Cytotoxic Activity of New Phenolic Compounds from Vietnamese<i>Caesalpinia sappan</i>

Hung, Tran Manh; Hải, Nguyễn Xuân; Nhan, Nguyen Trung; Quang, Ton That; Quan, Tran Le; Cuong, To Dao; Dang, Nguyen Hai; Dat, Nguyen Tien

doi:10.1271/bbb.130493

Cited by 10 publications

(8 citation statements)

References 22 publications

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“…Since C. sappan extract had an IC50 value of 146.8 ± 2.6 µg/ml, C. sappan extract is considered as moderately toxic on HaCaT cells. Several studies have reported cytotoxicity of C. sappan and its isolated compounds on various cancer cell lines, demonstrating the potential of C. sappan as a source of anticancer [13][14][15]. However, the selectivity of the extract must also be taken into consideration as this study showed that higher concentrations of C. sappan caused substantial damage to HaCaT cells.…”

Section: Cytotoxicity and Antioxidant Activity Of C Sappan Ethanolic Extractmentioning

confidence: 70%

Protective effect of Caesalpinia sappan L. extract against H2O2-induced oxidative stress on HaCaT and its formulation as antioxidant cream

Hartiadi¹,

Sahamastuti²

2020

jrp

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Oxidative stress arises from excessive generation of reactive oxygen species and it is known to be the major factor that accelerates skin aging and involved in the development of skin inflammatory disorders. Therefore, there is a need to develop cosmetics products containing active ingredient with potent antioxidant effect. One of medicinal plants that is potential to be utilized as an active ingredient for cosmetics is Caesalpinia sappan L. Previous studies demonstrated the potent antioxidant activity of C. sappan in numerous in vitro scavenging free radicals assay. The present study aims to evaluate the antioxidant of C. sappan in a biological system and further formulates the extract in cream formulation. Powdered C. sappan was macerated with 96% ethanol and the dried extract was assessed for the cytotoxic and antioxidant effect on human keratinocytes cell line using MTS assay. Several cream formulations containing non-toxic concentration of C. sappan extract were made and evaluated. Cytotoxicity assay showed that C. sappan extract had an IC50 of 146.8±2.6 µg/ml. At a concentration of 15.625 µg/ml, the extract exhibited a protective effect against oxidative stress induced by H2O2 that was comparable to vitamin E. All of the formulated creams were o/w cream type, homogenous and had white-pinkish color. pH were in a range of 5.07±0.01 -6.51±0.04 with shearthinning properties. Following freeze-thaw cycle, the formulas were found to be stable and no significant changes were observed, except for viscosity. This study demonstrates that several cream formulations of C. sappan extract have been successfully formulated with proven antioxidant property.

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Section: Cytotoxicity and Antioxidant Activity Of C Sappan Ethanolic Extractmentioning

confidence: 70%

Protective effect of Caesalpinia sappan L. extract against H2O2-induced oxidative stress on HaCaT and its formulation as antioxidant cream

Hartiadi¹,

Sahamastuti²

2020

jrp

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“…Our results were agreed with the previous reports. The extract and isolated compounds, especially phenolic compounds, from C. sappan showed an ability to inhibit the growth of several cancer cells [13,23,24]. Therefore, this study presents that brazilin (1) could be a potential anticancer property against leukemia cells and reveals the first analysis of isolated compounds from C. sappan with cytotoxicity on leukemic cell lines.…”

Section: Discussionmentioning

confidence: 83%

“…Moreover, sappanchalcone, a flavonoid isolated from C. sappan, has been reported to inhibit oral cancer cell growth and caesalpiniaphenol G-H, two phenolic compounds isolated from Vietnamese C. sappan, displayed potent inhibitory activity against HL-60 cancer cell lines [13]. Brazilin and its analogs have also been reported cancer-preventive qualities toward several human cancer cell lines such as HT29, A549, HL60, and K562 in MTT assay [24].…”

Section: Discussionmentioning

confidence: 99%

“…Although many chemical constituents and pharmacological activities of C. sappan have been reported such as anti-inflammatory [4,5,9,10], antioxidant [11,12], antibacterial activities [12], cytotoxicity against human cell lines [13,14]. and cardioprotective effect [15], there have been no records about cytotoxicity against leukemic cell lines as well as gas chromatography-mass spectrometry (GC-MS) analysis of phytochemicals in dichloromethane extract that could contribute the medicinal property of this plant.…”

Section: Introductionmentioning

confidence: 99%

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Phytochemical and Cytotoxic Investigations of the Heartwood of Caesalpinia Sappan Linn

