Anti-inflammatory activity of sappanchalcone isolated from Caesalpinia sappan L. in a collagen-induced arthritis mouse model

Jung, Eui‐Man; Han, Kook-Il; Kwon, Hyun-Jung; Patnaik, Bharat Bhusan; Kim, Wan-Jong; Hur, Gang Min; Nam, Kwanghee; Han, Man-Deuk

doi:10.1007/s12272-015-0557-z

Cited by 32 publications

(27 citation statements)

References 35 publications

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“…15 Compound 2 isolated as a yellow powder. The 1 H NMR spectrum of 2 showed an ABX spin coupled system at δ Although no biological activity tests were conducted on the isolated compounds, literature search revealed that sappanchalcone (1) exhibited anti-inflammatory, [18][19][20] neuroprotective, 21,22 inhibition of antigen-induced beta hexosaminidase release, 23 anti-influenza viral, 24 growth inhibition and induction of apoptosis in human oral cancer cells. 25 Caesalpiniaphenol G (2) showed growth inhibition and induction of apoptosis in human premyelocytic cancer cells.…”

Section: Resultsmentioning

confidence: 99%

Phenolic Compounds from Caesalpinia sappan

Nguyen¹,

Vu²,

Pham³

et al. 2020

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Caesalpinia sappan Linn., belonging to family Caesalpiniaceae, is distributed widely in the tropical and subtropical regions of Southeast Asia. 1 The dried heartwood of the plant, named Sappan Lignum, has been used in folk medicines as a blood tonic, expectorant, and has exhibited a wide range of activities, including anti-malarial, anti-inflammatory and analgesic agent in folk medicine. 2,3 Previous phytochemical investigations on the heartwood of C. sappan, resulted in the isolation and identification of various types of compounds, including homoisoflavonoids, chalcones, dibenzoxocins, and brazilins. 4-8 Many of these components exhibited a variety of biological activities such as anti-inflammatory, 9,10 xanthine oxidase inhibitory, 7,10 antioxidant, 11 antidiabetic, 12 hepatoprotective, 13 and vasorelaxation activities. 14 To search for novel and bioactive compounds from C. sappan, this study focused on phenolics, and led to the isolation and identification of three compounds (1, 2 and 3). MATERIALS AND METHODS General experimental procedure The NMR spectra were measured using a Varian Unity-Inova 400 MHz spectrometer in DMSO-d 6 at 500 MHz for 1 H NMR and 125 MHz for 13 C NMR. Silica gel (63-200 mm; Merck, Darmstadt, Germany) and RP-18 (75 mm; Merck) were used for column chromatography. Thin layer chromatography was carried out on pre-coated silica gel 60 F254 plates and RP-18 F254 plates (both from Merck) and the plates were visualized by spraying with 10% H 2 SO 4 /EtOH solution followed by warming. Sample collection The heartwood of Caesalpinia sappan was collected in Hanoi, Vietnam in 2018. A voucher specimen

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Section: Resultsmentioning

confidence: 99%

Phenolic Compounds from Caesalpinia sappan

Nguyen¹,

Vu²,

Pham³

et al. 2020

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“…CIA was induced in 6- to 8-week-old male DBA/1J mice as previously described 29 30 . Briefly, the mice were immunized intradermally at the tail base with bovine CII (100 μl of 1 mg/ml) emulsified in complete Freund’s adjuvant containing killed Mycobacterium tuberculosis (Difco, USA) (day 0).…”

Section: Methodsmentioning

confidence: 99%

Involvement of P2X7 receptor signaling on regulating the differentiation of Th17 cells and type II collagen-induced arthritis in mice

