• Title/Summary/Keyword: Dinitrochlorobenzene

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Kinetic Studies on the Nucleophilic Substitution Reaction of 4-X-Substituted-2,6-dinitrochlorobenzene with Pyridines in MeOH-MeCN Mixtures

  • Sung, Ryun-Youn;Choi, Ho-june;Lee, Jong-Pal;Park, Jong-Keun;Yang, Ki-Yull;Koo, In-Sun
    • Bulletin of the Korean Chemical Society
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    • v.30 no.7
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    • pp.1579-1582
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    • 2009
  • The reaction rates of 4-X-2,6-dinitrochlorobenzenes (X = $NO_2,\;CN,\;CF_3$) with Y-substituted pyridines (Y = 3-$OCH_3,\;H,\;3-CH_3,\;4-CH_3$) in methanol-acetonitrile mixtures were measured by conductometry at 25 ${^{\circ}C}$. It was observed that the rate constant increased in the order of X = 4-$NO_2\;>\;4-CN\;>\;4-CF_3$ and the rate constant also increased in the order of Y = 4-$CH_3\;>\;3-CH_3\;>\;H\;>\;3-OCH_3$. When the solvent composition was varied, the rate constant increased in order of MeCN > 50% MeOH > MeOH. The electrophilic catalysis by methanol may be ascribed to the formation of hydrogen bonds between alcoholic hydrogen and nitrogen of pyridines in ground state. Based on the transition parameters, ${\rho}_S,\;{\rho}_N,\;{\beta}_Y,\;{\rho}_{XY}$ and solvent effects, the reaction seems to proceed via $S_N$Ar-Ad.E mechanism. We also estimated the isokinetic solvent mixtures (${\rho}_{XY}$ = 0) based on cross-interaction constants, where the substituent effects of the substrate and nucleophile are compensated.

Effect of Cnidium officinale Extract on Recovery Capability of Allergic Contact-Dermatitis in Rat (흰쥐의 알레르기성 접촉피부염의 회복에 미치는 천궁추출물의 영향)

  • Lim, Jae-Hwan;Park, Young-Mi;Kim, Jeong-Sook;Jeong, Hyung-Jin;Seo, Eul-Won
    • Korean Journal of Plant Resources
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    • v.24 no.4
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    • pp.430-437
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    • 2011
  • The epidermal recovering-effects of the Cnidium officinale extract after inducing contact-dermatitis by 1-chloro-2,4-dinitrochlorobenzene (DNCB) showed by measuring thickness of skin, identifying IgE amounts in plasma, and activities of anti-oxidant enzymes using histochemical and biochemical methods. By three-time applications of the extract, morphological changes of dermatitis in impaired region were recovered dramatically and shape of skin surface and thickness of epidermis were restored to be normal. Also, lipid content was recovered to the level of normal state. We suggested that extract treatment lowered a hypersensitive reaction by decreasing of IgE level in blood and restored activities of superoxide dismutase and catalase. In conclusion, we proposed that C. officinale extract might be used as natural resources for treating effectively allergic contact-dermatitis.

Inhibitory Effect of PG-Platycodin D on the Development of Atopic Dermatitis-Like Skin Lesions in ICR Mice (Platycodin D를 포함하는 도라지 추출물이 DNCB 유도 알레르기성 아토피 피부염에 미치는 영향)

  • Park, Sae-Jin;Kim, Yoon Suk;Kim, Tack-Joong
    • Journal of Life Science
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    • v.22 no.10
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    • pp.1339-1343
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    • 2012
  • Atopic dermatitis is characterized by chronically pruritic and inflammatory dermatitis. In this study, we investigated the effect of Platycodon grandiflorum including platycodin D (PG-Platycodin D) in an atopic dermatitis-like mouse model. An atopic dermatitis-like skin lesion was induced by repeated treatment of 2,4-dinitrochlorobenzene (DNCB) on the dorsal skin of ICR mice. The efficacy of PG-Platycodin D was tested by observing scratching behavior, the skin severity score, and histopathologic analysis. PG-Platycodin D reduced the DNCB-induced increase in scratching behavior and the skin severity score. In addition, histopathologic analysis revealed a reduction in the thickening of the epidermis in the PG-Platycodin D group. These results may contribute to the development of a therapeutic drug for the treatment of atopic dermatitis.

