Multidimensional liquid chromatography for the determination of chiral coumarins and furocoumarins in <i>Citrus</i> essential oils

Dugo, Paola; Russo, Marina; Sarò, Mariagiovanna; Carnovale, Caterina; Bonaccorsi, Ivana; Mondello, Luigi

doi:10.1002/jssc.201200078

Cited by 29 publications

(15 citation statements)

References 40 publications

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“…Coumarins (108) and bioactive amines (7) are also present in OJ. Beyond studies of the antioxidant properties of certain coumarins (109) and bioactive amines (110), the results of further studies regarding the chemopreventive actions of OJspecific compounds are still pending.…”

Section: Putative Compounds In Oj Cancer Chemopreventionmentioning

confidence: 99%

Orange Juice and Cancer Chemoprevention

Franke

Guecheva

Henriques

et al. 2013

Nutrition and Cancer

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Orange juice (OJ) is among the most consumed fruit juices worldwide, and its chemopreventive action is fairly addressed in the literature. This review critically presents the available evidence linking OJ with cancer chemoprevention and on discussing the putative mechanisms and negative health effects. The chemopreventive action of OJ is related to its effect on metabolic enzymes and its antiinflammatory, cytoprotective/apoptotic, hormonal, cell signaling-modulating, antioxidant, and antigenotoxic effects. Most studies on OJ are in vitro, and few are conducted in vivo. Results from in vitro studies must be interpreted carefully because these findings do not consider in vivo bioavailability. However, such results are useful for studying the impact of different processing and storage methods on OJ's chemopreventive effect. Evidence of OJ's chemoprevention in humans is limited. OJ is antimutagenic in bacteria and antigenotoxic in humans and rodents. Studies using rodent cancer models showed that OJ is cancer chemopreventive, influencing either the induction stage or the promotion stage. The composition and, therefore, the chemopreventive action of OJ might be influenced by different cultivars, climates, extraction methods, packaging, storage temperatures, and shelf lives, among other factors. Epidemiological studies and randomized controlled intervention studies in humans evaluating the chemopreventive effect of OJ, taking into consideration variability in OJ composition, are needed.

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Section: Putative Compounds In Oj Cancer Chemopreventionmentioning

confidence: 99%

Orange Juice and Cancer Chemoprevention

Franke

Guecheva

Henriques

et al. 2013

Nutrition and Cancer

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“…These chiral columns are usually used with hexane-alcohol mixtures for normal-phase chromatography, and water-acetonitrile or water-methanol mixtures for the reversed-phase chromatography. and Dugo et al (2012) coupled a cellulose tris-(3,5dimethylphenylcarbamate) CSP to a silica column using isocratic elution for both dimensions with mixtures of n-hexane and isopropanol for separations of fenvalerate and citrus essential oils enantiomers, respectively (Table 3 and Table 4). In some cases, the use of normal phase provides high analysis times to achieve an acceptable resolution or cause mobile phase compatibility problems, so nowadays the use of reversed phase seems to be the most popular mode applied with polysaccharide CSPs.…”

Section: Stationary Phasesmentioning

confidence: 99%

“…Other applications of two-dimensional chromatography in nonreversed phase include determination of chiral coumarins and furocoumarins in citrus essential oils (Dugo et al, 2012). The enantiomeric distribution of chiral coumarins (meranzin and epoxyaurapten) and furocoumarins (oxypeucedanin, byakangelicol and epoxybergamottin) in citrus essential oils (lemon, lime, grapefruit and bitter orange) was determined by means of a heart-cutting MDLC system, equipped with a microsilica column in the first dimension and a combination of a cellulosic-based chiral column used in the second dimension.…”

Section: Stationary Phasesmentioning

confidence: 99%

Two‐dimensional liquid chromatography for direct chiral separations: a review

León-González

Rosales-Conrado

Pérez-Arribas

et al. 2013

Biomedical Chromatography

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Separation of enantiomers remains a challenge owing to their identical physical and chemical properties in an achiral environment, and research on specialized separation techniques such as multidimensional achiral-chiral liquid chromatography continues to resolve individual enantiomers in complex samples. Recent advances in application of multidimensional liquid chromatography applied to chiral analysis are reviewed. For this reason, benefits of achiral-chiral coupling are shown, with emphasis in applications on biological and pharmaceutical fields as well as pesticide analysis. A description of standard instrumental setup in both heart-cut and comprehensive multidimensional liquid chromatography is shown. The most broadly used chiral stationary phases for multidimensional liquid chromatography are summarized. An extensive overview of different interface designs applied to complex samples is presented.

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“…The flavonoid content in different types of Citrus fruits may vary widely depending on the nature of the Citrus fruit, and may have an impact on the claimed effect. LC coupled with UV and MS detectors represents the best technique for separation and characterization of flavonoids in Citrus fruits, as demonstrated by many literature data where bioactive molecules in Citrus fruits were analyzed by means of monodimensional and multidimensional LC.…”

Section: Introductionmentioning

confidence: 99%

Multidimensional preparative liquid chromatography to isolate flavonoids from bergamot juice and evaluation of their anti-inflammatory potential

et al. 2015

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Important objectives of a high-performance liquid chromatography preparative process are: purity of products isolated, yield, and throughput. The multidimensional preparative liquid chromatography method used in this work was developed mainly to increase the throughput; moreover purity and yield are increased thanks to the automated collection of the molecules based on the intensity of a signal generated from the mass spectrometer detector, in this way only a specific product can be targeted. This preparative system allowed, in few analyses both in the first and second dimensions, the isolation of eight pure compounds present at very different concentration in the original sample with high purity (>95%) and yield, which showed how the system is efficient and versatile. Pure molecules were used to validate the analytical method and to test the anti-inflammatory and antiproliferative potential of flavonoids. The contemporary presence, in bergamot juice, of all the flavonoids together increases the anti-inflammatory effect with respect to the single compound alone.

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Multidimensional liquid chromatography for the determination of chiral coumarins and furocoumarins in Citrus essential oils

Cited by 29 publications

References 40 publications

Orange Juice and Cancer Chemoprevention

Orange Juice and Cancer Chemoprevention

Two‐dimensional liquid chromatography for direct chiral separations: a review

Multidimensional preparative liquid chromatography to isolate flavonoids from bergamot juice and evaluation of their anti-inflammatory potential

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