Effects of modifier and molecular structure of some coumarins on retention in reversed-phase high-performance thin-layer and column chromatography

Głowniak, Kazimierz; Bieganowska, M. L.

doi:10.1016/s0021-9673(00)94699-5

Cited by 17 publications

(5 citation statements)

References 38 publications

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“…Nowadays several efficient analytical methods (e.g HPLC, HPTLC, high speed countercurrent chromatography) for the selective separation, detection and quantification of 7-isopentenyloxycoumarin in plant extracts are also available [30,39,[44][45][46][47][48].…”

Section: Natural and Synthetic Sourcesmentioning

confidence: 99%

Insights on Novel Biologically Active Natural Products: 7-Isopentenyloxycoumarin

Epifano

Pelucchini

Curini

et al. 2009

Natural Product Communications

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7-Isopentenyloxycoumarin is a prenyloxyphenylpropanoid derivative found in low concentration in a restricted number of plant families (Apiaceae, Asteraceae, and Rutaceae). Synthetic schemes were recently developed enabling sufficient quantities of the title coumarin to be obtained in order to evidence its valuable biological effects, mainly as an anti-cancer agent. The aim of this review is to examine the phytochemical and pharmacological properties of this compound.

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Section: Natural and Synthetic Sourcesmentioning

confidence: 99%

Insights on Novel Biologically Active Natural Products: 7-Isopentenyloxycoumarin

Epifano

Pelucchini

Curini

et al. 2009

Natural Product Communications

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“…It is not uncommon in some of these families, most notably the Umbelliferae, Guttiferae, and Rutaceae, to encounter species that elaborate 10,20, or even more coumarins, and many species elaborate 4 or 5 coumarins (Thompson et al, 1984). Coumarins commonly found in umbelliferous vegetables include bergapten (Erdelmeier et al, 1985; Vo-Dinh et al, 1988; Glowniak et al, 1986;Spencer et al, 1987), xanthotoxin (Vo-Dinh et al, 1988; Glowniak et al, 1986;Spencer et al, 1987), isopimpinellin (Erdelmeier et al, 1985;Vo-Dinh et al, 1988;Glowniak, et al, 1986;Spencer etal., 1987), umbelliferone (Anderson etal., 1983), and psoralen (Beier et al, 1983;Erdelmeier et al, 1985;Spencer et al, 1987;Vo-Dinh et al, 1988). Phthalides found in umbelliferous vegetables include butylidene phthalide (Bohrmann et al, 1967;Gijbels et al, 1982), 3-n-butyl phthalide (Bohrmann et al, 1967;Wilson, 1970;Lund, 1978; Gijbels et al, 1982), sedanenolide (Wilson, 1970;Lund, 1978), senkyunolide (Gijbels et al, 1982), and 3-n-butyl hexahydrophthalide (Wilson, 1970).…”

Section: Introductionmentioning

confidence: 99%

Identification and quantification of coumarin, phthalide, and sesquiterpene compliance markers in an umbelliferous vegetable beverage

Weinberg¹,

Manier²,

Richardson³

et al. 1993

J. Agric. Food Chem.

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Marker compounds are needed to determine dietary compliance in free-living human study populations participating in dietary intervention trials for cancer research. Three coumarin, two phthalide, and two sesquiterpene marker compounds were detected and identified in an umbelliferous vegetable beverage. A convenient method that involves solvent extraction and gas chromatographic/mass spectrometric analysis was developed to quantify the marker compounds in the umbelliferous vegetable beverage. The compounds and their concentrations are as follows: 5-methoxypsoralen (86.2 ng/g), 8-methoxypsoralen (194 ng/g), 5,8-dimethoxypsoralen (240 ng/g), butylidene phthalide (15.8 ngJg), 3-n-butyl phthalide (780 ng/g); P-caryophyllene (1560 ng/g), and a-humulene (146 ng/g).

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“…Furocoumarin separation by HPTLC was reported both on a normal or reversed phase, in one‐ or two‐dimensions, but recent methods were preferentially developed in a normal phase . Table shows an overview of recently published methods used to analyse or isolate furocoumarins by HPTLC.…”

Section: Introductionmentioning

confidence: 99%

“…21 The method was shown to be linear between 10 and 250 mg kg −1 with a LOD and an LOQ of 2.5 and 10 mg kg −1 , respectively. The method was only validated in a standardized essential oils matrix because of the lack of specificity of the UV Furocoumarin separation by HPTLC was reported both on a normal or reversed phase, in one- [24][25][26][27][28][29][30][31][32] or two-dimensions, [33][34][35][36][37] but recent methods were preferentially developed in a normal phase. 27,30,38 45 in the fruits of H. candicans.…”

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confidence: 99%

HPTLC methods for qualitative and quantitative analysis of selected furocoumarins in essential oils

Borgne¹,

Cicchetti²,

Bertrand³

2017

Flavour & Fragrance J

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The concentration of furocoumarins, known to induce mutagenesis, carcinogenesis and photodermatitis under UV radiation, is limited by the EU cosmetic regulation in consumer products such as cosmetics, sun protection and bronzing formulations. The bergapten concentration is also limited by the International Fragrance Association. Analytical methods have been proposed for their quantification using high‐performance liquid chromatography (HPLC) coupled with UV detection or mass spectrometry with limits of detection (LOD) and quantification (LOQ) in accordance with the regulation. These methods are time and solvent consuming for routine quality control analyses. In this context, simple and fast HPLC methods in one‐ (1‐D) and two‐ (2‐D) dimensions were developed for the simultaneous analysis of the 15 most common furocoumarins reported in Citrus essential oils: psoralen, bergapten, xanthotoxin, isopimpinellin, oxypeucedanin, oxypeucedanin hydrate, byakangelicol, byakangelicin, heraclenin, 8‐geranyloxypsoralen, bergamottin, imperatorin, isoimperatorin, phellopterin, epoxybergamottin along with five other furocoumarins known to be present in Angelica, bergamot or Heracleum species: angelicin, bergaptol, isobergapten, psora‐4 and 5‐(4‐phenoxybutoxy)psoralen. The 1‐D method was validated for the quantification of bergapten using a Camag TLC Scanner as a detector. The LOD was determined at 2 mg/kg. The method was linear from 2 to 100 mg/kg and the method range was defined using accuracy profiles at with an 80% tolerance interval, with a 30% error, to be 5–100 mg/kg in acetonitrile and 13–100 mg/kg in matrix.

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Effects of modifier and molecular structure of some coumarins on retention in reversed-phase high-performance thin-layer and column chromatography

Cited by 17 publications

References 38 publications

Insights on Novel Biologically Active Natural Products: 7-Isopentenyloxycoumarin

Insights on Novel Biologically Active Natural Products: 7-Isopentenyloxycoumarin

Identification and quantification of coumarin, phthalide, and sesquiterpene compliance markers in an umbelliferous vegetable beverage

HPTLC methods for qualitative and quantitative analysis of selected furocoumarins in essential oils

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