria sapota) ß-cryptoxanthin-5,6-epoxide, ß-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 ß-cryptoxanthin delivered the ß-(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.


Subject(s)
Capsaicin/chemistry , Carotenoids/chemistry , Cryptoxanthins/chemistry , Epoxy Compounds/chemistry , Plant Extracts/chemistry , Pouteria/chemistry , Capsaicin/isolation & purification , Carotenoids/isolation & purification , Circular Dichroism , Cryptoxanthins/isolation & purification , Epoxy Compounds/isolation & purification , Fruit/chemistry , Magnetic Resonance Spectroscopy , Mass Spectrometry , Molecular Structure , Plant Extracts/isolation & purification
3.
Biosci Biotechnol Biochem ; 79(8): 1327-36, 2015.
Article in English | MEDLINE | ID: mdl-25849817

ABSTRACT

Natural killer (NK) cells play a key role in innate immune defense against infectious disease and cancer. A reduction of NK activity is likely to be associated with increased risk of these types of disease. In this study, we investigate the activation potential of kumquat pericarp acetone fraction (KP-AF) on NK cells. It is shown to significantly increase IFN-γ production and NK cytotoxic activity in human KHYG-1 NK cells. Moreover, oral administration of KP-AF significantly improves both suppressed plasma IFN-γ levels and NK cytotoxic activity per splenocyte in restraint-stressed mice. These results indicate that raw kumquat pericarp activates NK cells in vitro and in vivo. To identify the active constituents, we also examined IFN-γ production on KHYG-1 cells by the predicted active components. Only ß-cryptoxanthin increased IFN-γ production, suggesting that NK cell activation effects of KP-AF may be caused by carotenoids such as ß-cryptoxanthin.


Subject(s)
Cryptoxanthins/isolation & purification , Killer Cells, Natural/drug effects , Plant Extracts/administration & dosage , Rutaceae/chemistry , Animals , Cryptoxanthins/administration & dosage , Cryptoxanthins/chemistry , Humans , Immunity, Innate/drug effects , Interferon-gamma/blood , Killer Cells, Natural/immunology , Mice , Plant Extracts/chemistry
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