Brazilin and the extract from <i>Caesalpinia sappan</i> L. protect oxidative injury through the expression of heme oxygenase‐1

Choi, Byung-Min; Lee, Ju-A; Gao, Shang Shang; Eun, Sang Yong; Kim, Young-Sup; Ryu, Shi‐Yong; Choi, Yeonhee; Park, Raekil; Kwon, Dae Young; Kim, Bok-Ryang

doi:10.1002/biof.5520300302

Cited by 33 publications

(23 citation statements)

References 36 publications

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“…Antioxidant DPPH radical scavenging assay Sasaki et al; [15] Batubara et al [14] Ferric reduction assay Sasaki et al [15] Linoleic acid peroxidation assay Sasaki et al [15] Antibacterial Zone of inhibition Kim et al; [33] Srinivasan et al [32] MIC/MBC Xu and Lee; [5] Batubara et al; [14] Nirmal & Panichayupakaranant [13] Anti-inflammatory LPS-induced NO production Sasaki et al; [15] Hu et al; [39] Washiyama et al; [6] Wu et al [40] Inhibition of iNOS gene expression Sasaki et al; [15] Hu et al; [39] Washiyama et al; [6] Bae et al [3] Hemeoxygenase-1 expression Hu et al; [39] Choi et al [50] Bilirubin production Hu et al [39] Prostaglandin E 2 production Hu et al; [39] Wang et al [22] Tumor necrosis factor-a production Hu et al; [39] Wu et al; [40] Wang et al [22] Interlukin (IL)-1b production Hu et al; [39] Wu et al; [40] Wang et al [22] Nucler factor (NF-k B) expression Bae et al; [3] Wang et al; [22] Toegel et al; [1] Lee et al [7] Activator protein-1 expression Bae et al [3] …”

Section: Pharmacological Activities Methods/model System Referencesmentioning

confidence: 99%

“…The antioxidant activity of brazilin (IC 50 8.8 mM) was not significantly different from protosappanin A (9.1 mM) and (+)-catechin (10.2 mM). The antioxidant activity of brazilin and protosappanin A were higher than sappanone B (IC 50 14.5 mM).…”

Section: Antiacne Activitymentioning

confidence: 95%

“…Brazilin inactivated the SSAR activity in a dose dependent manner, whereas no activity was found against SSADH [49] . Brazilin induced antioxidant response element, luciferase activity and heme oxygenase-1 (HO-1) expression in a dose dependent manner in House Ear Institute-organ of corti 1 (HEI-OC1) cells [50] . Brazilin was found to be more potent than crude extract and the expression of HO-1 reached a peak at 12 h after brazilin treatment.…”

Section: Miscellaneousmentioning

confidence: 99%

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Brazilin from Caesalpinia sappan heartwood and its pharmacological activities: A review

Nirmal

Rajput

Prasad³

et al. 2015

Asian Pacific Journal of Tropical Medicine

231

153

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Caesalpinia sappan L. (CS) is a plant of Leguminosae family, commonly known as Brazil or Sappan wood. CS is distributed in Southeast Asia and its dried heartwood has been used as traditional ingredient of food or beverages and has a wide variety of medicinal properties. Higher extraction yield of CS wood was achieved with 95% ethanol for 2 h. Chemical constituent's investigation of sappan wood resulted in the isolation of various structural types of phenolic components including one xanthone, one coumarin, three chalcones, two flavones three homoisoflavonoids and brazilin. Brazilin [(6a S-cis)-7, 11b-dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)- tetrol], a major and active compound found in CS heartwood. Most of the folkloric uses of brazilin were validated by the scientific studies such as antioxidant, antibacterial, anti-inflammatory, anti-photoaging, hypoglycemic, vasorelaxant, hepatoprotective and anti-acne activity. CS heartwood extract is safe and did not produce any acute or subacute toxicity in both male and female rats. Brazilin is the safe natural compound having potential to develop as a medicinal compound with application in food, beverage, cosmetics and pharmaceutical industries to screen its clinical use in modern medicine. The information gained could provide the important and potential approach for pharmaceutical researcher to implicate the knowledge of brazilin in the formulation of new drug and to reveal therapeutic and gaps requiring future research opportunities. More studies are needed to evaluate the potential application of brazilin as preservative and coloring agent in food processing industries.

