Anti-inflammatory effects of Derris scandens extract on narrowband-ultraviolet B exposed HaCaT human keratinocytes

Sukhonthasilakun, Sumrit; Mahakunakorn, Pramote; Naladta, Alisa; Nuankaew, Pratya; Nualkaew, Somsak; Yenjai, Chavi; Nualkaew, Natsajee

doi:10.1016/j.jaim.2023.100693

Cited by 4 publications

(7 citation statements)

References 37 publications

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“…The results suggest that DS extracts and genistein derivatives inhibited IL-6 expression, which may be attributed to their ability to block nuclear factor kappa-light-chain-enhancer of activated B cells (NF- κ B) activation, as previously reported 16 , 17 . This finding is consistent with a previous study 18 , where the extracts were found to decrease the gene expression of iNOS, COX-2, IL-1 α , IL-1 β , and IL-6 in UVB-exposed HaCaT cells.…”

Section: Resultssupporting

confidence: 93%

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Identification of Major Bioactive Anti-inflammatory Compounds of Derris scandens Stem Using RAW 264.7 Cells and HPLC-UV Analysis

Sae-Foo,

Yusakul,

Nualkaew

et al. 2023

Planta Med

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Derris scandens (DS), is widely recognized for its therapeutic properties, specifically its analgesic effects, which significantly alleviate muscle pain. The chemical constituents of DS stem include various isoflavone derivatives. However, there is currently a lack of specified anti-inflammatory chemical markers and analytical methods for quality control. The present study aimed to evaluate the anti-inflammatory activity of DS and its constituents using the RAW 264.7 cell model. The expression of inflammatory genes such as inducible nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2), interleukin-6 (IL-6), and 5-lipoxygenase (5-LOX) was examined using quantitative RT-PCR. An high-performance liquid chromatography with UV detection method was developed to quantitatively analyze genistein-7-O-[α-rhamnopyranosyl-(1→6)]-β-glucopyranoside, genistein, derrisisoflavone A, lupalbigenin, and 6,8-diprenylgenistein in DS stem. The developed HPLC-UV method demonstrated high sensitivity with limits of detection and quantification ranging from 0.01 to 0.06 µg/mL and 0.03 to 0.18 µg/mL, respectively. The accuracy of the method ranged from 93.3 to 109.6%. Furthermore, the repeatability and reproducibility of the method were suitable, as indicated by the relative standard deviations of ≤3.02% and ≤6.22%, respectively. The DS extract notably inhibited NO production, exhibiting effects comparable to those of 500 µM diclofenac, and substantially suppressed the expression of iNOS, COX-2, IL-6, and 5-LOX of lipopolysaccharide (LPS) induced genes. For isoflavone derivatives, the order of inhibiting NO production is genistein > lupalbigenin > derrisisoflavone A > 6,8-diprenylgenistein > genistein-7-O-[α-rhamnopyranosyl-(1→6)]-β-glucopyranoside. Genistein, derrisisoflavone A and 6,8-diprenylgenistein significantly suppressed the upregulation of all LPS-induced genes. Consequently, these compounds are recommended as anti-inflammatory markers for quantitative chemical analysis of DS.

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Section: Resultssupporting

confidence: 93%

“…The 6,8-diprenylgenistein was obtained from Wuhan ChemFaces Biochemical Co., Ltd. and confirmed by LC-MS/MS (LC-ESI-QTOF-MS/MS) analysis. Genistein was acquired from LKT Laboratories Inc. Lupalbigenin was sourced from a previous study [18]. All reagents employed in this investigation were of analytical grade.…”

Section: Chemicals and Reagentsmentioning

confidence: 99%

Identification of Major Bioactive Anti-inflammatory Compounds of Derris scandens Stem Using RAW 264.7 Cells and HPLC-UV Analysis

Sae-Foo,

Yusakul,

Nualkaew

et al. 2023

Planta Med

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“…The isolation and identification of authentic GTG and derrisisoflavone A obtained from DS stems were conducted using 1H‐NMR and 13C‐NMR spectroscopy, following the methodology from previous studies 4,17 . Lupalbigenin was obtained as previously described 18 . Further, orobol, 6,8‐diprenylgenistein, osajin, and lupiweighteone were obtained from Wuhan ChemFaces Biochemical Co., Ltd. (Wuhan, China).…”

Section: Methodsmentioning

confidence: 99%

“…4,17 Lupalbigenin was obtained as previously described. 18 Further, orobol, 6,8-diprenylgenistein, osajin, and lupiweighteone were obtained from Wuhan ChemFaces Biochemical Co., Ltd. (Wuhan, China). Daidzin, daidzein, genistin, and genistein were purchased from Fujicco Co., Ltd. (Kobe, Japan).…”

Section: Chemicals and Reagentsmentioning

confidence: 99%

Development and characterisation of highly specific monoclonal antibody‐based immunoassays for the detection and quantification of genistein‐7‐O‐[α‐rhamnopyranosyl‐(1→6)]‐β‐glucopyranoside in Derris scandens (Roxb.) Benth.