Ngernnak

Panyajai

Anuchapreeda

et al. 2018

Asian J Pharm Clin Res

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Objective: The purpose of this study was to identify the chemical constituents in the dichloromethane extract by gas chromatography-mass spectrometry (GC-MS) analysis and evaluate the cytotoxic effects on leukemia cells of isolated compounds from Caesalpinia sappan Linn.Methods: Dichloromethane extract obtained from the heartwood of C. sappan was investigated by GC-MS and column chromatography. Cytotoxic effects on leukemia cells of the isolated compounds were examined using MTT assay. Results:The GC-MS analysis of dichloromethane extract from C. sappan revealed the presence of 14 compounds. Linoleic acid and β-sitosterol were found to be the major compounds presenting in 14% and 13%, respectively. The separation of the dichloromethane extract led to the isolation of brazilin (1) as a major compound, together with lupeol (2), and a mixture of β-sitosterol (3), and stigmasterol (4). Their structures were elucidated based on spectroscopic methods. Brazilin (1) showed a cytotoxic effect on human acute myeloid leukemia cell (KG1) and human acute myeloid leukemia stem cell (KG1a) with inhibitory concentration at 50% growth (IC 50 ) values of 13.30 ± 0.49 and 12.24 ± 1.08 µg/ml, respectively. Conclusion:Many groups of phytochemical compounds in the dichloromethane extract of C. sappan were detected by GC-MS analysis. Some of them have been reported to possess various biological activities. Moreover, brazilin (1) isolated compound from C. sappan shows cytotoxicity on leukemia cells, which could be a potential anticancer property.

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“…The heart wood of C. sappan is the most used part and studies have shown that the main homoisoflavonoid ingredient of the heartwood of this plant is brazilin ( 3 ), which is responsible for several of the observed biological activities, which include cytotoxic, antitumor, antimicrobial, antiviral, immunostimulant, and other properties. This plant has been the subject of several studies which have resulted in the identification of many new HIFs including the first report of a Δ 3,4 -unsaturated homoisoflavan from a natural source ( 20 ), 3′-deoxy-4- O -methylepisappanol ( 28 ), ( 3R,4S )-3,7-dihydroxy-3-(3ʹ-methoxy-4ʹ-hydroxybenzyl)-4-ethoxychroman (caesalpiniaphenol F, 29 ), (3 S ,4 R )-3,7,2ʹ,3ʹ-tetrahydroxy-3,4-dihydro-9H-indeno[6,5 c]chromene (caesalpiniaphenol E) ( 142 ), 29 caesalpinophenols G ( 84 ) and H ( 146 ), ( 3R )-3,7-dihydroxy-3-(4′-hydroxy-3′-methoxybenzyl)-chroman-4-one ( 85 ), 30 7,10,11-trihydroxydracaenone ( 143 ), epicaesalpin J ( 144 ), 31 caesappin A ( 145 ), and caesappin B ( 150 ). 32…”

Section: Theoretical Studies On Hifsmentioning

confidence: 99%

Naturally Occurring Homoisoflavonoids: Phytochemistry, Biological Activities, and Synthesis (Part II)

Abegaz

Kinfe

2019

Natural Product Communications

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This review documents all the new homoisoflavonoids (HIFs) that have been reported since 2007, whose total number has grown from 159 in 2007 to 295 at the present time. This review contains their structures, biological sources, plant parts they are obtained from, and, if reported, their optical rotations and melting points. The same classification is followed as an earlier review to ease reference to both reviews. This review takes note of the recent revision of plant families that were known to contain HIFs that have now been merged into one big family, Asparagaceae. Homoisoflavonoids also occur in Fabaceae and others. Two taxa, Ophiopogoan japonicus (Asparagaceae) and Caesalpinia sappan (Fabaceae), have been the source of many HIFs. These are briefly summarized. The biological properties of HIFs are also reviewed under the topics such as antioxidant, anti-inflammatory, antimicrobial, antidiabetic, and cytotoxic. The review also surveys the total synthesis of natural HIFs. All new compounds are classified and tabulated following the same style as the previous review. Dedicated to Professor Andrew Paul Krapcho on the occasion of his 87th Birthday.

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Cytotoxic Activity of New Phenolic Compounds from VietnameseCaesalpinia sappan

Cited by 10 publications

References 22 publications

Protective effect of Caesalpinia sappan L. extract against H2O2-induced oxidative stress on HaCaT and its formulation as antioxidant cream

Protective effect of Caesalpinia sappan L. extract against H2O2-induced oxidative stress on HaCaT and its formulation as antioxidant cream

Phytochemical and Cytotoxic Investigations of the Heartwood of Caesalpinia Sappan Linn

Naturally Occurring Homoisoflavonoids: Phytochemistry, Biological Activities, and Synthesis (Part II)

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