Cytotoxic Terpenes from the Stems of &lt;i&gt;Dipterocarpus obtusifolius&lt;/i&gt; Collected in Cambodia

Khiev, Piseth; Kwon, Ok‐Kyoung; Song, Hyuk‐Hwan; Oh, Sei‐Ryang; Ahn, Ki Hoon; Lee, Hyeong‐Kyu; Chin, Young‐Won

doi:10.1248/cpb.c12-00012

Cited by 19 publications

(11 citation statements)

References 33 publications

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“…Plants of genus Dipterocarpus have been reported to have many bioactivities including antibacterial, antioxidant [7], cytotoxic [8], anti-inflammatory [9] and anti-filarial activities [10]. Extracts of the bark and leaves of D. turbinatus used in Ayurvedic and Unani medicines showed potent cytotoxic activity against breast cancer cell lines [11].…”

Section: Introductionmentioning

confidence: 99%

Chemical Composition, Antioxidant and Cytotoxicity Activities of Leaves, Bark, Twigs and Oleo-Resin of Dipterocarpus alatus

et al. 2019

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Dipterocarpus alatus (Dipterocarpaceae) is a medicinal plant whose use is well known for the treatment of genito-urinary diseases. However, there is no report of its cytotoxic potential. In this study, the chemical composition, antioxidant and cytotoxic activities of extracts of the leaves, bark, twigs and oleo-resin from D. alatus are investigated. Cytotoxicity was measured by the neutral red (NR) assay against HCT116, SKLU1, SK-MEL2, SiHa and U937 cancer cell lines and antioxidant capacity was evaluated by DPPH, ABTS radical scavenging, and ferric reducing antioxidant power (FRAP) assays. The chemical composition was analyzed by gas chromatography–mass spectrometry (GC-MS). Leaf, bark and twig extracts exhibited stronger antioxidant activity than oleo-resin, with bark extract showing the highest antioxidant activity and the highest total phenolic content. All samples showed more cytotoxic activity against the U937 cell line than HCT116, SKLU1, SK-MEL2 and SiHa cells with oleo-resin being more cytotoxic than melphalan against U937 cells. Chemical composition analysis of oleo-resin by GC-MS showed that the major components were sesquiterpenes, namely α-gurjunene (30.31%), (-)-isoledene (13.69%), alloaromadendrene (3.28%), β-caryophyllene (3.14%), γ-gurjunene (3.14%) and spathulenol (1.11%). The cytotoxic activity of oleo-resin can be attributed to the sesquiterpene content, whereas the cytotoxic and antioxidant activities of leaf, bark and twig extracts correlated to total phenolic content.

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Section: Introductionmentioning

confidence: 99%

Chemical Composition, Antioxidant and Cytotoxicity Activities of Leaves, Bark, Twigs and Oleo-Resin of Dipterocarpus alatus

et al. 2019

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“…The compound 3- epi -maslinic acid demonstrated activity against gastric and uterine cancer cells. 18 Corosolic acid slowed the growth of breast, 19–21 cervical, 22 colon, 15,23 gastric, 18,22 liver, 21,22 leukemia, 22,24 lung, 15,19 melanoma, 25 nerve, 15 ovarian, 19 and uterine 18 cancer in vitro. The diastereomer of corosolic acid, 3- epi -corosolic acid, demonstrated cytotoxic activity against leukemia and breast cancer cell lines.…”

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confidence: 99%

Synthesis of oxygenated oleanolic and ursolic acid derivatives with anti-inflammatory properties

