The Intestinal Permeability of Neolignans from the Seeds of<i>Myristica fragrans</i>in the Caco-2 Cell Monolayer Model

Yang, Xiu‐Wei; Huang, Xin; Ma, Lian; Wu, Qi; Xu, Wei

doi:10.1055/s-0030-1249810

Cited by 24 publications

(20 citation statements)

References 28 publications

(35 reference statements)

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“…All metabolites were isolated and identified by a combination of solvent extraction, chromatographic and spectroscopic methods. The third study, investigated gastrointestinal absorption of ten neolignans, including licarin A, methoxylicarin A, licarin B, myrislignan and others in the Caco-2 cell permeability assay (Yang et al 2010). The study showed that transport of the 8,4’-oxyneolignans, such as myrislignan, across Caco-2 monolayers was superior to that of the benzofuranoid-type licarins.…”

Section: Analysis Of Major Constituents Of Nutmegmentioning

confidence: 99%

Chemical diversity and pharmacological significance of the secondary metabolites of nutmeg (Myristica fragrans Houtt.)

Abourashed

El‐Alfy

2016

Phytochem Rev

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Nutmeg is a valued kitchen spice that has been used for centuries all over the world. In addition to its use in flavoring foods and beverages, nutmeg has been used in traditional remedies for stomach and kidney disorders. The antioxidant, antimicrobial and central nervous system effects of nutmeg have also been reported in literature. Nutmeg is a rich source of fixed and essential oil, triterpenes, and various types of phenolic compounds. Many of the secondary metabolites of nutmeg exhibit biological activities that may support its use in traditional medicine. This article provides an overview of the chemistry of secondary metabolites isolated from nutmeg kernel and mace including common methods for analysis of extracts and pure compounds as well as recent approaches towards total synthesis of some of the major constituents. A summary of the most significant pharmacological investigations of potential drug leads isolated from nutmeg and reported in the last decade is also included.

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Section: Analysis Of Major Constituents Of Nutmegmentioning

confidence: 99%

Chemical diversity and pharmacological significance of the secondary metabolites of nutmeg (Myristica fragrans Houtt.)

Abourashed

El‐Alfy

2016

Phytochem Rev

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“…In the Caco-2 cell monolayer model, permeability was described by P AB values (the apparent permeability coefficients from AP to BL side). The P AB values of well-transported and poorly transported compounds were > 1 × 10 −5 and < 1 × 10 −6 cm/s, respectively [16, 17]. P AB values of the marker compounds propranolol (3.81 ± 0.34 × 10 −5 cm/s) and atenolol (7.76 ± 4.65 × 10 −7 cm/s) in our experiments were consistent with previous reports (Table S5).…”

Section: Resultsmentioning

confidence: 99%

“…Reference compounds propranolol and atenolol were used to validate the Caco-2 cell monolayer model. They represent paracellular flux and transcellular flux compounds, respectively [16, 17]. Differentiation of Caco-2 cells was checked on days 8, 15, 21 by determining the alkaline phosphatase activity using the AKP assay kit, a brush border enzyme marker [15, 25].…”

Section: General Experimental Proceduresmentioning

confidence: 99%

Intestinal Absorption of Ergostane and Lanostane Triterpenoids from Antrodia cinnamomea Using Caco-2 Cell Monolayer Model

Wang

Qiao

Qian

et al. 2015

Nat. Prod. Bioprospect.

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Antrodia cinnamomea is a precious medicinal mushroom. It exhibits promising therapeutic effects on cancer, intoxication, hypertension, hepatitis, and inflammation. Its major bioactive constituents are ergostane and lanostane triterpenoids. In this study, we used intestinal Caco-2 cell monolayer model to reveal the intestinal absorption property of 14 representative triterpenoids from A. cinnamomea. The bidirectional transport through the monolayer at different time points was monitored by a fully validated LC/MS/MS method. In the case of pure compounds, ergostanes 5 (25R-antcin H), 6 (25S-antcin H) and 10 (25R-antcin B) could readily pass through the Caco-2 cell layer, whereas lanostanes 13 (dehydroeburicoic acid) and 14 (eburicoic acid) could hardly pass through. When the cells were treated with A. cinnamomea extract, antcins A, B, C, H and K (1–6 and 9–11) were absorbed via passive transcellular diffusion, and showed high PAB and PBA values (> 2.5 × 10−5 cm/s). Meanwhile, the lanostanes dehydrosulphurenic acid (8), 15α-acetyldehydrosulphurenic acid (12), 13 and 14 exhibited poor permeability. Transport features of these compounds were consistent with their pharmacokinetic behaviors in rats. This study could also be helpful in predicting the intestinal absorption of A. cinnamomea in human.Graphical AbstractElectronic supplementary materialThe online version of this article (doi:10.1007/s13659-015-0072-4) contains supplementary material, which is available to authorized users.

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“…We have investigated the intestinal permeability and transport of MRL and other neolignans from the nutmeg using the human Caco-2 cell monolayer model. The results indicated that MRL exhibits higher permeability in Caco-2 cell model than cyclic neolignan, such as dehydrodiisoeugenol [20]. The study in vitro also indicated that MRL can be transformed into seven metabolites by liver microsomes, CYP450s [21].…”

Section: Introductionmentioning

confidence: 90%

Determination and Distribution Study of Myrislignan in Rat Tissues by RP-HPLC

et al. 2012

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Myrislignan (MRL) existing in nutmeg has been reported to possess inhibition of neoplasm and vascular smooth muscle contraction, and cause a prolonging of hexobarbital-induced hypnosis in mice. In this study, a highperformance liquid chromatography-ultraviolet detection (HPLC-UV) method was developed to analyze MRL in rat tissues. The separation was carried out on an analytical Diamonsil TM ODS C 18 HPLC column (250 9 4.6 mm, 5 lm) equipped with a C 18 guard column (8 9 4 mm, 5 lm) cartridge system eluted at 1.0 mL min -1 with a mobile phase methanol-H 2 O (3:1, v/v). Detection wavelength was 270 nm. The concentration of MRL was analyzed in the brain, testes, muscle, adipose, kidney, heart, lung, stomach, intestine, liver, and spleen at various time points between 8 and 128 min following intravenous administration of MRL to rats at a dose of 20.0 mg kg -1 . The method was successfully used to study the tissue distribution of MRL. The results contribute to explain the effect of nutmeg on the brain, liver and gastrointestinal tract.

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The Intestinal Permeability of Neolignans from the Seeds ofMyristica fragransin the Caco-2 Cell Monolayer Model

Cited by 24 publications

References 28 publications

Chemical diversity and pharmacological significance of the secondary metabolites of nutmeg (Myristica fragrans Houtt.)

Chemical diversity and pharmacological significance of the secondary metabolites of nutmeg (Myristica fragrans Houtt.)

Intestinal Absorption of Ergostane and Lanostane Triterpenoids from Antrodia cinnamomea Using Caco-2 Cell Monolayer Model

Determination and Distribution Study of Myrislignan in Rat Tissues by RP-HPLC

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