Ribes fasciculatum var. chinense Attenuated Allergic Inflammation In Vivo and In Vitro

  • Jung, Ji-Wook;Kim, Su-Jin;Ahn, Eun-Mi;Oh, Sa-Rang;Lee, Hye-Ja;Jeong, Ji-Ahn;Lee, Ju-Young
    • Biomolecules & Therapeutics
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    • v.22 no.6
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    • pp.547-552
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    • 2014
  • Ribes fasciculatum var. chinense MAX. (R. fasciculatum) has traditionally been used in Korea to treat inflammatory diseases. However, the exact mechanism that accounts for the anti-inflammatory effect of R. fasciculatum is not completely understood. We aimed to ascertain the pharmacological effects of R. fasciculatum on both compound 48/80- or histamine-induced scratching behaviors and 2, 4-dinitrochlorobenzene (DNCB)-induced atopic dermatitis (AD) in mice. Additionally, to find a possible explanation for the anti-inflammatory effects of R. fasciculatum, we evaluated the effects of R. fasciculatum on the production of inflammatory mediators in LPS-stimulated macrophage cells. Treatment of R. fasciculatum significantly reduced compound 48/80- or histamine-induced the pruritus in mice. R. fasciculatum attenuated the AD symptoms such as eczematous, erythema and dryness and serum IgE levels in AD model. Additionally, R. fasciculatum inhibited the production of tumor necrosis factor-${\alpha}$ (TNF-${\alpha}$) and interleukin-6 (IL-6). The maximal rates of TNF-${\alpha}$ and IL-6 inhibition by R. fasciculatum (1 mg/ml) were approximately 32.12% and 46.24%, respectively. We also showed that R. fasciculatum inhibited the activation of nuclear factor-kappa B in LPS-stimulated macrophages. Collectively, the findings of this study provide us with novel insights into the pharmacological actions of R. fasciculatum as a potential molecule for use in the treatment of allergic inflammatory diseases.

The Effects of Orally Administrated Gwakhyangjeonggi-san on DNCB-induced Atopic Dermatitis like Mice Model (DNCB로 유발된 아토피 피부염 동물 모델에 대한 곽향정기산(藿香正氣散) 경구투여의 효과)

  • Son, Mi-Ju;Lee, So-Min;Park, Seong-Hwan;Kim, Young-Eun;Jung, Jee-Youn
    • The Journal of Korean Medicine Ophthalmology and Otolaryngology and Dermatology
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    • v.32 no.2
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    • pp.94-106
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    • 2019
  • Objectives : This study was conducted to investigate the effects of Gwakhyangjeonggi-san(GJS) on atopic dermatitis(AD) induced by 2,4-dinitrochlorobenzene(DNCB) in mice. Methods : The mice(Balb/c mice) were divided into three groups; normal Balb/c mice with oil treatment(Sham group), DNCB-induced AD mice(AD group), and GJS treated AD mice(GJS group). GJS group were orally administered GJS daily for 2 weeks. We observed changes of clinical skin severity score, the expression of thymic stromal lymphopoietin(TSLP), interleukin(IL)-4 and tumor necrosis factor(TNF)-${\alpha}$ in skin and mast cell infiltration. Also, serum immunoglobulinE(IgE), IL-4, $TNF-{\alpha}$ and IL-6 were evaluated. Results : The clinical skin severity score of GJS group was decreased compared to AD group. In hematoxylin and eosin staining results, GJS group showed a significant reduction of epithelial skin thickness. In addition, expression of TSLP and mast cell infiltration in skin were also reduced by GJS treatment compared to those of AD group. Thus, we evaluated expression of IL-4, Th2-dependent cytokine, and $TNF-{\alpha}$, pro-inflammatory cytokine in skin. GJS significantly reduced both IL-4 and $TNF-{\alpha}$ compared to AD mice. Moreover, levels of IgE, IL-4, $TNF-{\alpha}$ and IL-6 in plasma also significantly decreased by oral GJS treatment. Conclusion : The present study suggests that GJS can significantly reduced symptoms of AD, therefore it can be a promising candidate for anti-atopic dermatitis treatment.