Sae‐Foo,

Singkham,

Srisongkhram

et al. 2023

Phytochemical Analysis

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IntroductionThe stem of the plant species Derris scandens (Roxb.) Benth. (DS) contains genistein‐7‐O‐[α‐rhamnopyranosyl‐(1→6)]‐β‐glucopyranoside (GTG), which is a unique marker. Previous analyses of GTG using antibody‐based immunoassays were compromised because of their high cross‐reactivity with structurally related compounds of DS, thereby limiting their applicability in DS quality control.ObjectiveConjugation of GTG with carrier proteins was achieved using the Mannich reaction to produce a highly specific monoclonal antibody (mAb) targeting GTG (anti‐GTG mAb).MethodsThe anti‐GTG mAb was generated using hybridoma technology and characterised using an indirect competitive enzyme‐linked immunosorbent assay (icELISA). Both lateral‐flow immunoassay (LFIA) and icELISA were developed to detect and quantify GTG in DS raw materials and associated products.ResultsicELISA using the anti‐GTG mAb showed 100% specificity for GTG, with only 1.77% cross‐reactivity with genistin and less than 0.01% cross‐reactivity with other compounds. icELISA demonstrated a linear range for GTG determination between 62.5 and 2000 ng/mL. The limits of detection (LOD) and quantification were 49.68 and 62.50 ng/mL for GTG, respectively. The precision of the analysis ranged from 1.28% to 4.20% for repeatability and from 1.03% to 7.05% for reproducibility. The accuracy of the analysis ranged from 101.97% to 104.01% for GTG recovery. GTG levels determined via icELISA were consistent with those confirmed via high‐performance liquid chromatography (HPLC) (R2 = 0.9903). Moreover, the LOD of LFIA for GTG was 500 ng/mL.ConclusionImmunoassays utilising specific anti‐GTG mAbs were successfully developed, including LFIA for rapid GTG detection and icELISA for GTG quantification.

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“…GTG can be metabolized to genistein by enzymes, consequently enhancing its estrogenic activity. DS extracts have been investigated for their pharmacological activities, primarily their anti-inflammatory properties, using macrophage cells (RAW 264.7), skin cells (HaCaT cells), and knee osteoarthritis trials [1,7,24]. In addition, the effects of DS extracts and its components on phosphodiesterase 5 inhibitors were studied.…”

Section: Accepted Manuscriptmentioning

confidence: 99%

Estrogenic Activity of Derris scandens Stem Extract and its Major Compounds Using MCF-7 Cell Proliferation Assay and Estrogen-Related Gene Expression

Sae-Foo,

Yusakul,

Nualkaew

et al. 2024

Planta Med

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Derris scandens, which contains isoflavones and prenylated derivatives, has analgesic and anti-inflammatory properties and is an ingredient in traditional Thai medicine for perimenopause and menopause. However, the estrogenic activity of D. scandens has not yet been explored. Therefore, this study aimed to examine the estrogenic activity of the stem extract of D. scandens and its isoflavone derivatives. In this study, we conducted a proliferation assay in MCF-7 cells and qRT-PCR to assess gene expression. We found that the relative cell proliferation of compounds (1 μM) was ranked in the following order as compared to 0.1 nM 17β-estradiol (100%): genistein (97.84%) > derrisisoflavone A (83.17%) > genistein-7-O-[α-rhamnopyranosyl-(1→6)-glucopyranoside] (GTG) (69.55%) > 6,8-diprenylgenistein (51.91%) > lupalbigenin (18.72%). Furthermore, co-treatment with 1 µM lupalbigenin and 0.1 nM 17β-estradiol was performed, which decreased cell proliferation to 80.38%. In vitro results suggest that lupalbigenin has an estrogen-antagonistic effect. At a dose of 1 µM, genistein had the strongest efficacy in increasing the expression of human estrogen receptor β (ERβ) by 4.0-fold compared to the control. Furthermore, GTG augmented the gene expression of human estrogen receptor α (ERα) and ERβ by 1.5- and 3.4-fold, respectively. Prenylated derivatives of genistein (derrisisoflavone A, 6,8-diprenylgenistein, and lupalbigenin) significantly suppressed the gene expression of human androgen receptor (AR). The administration of crude extract at 10 µg/mL significantly suppressed AR (0.6-fold) and transmembrane protease serine 2 (0.1-fold) expression, but did not significantly affect ERα and ERβ gene expression. This herbal medicine may be safe for estrogen-exposed breast cancer patients.

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Anti-inflammatory effects of Derris scandens extract on narrowband-ultraviolet B exposed HaCaT human keratinocytes

Cited by 4 publications

References 37 publications

Identification of Major Bioactive Anti-inflammatory Compounds of Derris scandens Stem Using RAW 264.7 Cells and HPLC-UV Analysis

Identification of Major Bioactive Anti-inflammatory Compounds of Derris scandens Stem Using RAW 264.7 Cells and HPLC-UV Analysis

Development and characterisation of highly specific monoclonal antibody‐based immunoassays for the detection and quantification of genistein‐7‐O‐[α‐rhamnopyranosyl‐(1→6)]‐β‐glucopyranoside in Derris scandens (Roxb.) Benth.

Estrogenic Activity of Derris scandens Stem Extract and its Major Compounds Using MCF-7 Cell Proliferation Assay and Estrogen-Related Gene Expression

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