Zhang

Guo

et al. 2016

Sci Rep

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Interleukin (IL)-17 producing T helper (Th17) cells are major effector cells in the pathogenesis of rheumatoid arthritis (RA). The P2X7 receptor (P2X7R) has emerged as a potential site in the regulation of inflammation in RA but little is known of its functional role on the differentiation of Th17 cells. This study investigates the in vitro and in vivo effects of P2X7R on Th17 cell differentiation during type II collagen (CII) induced experimental arthritis model. In CII-treated dendritic cells (DCs) and DC/CD4+ T coculture system, pretreatment with pharmacological antagonists of P2X7R (Suramin and A-438079) caused strong inhibition of production of Th17-promoting cytokines (IL-1β, TGF-β1, IL-23p19 and IL-6). Exposure to CII induced the elevation of mRNAs encoding retinoic acid receptor-related orphan receptor α and γt, which were abolished by pretreatment with P2X7R antagonists. Furthermore, blocking P2X7R signaling abolished the CII-mediated increase in IL-17A. Blockade of P2X7R remarkably inhibited hind paw swelling and ameliorated pathological changes in ankle joint of the collagen-induced arthritis mice. Thus, we demonstrated a novel function for P2X7R signaling in regulating CII-induced differentiation of Th17 cells. P2X7R signaling facilitates the development of the sophisticated network of DC-derived cytokines that favors a Th17 phenotype.

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“…Caesalpinia sappan L., a type of traditional Chinese herb, possesses extensive pharmacological activities, including antioxidant, 1,2 anti-inflammation 3,4 and antimicrobial, 5 Sappanone A (SA), a homoisoflavanone isolated from the dry heartwood of Caesalpinia sappan L., has been reported to have antioxidant and anti-inflammatory activities as well. 6 Moreover, SA has demonstrated a good effect on the treatment of allergic asthma, 7 osteoclastogenesis 8 and melanogenesis 9, and displays a good application prospect in clinical practice.…”

Section: Introductionmentioning

confidence: 99%

<p>Sappanone A Protects Against Myocardial Ischemia Reperfusion Injury by Modulation of Nrf2</p>

Shi

Gao

et al. 2020

DDDT

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Background: Oxidative stress is a major contributor to the onset and development of myocardial ischemia reperfusion injury (MIRI). Sappanone A (SA), a homoisoflavanone extracted from the heartwood of Caesalpinia sappan L., has been demonstrated to possess powerful antioxidant activity. Therefore, this study aimed to determine the protective effect of SA on MIRI and investigate its underlying mechanism. Methods: The rat hearts were isolated and underwent 30-min ischemia, followed by 120min reperfusion to establish the MIRI model, using the Langendorff method. SA was administrated intraperitoneally into rats 1 h prior to heart isolation. The myocardial infarct size and apoptosis were measured by TTC and terminal deoxynucleotidyl transferase dUTP nick end labeling staining. Myocardial enzyme activity, MDA content and the activities of SOD and GSH-Px were detected by colorimetric spectrophotometric method. Reactive oxygen species (ROS) level was detected by DCFH-DA probe. The change in Keap1/Nrf2 signaling pathway was evaluated by Western blotting. Results: SA reduced myocardial infarct size and the release of CK-MB and LDH in a dosedependent manner. Moreover, SA improved the recovery of cardiac function, inhibited MIRI-induced apoptosis, repressed the production of ROS and MDA, and enhanced the activities of SOD and GSH-Px. Mechanistically, SA downregulated Keap1, induced Nrf2 nuclear accumulation, and enhanced Nrf2 transcriptional activity, subsequently resulting in an increase in the expression of the Nrf2 target genes heme oxygenase-1 and NAD(P)H quinone dehydrogenase 1. Moreover, SA enhanced the phosphorylation of Nfr2, but the enhancement in Nfr2 phosphorylation was abrogated by PKC or PI3K inhibitor. Conclusion: Collectively, it was demonstrated that SA prevents MIRI via coordinating the cellular antioxidant defenses and maintaining the redox balance, by modulation of Nrf2 via the PKC or PI3K pathway. Therefore, SA was a potential therapeutic drug for treating MIRI.

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Anti-inflammatory activity of sappanchalcone isolated from Caesalpinia sappan L. in a collagen-induced arthritis mouse model

Cited by 32 publications

References 35 publications

Phenolic Compounds from Caesalpinia sappan

Phenolic Compounds from Caesalpinia sappan

Involvement of P2X7 receptor signaling on regulating the differentiation of Th17 cells and type II collagen-induced arthritis in mice

<p>Sappanone A Protects Against Myocardial Ischemia Reperfusion Injury by Modulation of Nrf2</p>

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