Evaluation of Anti-Inflammatory Effect of Pulsed Electromagnetic Field on DNCB-Induced Atopic Dermatitis Using Principal Component Analysis (주성분 분석을 이용한 펄스형 전자기장 자극을 통해 DNCB로 유발된 아토피성 피부염의 개선 효과 분석)

  • Lee, Jiyoung;Kim, Jun-Yong;Lee, Yerin;Kim, Ko Eun;Lee, Yongheum;Yang, Sejung
    • Journal of Biomedical Engineering Research
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    • v.42 no.3
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    • pp.94-99
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    • 2021
  • Atopic dermatitis (AD), a chronic inflammatory skin disease, is characterized by itchy and age-dependent lesions. Previous studies have shown that pulsed electromagnetic field (PEMF) significantly improved chronic ulcers and ununited fractures, providing an evidence for the application of PEMF in resolving inflammation caused by AD. This study investigated the anti-inflammatory effect of PEMF on DNCB-induced AD in animal models. Five male hairless mice (6 weeks old) per group were assigned to a normal group, a sham group, and two PEMF groups (15Hz, 75Hz). Mice were treated with 2,4-Dinitrochlorobenzene (DNCB) to induce uniform AD among all groups excluding a normal group. To examine the inflammatory progress and the improvement of AD after the PEMF stimulation, images are taken with various cameras for non-invasive evaluation and the results are expressed using principal component analysis (PCA) for visualization. The results of this study demonstrated that PEMF effectively improved skin lesions without the use of drugs.

Restoration of the inflammatory gene expression by horse oil in DNCB-treated mice skin

  • Lee, Jae-Chul;Park, Ga-Ryoung;Choi, Byoung-Soo;Lee, Youngjae;Han, Chang-Hoon
    • Journal of Veterinary Science
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    • v.21 no.1
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    • pp.15.1-15.11
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    • 2020
  • The present study evaluated the anti-inflammatory effect of horse oil in 2, 4-dinitrochlorobenzene (DNCB)-treated BALB/c mice. After the application of DNCB, the mice showed atopic dermatitis symptoms, including severe erythema, hemorrhage, and erosion, whereas those symptoms were alleviated by treatment with horse oil. To explain the anti-dermatitis effect of horse oil, the gene expression levels in the healing process in dorsal skin were observed using a cDNA microarray. The cDNA microarray analysis revealed that the expression levels of 30 genes related to the inflammation, including Ccr1, Ccr2, Ccl20, Anxa1, and Hc genes, were up-regulated (higher than 2.0-fold) in the DNCB group compared to the levels in the control group, whereas the levels were restored to the control level in the DNCB + horse oil-treated group. In contrast, the gene expression levels of 28 genes related to inflammation, including chemokine genes Ccl5, Ccl7, Ccl8, Cxcl10, and Cxcl13 genes, were down-regulated (lower than 0.5-fold) in the DNCB group compared to the levels in the control group, whereas the levels were restored to the control level in the DNCB + horse oil-treated group. Overall, the results show that horse oil restores the expression levels of genes related to inflammation that were perturbed by DNCB treatment.

