Coumarins and furoquinoline alkaloids from Philotheca deserti var. deserti (Rutaceae)

Chlouchi, Amina; Girard, Christian; Tillequin, F.; Bévalot, Françoise; Waterman, Peter G.; Muyard, Frédéric

doi:10.1016/j.bse.2005.07.002

Cited by 11 publications

(8 citation statements)

References 18 publications

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“…The second aim of the present study was to compare various natural coumarins, extracted from Rutaceous plants [9], [10], [11], [12] on UGT1A1-dependent bilirubin glucuronidation activity in cultured hepatocytes. We have chosen to measure Bili-UGT activity with these compounds, since chrysin did not induce PNP-UGT activity.…”

Section: Discussionmentioning

confidence: 99%

“…Coumarin (97 %) and chrysin (97 %) were purchased from Sigma-Aldrich. Umbelliferone, bergapten, imperatorin, avicennin and cis-avicennol were isolated from different Rutaceous species belonging to the genera Phebalium [9], [10], [11] and Philotheca [12] ( Fig. 1).…”

Section: Coumarins and Flavonoidsmentioning

confidence: 99%

“…But to our knowledge, coumarins have never been evaluated for their potential to modulate UGTs. In the present work, we examined the ability of a flavonoid, chrysin, and six natural coumarins, mainly isolated from different Rutaceous species, [9], [10], [11], [12] to modulate UGT1A6 and/or UGT1A1 activity, in cultured hepatocytes, from both rat and human origin.…”

Section: Introductionmentioning

confidence: 99%

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Effect of Chrysin and Natural Coumarins on UGT1A1 and 1A6 Activities in Rat and Human Hepatocytes in Primary Culture

Chlouchi¹,

Girard²,

Bonet³

et al. 2007

Planta Med

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Flavonoids and coumarins are naturally occurring compounds that are widely distributed in vegetables and have a broad pharmacological activity. Inducibility of UDP-glucuronosyltransferases (UGTs) by xenobiotics is well documented and can be considered beneficial for health. In particular, UGT1A1-dependent bilirubin conjugation plays a critical role in the detoxification of neurotoxic bilirubin and phenobarbital-mediated UGT1A1 induction therapy is commonly used in the treatment of unconjugated hyperbilirubinemic diseases such as Crigler-Najjar type II disease. In the present study, the effects of the flavone chrysin and six natural coumarins isolated from various Rutaceous plants on UGT1A6-dependent P-nitrophenol and/or UGT1A1-dependent bilirubin glucuronoconjugation activities were evaluated in cultured rat and human hepatocytes and compared to those of the prototypical UGT1A inducers beta-naphthoflavone, phenobarbital and clofibric acid. After 3 days of treatment at a concentration of 25 microM, the pyranocoumarins avicennin and CIS-avicennol, and the furocoumarins bergapten and imperatorin, increased by 2-fold UGT1A1-dependent activity, equivalent to the increases obtained with chrysin at 25 microM, whereas in the presence of the simple coumarins such as coumarin or umbelliferone, UGT1A1-dependent activity was not modified. In terms of structural requirements for UGT1A1 induction, the present study suggests that the B-ring (phenyl) for chrysin and the furan or pyran rings for coumarins are essential for the biological activity.

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Section: Discussionmentioning

confidence: 99%

Section: Coumarins and Flavonoidsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Effect of Chrysin and Natural Coumarins on UGT1A1 and 1A6 Activities in Rat and Human Hepatocytes in Primary Culture

Chlouchi¹,

Girard²,

Bonet³

et al. 2007

Planta Med

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“…The known compounds ( Figure 1) were characterized as arborinine (2) [12], citracridone I (3) [13], noracronycine (4) [14], Nmethylseverifoline (5) [15], dictamine (6) [16], robustine (7) [17], kokusaginine (8) [18], N- [2-(4-methoxyphenyl)ethylbenzamide] (9) [19], demethylsuberusin (10) [20] and bergapten 11 General: Melting points were determined on a Buchi B-540 visual thermometer. UV-vis spectra were recorded with a Perkin-Elmer UV-vis spectrometer.…”

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confidence: 99%

Antibacterial Compounds from Glycosmis puberula Twigs

Tantapakul

Sripisut

Maneerat

et al. 2014

Natural Product Communications

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The first phytochemical investigation of Glycosmis puberula twigs led to the isolation and identification of a new quinolone alkaloid, glycosmispuberulone (1), along with ten known compounds (2-11). The structures were elucidated by spectroscopic analyses and comparison with previously reported data. Their antibacterial activities against Gram-positive and Gram-negative bacteria were also evaluated.

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“…其余已知化合物的结构, 通过与文献的 NMR 数据对照, 分别鉴定为 robustine (1) [10] , 香兰子酸(2) [11] , dihydroalatamide (3) [12] , tembamide (4) [13] , N-benzoyltyramine (5) [14] , blumenol (6) [15] , blumenol C (7) [16] , 芥子醛(8) [17] , (E)-3-(3,4,5-三甲氧基苯基-2-丙烯醇(9) [18] , 松柏醇(10) [19] , integrifoliodiol (11) [20] , 两面针氧新木脂素 (12) [21] , 这些化合物都是首次从该植物中分离得到.…”

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Two New Phenylpropanoids formZanthoxylum utileHuang

Zhu¹,

Zhu²,

Chen³

et al. 2013

Chin. J. Org. Chem.

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To study the chemical constituents of Zanthoxylum utile Huang, the chemical constituents were isolated and purified by normal, reverse column chromatography and HPLC. Their structures were identified by spectral analysis. 14 compounds were isolated from the EtOH extract of Zanthoxylum utile Huang. They were identified as robustine (1), vanillic acid (2), dihydroalatamide (3), tembamide (4), N-benzoyltyramine (5), blumenol (6), blumenol C (7), sinapaldehyde (8), (E)-3-(3,4,5-trimethoxy-phenyl)-prop-2-en-1-ol (9), coniferyl alcohol (10), integrifoliodiol (11), nitidanin (12), and two new phenylpropanoids named as utilines A (13) and B (14). All compounds were isolated from the plant for the first time.

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Coumarins and furoquinoline alkaloids from Philotheca deserti var. deserti (Rutaceae)

Cited by 11 publications

References 18 publications

Effect of Chrysin and Natural Coumarins on UGT1A1 and 1A6 Activities in Rat and Human Hepatocytes in Primary Culture

Effect of Chrysin and Natural Coumarins on UGT1A1 and 1A6 Activities in Rat and Human Hepatocytes in Primary Culture

Antibacterial Compounds from Glycosmis puberula Twigs

Two New Phenylpropanoids formZanthoxylum utileHuang

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