Nelson

Camelio

Claussen

et al. 2015

Bioorganic & Medicinal Chemistry Letters

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The scalable syntheses of four oxygenated triterpenes have been implemented to access substantial quantities of maslinic acid, 3-epi-maslinic acid, corosolic acid, and 3-epi-corosolic acid. Semi-syntheses proceed starting from the natural products oleanolic acid and ursolic acid. Proceeding over five steps, each of the four compounds can be synthesized ongram scale. Divergent diastereoselective reductions of α-hydroxy ketones provided access to the four targeted diol containing compounds from two precursors of the oleanane or ursane lineage. These compounds were subsequently evaluated for their ability to inhibit inflammatory gene expression in a mouse model of chemically induced skin inflammation. All compounds possessed the ability to inhibit the expression of one or more inflammatory genes induced by 12-O-tetradecanoylphorbol-13 acetate in mouse skin, however, three of the compounds, corosolic acid, 3-epi-corosolic acid and maslinic acid were more effective than the others. The availability of gram quantities will allow further testing of these compounds for potential anti-inflammatory activities as well as cancer chemopreventive activity.

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“…2 D turbinatus shows cytotoxic against breast cancer cell line (MCF -7 and MDAMB-231 Akter et al, 2014). Five new ( tri-terpenes, 3-oxo-20-hydroxy-30α-methyl,17(29)-αepoxy-28-norlupane (1); 3-oxo-20 hydroxy-30β-methyl- 3, 20-dooxo-28, 29-norlupane17α-ol (3); 27-dimethyl-20(s) dammer-23-ene-20-ol-3, 25 dione (4); 3 epi-ceropic acid (5); together with 13 known compound including diterpane, susquiterpenes and triterpenens were isolated from the stem of and were tested for D. obturfolius cytotoxic activity (Khiev et al, 2012). A cytotoxic compound Diptindonein E was isolated from the acetone extracts of the bark of (Muhtadi et al, 2009).…”

Section: Introductionmentioning

confidence: 99%

Hepatoprotective activity of the ethanolic extracts of Dipterocarpus turbinatus leaves in Paracetamol induced hepatotoxicity in rats

Biswas¹,

Nirmala²,

Anjaneyulu³

et al. 2019

Asian J Pharm Pharmacol

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Objective: Dipterocarpus turbinatus is a large woody plant widely grown in Northeastern state, Tripura. Ethanol extract of leaves was evaluated for its antioxidant and hepatoprotective activity. D. turbinatusMaterials and Methods: The preliminary phytochemical study was carried out to find out the presence of various phytoconstituents in different extracts obtained by cold maceration. Antioxidant activity was done by Nitric oxide scavenging and DPPH* scavenging. Paracetamol (3gm/kg) was used to induce hepatotoxicity in rats and 200mg/kg & 400mg/kg of ethanol extract of leaves of (EEDT) was used for the study, while silymarin (50mg/kg) was used as a standard. D. turbinatus Blood was collected by retro-orbital puncture and various biochemical parameters were determined by photometric analysis.: Ethanolic extract showed different bioactive constituents like flavonoid, phenolic, alkaloid, tannin. ResultsPlant extract was exhibited antioxidant properties. Tested extracts showed a significant reduction in the elevated level of various biochemical parameters like SGOT, SGPT, ALP, total bilirubin & increase the level of protein level with the dose-dependent manner. Histopathological studies of the liver of the tested animal showed there is an improvement in the architecture of the hepatic cell with plant extract treatments.The results suggest that ethanolic extract Conclusion: of leaves in different dose shows significant hepatoprotective activity against paracetamol-induced D.turbinatus hepatotoxicity in rats.

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Cytotoxic Terpenes from the Stems of <i>Dipterocarpus obtusifolius</i> Collected in Cambodia

Cited by 19 publications

References 33 publications

Chemical Composition, Antioxidant and Cytotoxicity Activities of Leaves, Bark, Twigs and Oleo-Resin of Dipterocarpus alatus

Chemical Composition, Antioxidant and Cytotoxicity Activities of Leaves, Bark, Twigs and Oleo-Resin of Dipterocarpus alatus

Synthesis of oxygenated oleanolic and ursolic acid derivatives with anti-inflammatory properties

Hepatoprotective activity of the ethanolic extracts of Dipterocarpus turbinatus leaves in Paracetamol induced hepatotoxicity in rats

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