Lignans from Phyllanthus urinaria

Chang, Chen; Lien, Yu‐Chin; Liu, Karin C. S. Chen; Lee, Shoei‐Sheng

doi:10.1016/s0031-9422(03)00371-6

Cited by 91 publications

(58 citation statements)

References 18 publications

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“…have been isolated from this plant. [22][23][24][25][26] However, to the best of our knowledge, there has been no report on the potential antioxidant effects of Phyllanthus urinaria. Therefore the purpose of this study was to investigate the antioxidant effects of Phyllanthus urinaria for the protection of cardiac cells from DOX cardiotoxicity.…”

Section: -7)mentioning

confidence: 99%

Antioxidative and Cardioprotective Effects of Phyllanthus urinaria L. on Doxorubicin-Induced Cardiotoxicity

Chularojmontri

Wattanapitayakul

Herunsalee

et al. 2005

Biological & Pharmaceutical Bulletin

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Doxorubicin (DOX) is an effective and broadly used agent to treat a variety of malignacies, such as leukemias, breast and ovarian cancer, and Hodgkin and non-Hodgkin lymphoma. The major limitation of clinical use is the development of cardiotoxicity. The adverse effects are dose dependent and can vary from transient electrocardiographic abnormalities to cardiomyopathy and heart failure. Recent studies have suggested that the mechanism of DOX-induced cardiotoxicity involves the generation of reactive oxygen species (ROS), especially superoxide anion and hydrogen peroxide.1-3) The main cellular damage caused by ROS includes lipid peroxidation, protein cross-linking, and DNA fragmentation. These may lead to cardiac dysfunction, apoptosis, and development of cardiomyopathy. 4-7)Although protection or alleviation of DOX toxicity can be achieved by administration of antioxidant vitamins such as ascorbic acid and vitamin E, their cardioprotective effects remain controversial. [8][9][10] It is well established that there is no universal "best" antioxidant. For example, ascorbic acid efficiently protects against lipid damage but not against protein damage.11) Thus alternative naturally occurring antioxidants may potentially be candidates for antioxidant therapy.It has been shown in many studies that traditionally used plant extracts protect against oxidative damage caused by a wide array of insults including DOX.12-16) Among traditional herbs, Phyllanthus spp. (Euphorbiaceae) has been used in Aryuvedic medicine for more than 2000 years and in Thai folk medicine for the treatment of many diseases, such as diarrhea, hepatitis, diabetes, abdominal pain, and kidney disease. 17,18) The antioxidant effects of plant species in the genus Phyllanthus have been reported. For example, Phyllanthus amarus (synonym: Phyllanthus niruri) reduced oxidative damage from radiation 19) and protected against hepatotoxicity induced by CCl 4 . 20) Phyllanthus emblica protected rat hearts from oxidative stress induced by ischemic-reperfusion injury.21) Phyllanthus urinaria L. is another medicinal plant that has attracted research attention in the treatment of several diseases. Substantial progress in determining its phytochemical and pharmacologic properties has been made. Several potential antioxidant compounds (e.g., polyphenols, lignans, flavonoids, gallic acid, ellagic acid, etc.) have been isolated from this plant. [22][23][24][25][26] However, to the best of our knowledge, there has been no report on the potential antioxidant effects of Phyllanthus urinaria. Therefore the purpose of this study was to investigate the antioxidant effects of Phyllanthus urinaria for the protection of cardiac cells from DOX cardiotoxicity. Cardiac toxicity is a major adverse effect caused by doxorubicin (DOX) therapy. Many recent studies have shown that DOX toxicity involves generation of reactive oxygen species (ROS). Although protection or alleviation of DOX toxicity can be achieved by administration of antioxidant vitamins such as ascorbic acid and vitamin ...

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Section: -7)mentioning

confidence: 99%

Antioxidative and Cardioprotective Effects of Phyllanthus urinaria L. on Doxorubicin-Induced Cardiotoxicity

Chularojmontri

Wattanapitayakul

Herunsalee

et al. 2005

Biological & Pharmaceutical Bulletin

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“…The wide range of its pharmacological activities was discussed in a number of reviews (Unander et al, 1990(Unander et al, , 1992Bagalkotkar et al, 2006). The extensive phytochemical investigations on several Phyllanthus species revealed various bioactive constituents such as alkaloids, lignans, terpenes, flavones and tannins (Matsunga et al, 1993;Foo, 1995;Bila et al, 1996;Houghton et al, 1996;Lee et al, 1996;Zhang et al, 2001Zhang et al, , 2002Chang et al, 2003). In our continued drug discovery programme from natural Afr.…”

Section: Introductionmentioning

confidence: 99%

Isolation and cytotoxicity of triterpenes from the roots of Phyllanthus pulcher Wall. ex Mll. Arg. (Euphorbiaceae)

Bagalkotkar

Chuan

Khalivulla

et al. 2011

Afr. J. Pharm. Pharmacol.

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The dried powdered roots of Phyllanthus pulcher Wall. ex Müll. Arg. (Euphorbiaceae), were sequentially extracted with dichloromethane (DCM), ethyl acetate (EtOAc) and methanol (MeOH). The extracts were tested for cytotoxic activity against three human cancer cell lines: MCF-7 (breast), NCI-H460 (lung) and DU-145 (prostate). The DCM extract exhibited the strongest cytotoxic activity compared with EtOAc and MeOH extracts. Hence from the DCM extract, five pentacyclic triterpenes, 3α-acetoxyl-25-hydroxyolean-12-en-28-oic acid (1), glochidone (2), 12(13)-dehydro-3α-acetoxyolean-28-oic acid (3), lupanyl acetate (4) and glochidonol (5) were isolated and identified by spectroscopic analyses ( 1 H NMR, C NMR, FT-IR, UV, DEPT, HMQC, HMBC and HREIMS). This is the first report on the isolation of 4 from a natural source, whereas 1 and 3 have already been isolated from the families Hamamelidaceae and Compositae (Asteraceae), respectively. However this is the first study reporting the presence of 1 and 3 in the Euphorbiaceae family. The isolated tritepenes 1-5 were tested against the three human tumour cell lines as stated above. Only compounds 1 and 5 exhibited cytotoxic activity, 5 being most potent with IC 50 values ranging 7.5-13.4 µg/mL (17.1-30.5 µM).

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“…Some similar compounds have been isolated from plants. [3][4][5][6] Though the reversal of multidrug resistance by a similar tetrasubstituted tetrahydrofuran lignan has been reported, 7) the relationship between activity and stereochemistry was unknown. It is known that lignans have many kinds of biological activity 8,9) and some lignans had antibacterial activity, [8][9][10][11] however, biological research was performed by using compounds isolated from plants in many cases.…”

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confidence: 99%