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Section: Pharmacological Activities Methods/model System Referencesmentioning

confidence: 99%

Section: Antiacne Activitymentioning

confidence: 95%

Section: Miscellaneousmentioning

confidence: 99%

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Brazilin from Caesalpinia sappan heartwood and its pharmacological activities: A review

Nirmal

Rajput

Prasad³

et al. 2015

Asian Pacific Journal of Tropical Medicine

231

153

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show abstract

“…This plant was used in Vietnamese traditional medicine for the treatment of menstrual and post-partum hematometra, trauma blood static, dizziness, post-partum blood losses, bloody dysentery, enteralgia, intestinal hemorrhage, infectious diarrhea, and for washing wounds (Bich, 1999). Many reports showed that the main components in the heartwood of C. sappan are phenolics with anti-inflammatory, antibacterial, and anti-influenza activities (Choi et al, 2007;Cuong et al, 2012;Kim et al, 2012;Namikoshi et al, 1987;Shimokawa et al, 1985;Washiyama et al, 2009). Nguyen et al (2004) reported that the methanolic extract of the heartwood of C. sappan collected in Vietnam exhibited significant XO inhibitory activity.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic constituents from the seeds of VietnameseCaesalpinia sappan

Tran

Nguyen

et al. 2015

Pharmaceutical Biology

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Context: Caesalpinia sappan Linn. (Leguminosae) has been used in folk medicines for the treatment of many diseases. The heartwood of this plant contains various phenolic components with interesting biological applications; however, the chemical and biological potentials of the seed of this plant have not been fully explored.Objective: This study identified the cytotoxic activity of compounds from the seeds of C. sappan. Materials and methods: The methanol extract of the seed of C. sappan was suspended in H 2 O and then partitioned with CH 2 Cl 2 , EtOAc, and n-BuOH, successively. Diterpenoid compounds were isolated from the CH 2 Cl 2 -soluble fraction by silica gel column chromatography methods using organic solvents. The compound structures were determined by detailed analysis of NMR and MS spectral data. Cytotoxic activity was measured using a modified MTT assay against HL-60, HeLa, MCF-7, and LLC cancer cells. The activation of caspase-3 enzyme and western blotting assay were performed to confirm inhibitory mechanism of active compound. Results: Five cassane-type diterpenoids were isolated and identified as phanginin I (1), phaginin A (2), phanginin D (3), phanginin H (4), and phanginin J (5). Compounds 1-4 showed effective inhibition against HL-60 cells with the IC 50 values of 16.4 ± 1.5, 19.2 ± 2.0, 11.7 ± 1.6, and 22.5 ± 5.1 mM. Compounds 1-3 exhibited cytotoxic activity against HeLa cells with the IC 50 values of 28.1 ± 3.6, 37.2 ± 3.4, and 22.7 ± 2.8 mM. Treatment of HL-60 cell lines with various concentrations of 3 (0-30 mM) resulted in the growth inhibition and induction of apoptosis.Conclusion: These findings demonstrate that compound 3 (phanginin D) is one of the main active components of the seed of C. sappan activating caspases-3 which contribute to apoptotic cell death.

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“…The major active components in C. sappan are phenolics of four structural subtypes: brazilin, chalcone, protosappanin, and homoisoflavonoids [10–15]. An ethanol extract of C. sappan ameliorated hypercholesterolemia in C57BL/6 mice and suppressed inflammatory responses in human umbilical vein endothelial cells (HUVECs) through an antioxidant mechanism [11]. Compounds with a sappanchalcone skeleton exhibited antiinflammatory, antibacterial, and antiinfluenza activities [12–15].…”

Section: Introductionmentioning

confidence: 99%

Methanol extract from Vietnamese Caesalpinia sappan induces apoptosis in HeLa cells

2014

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BackgroundThis study evaluated the cytotoxic activity of extracts from Caesalpinia sappan heartwood against multiple cancer cell lines using an MTT cell viability assay. The cell death though induction of apoptosis was as indicated by DNA fragmentation and caspase-3 enzyme activation.ResultsA methanol extract from C. sappan (MECS) showed cytotoxic activity against several of the cancer cell lines. The most potent activity exhibited by the MECS was against HeLa cells with an IC50 value of 26.5 ± 3.2 μg/mL. Treatment of HeLa cells with various MECS concentrations resulted in growth inhibition and induction of apoptosis, as indicated by DNA fragmentation and caspase-3 enzyme activation.ConclusionThis study is the first report of the anticancer properties of the heartwood of C. sappan native to Vietnam. Our findings demonstrate that C. sappan heartwood may have beneficial applications in the field of anticancer drug discovery.

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Brazilin and the extract from Caesalpinia sappan L. protect oxidative injury through the expression of heme oxygenase‐1

Cited by 33 publications

References 36 publications

Brazilin from Caesalpinia sappan heartwood and its pharmacological activities: A review

Brazilin from Caesalpinia sappan heartwood and its pharmacological activities: A review

Cytotoxic constituents from the seeds of VietnameseCaesalpinia sappan

Methanol extract from Vietnamese Caesalpinia sappan induces apoptosis in HeLa cells

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