A Study on the Skin Protection Effects of Cypress Essential Oil on the DNCB-induced Atopic Dermatitis in NC/Nga Mice (DNCB로 아토피피부염을 유발한 NC/Nga mice에서 사이프러스 에센셜 오일의 효능에 관한 연구)

  • Park, Chan-Ik
    • The Korea Journal of Herbology
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    • v.32 no.3
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    • pp.37-44
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    • 2017
  • Objectives : The application of DNCB (1-chloro-2,4-dinitrochlorobenzene) can cause cellular immunity allergic reaction such as erythema or edema on NC/Nga mice and combinational function of cells participating in immunity increase inflammatory mediator. In this study, the effects of cypress essential oil on NC/Nga mice have been assessed. Methods : Male SPF NC/Nga mice aged 8 weeks have been used for atopic dermatitis induction skin. 1% DNCB was applied on ears and backs of which hair was removed using clipper on $1^{st}$ day and 0.4% DNCB was applied three times a week for 3 weeks. In this study, cypress essential oil has been treated 1 time a day for 3 weeks after application of DNCB to induce atopic dermatitis on skin for further experiments. Results : This study shows that inhalation or application of cypress essential oil reduced edema in ears and the thickness of epidermis induced by DNCB treatment. And it can be known that treatment of cypress essential oil inhibited mast cell proliferation and reduced IgE level similar to that of the negative control especially when cypress essential oil was inhaled by the mice. Synthetic oil showed the effects lower than those of cypress essential oil. Conclusions : Inhalation or direct application of cypress essential oil on skin reduced IgE level in blood and prohibits the proliferation of mast cell, from which it can be known that cypress essential oil can be effectively used to reduce the symptoms of atopic dermatitis.

Pear pomace alleviated atopic dermatitis in NC/Nga mice and inhibited LPS-induced inflammation in RAW 264.7 macrophages

  • You, Mikyoung;Wang, Ziyun;Kim, Hwa-Jin;Lee, Young-Hyun;Kim, Hyeon-A
    • Nutrition Research and Practice
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    • v.16 no.5
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    • pp.577-588
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    • 2022
  • BACKGROUND/OBJECTIVES: Poorly regulated inflammation is believed to be the most predominant factor that can result in a wide scope of diseases including atopic dermatitis (AD). Despite many studies on the effect of pear pomace in obesity-related disorders including dysregulated gut microbiota, the protective effect of pear pomace in AD is still unknown. This study aimed to evaluate the effect of pear pomace ethanol extract (PPE) on AD by inhibiting inflammation. MATERIALS/METHODS: In the in vivo experiment, 2, 4-dinitrochlorobenzene (DNCB) was applied to NC/Nga mice to induce AD-like skin lesions. After the induction, PPE was administered daily by oral gavage for 4 weeks. The clinical severity score, serum IgE levels, spleen weight, histological changes in dorsal skin, and inflammation-related proteins were measured. In the cell study, RAW 264.7 cells were pretreated with PPE before stimulation with lipopolysaccharide (LPS). Nitrite oxide (NO) production and nuclear factor kappa B (NF-𝛋B) protein expression were detected. RESULTS: Compared to the AD control (AD-C) group, IgE levels were dramatically decreased via PPE treatment. PPE significantly reduced scratching behavior, improved skin symptoms, and decreased ear thickness compared to the AD-C group. In addition, PPE inhibited the DNCB-induced expression of inducible nitrite oxide synthase (iNOS), the receptor for advanced glycation end products, extracellular signal-regulated kinase (ERK) 1/2, and NF-𝛋B. PPE inhibited the LPS-induced overproduction of NO and the enhanced expression of iNOS and cyclooxygenase-2. Moreover, the phosphorylation of ERK1/2 and NF-𝛋B in RAW 264.7 cells was suppressed by PPE. CONCLUSIONS: These results suggest that PPE could be explored as a therapeutic agent to prevent AD.

Effects of Anemarrhena asphodeloides Extract on Atopic-Dermatitis like Skin Lesions in DNCB-induced Balb/c Mice (DNCB로 유도한 아토피 유사 피부염에 지모 추출물이 미치는 영향)

  • Yumi Jang;Yong-Ung Kim;Mi Ryeo Kim;Hye-Sun Lim;Gunhyuk Park
    • Journal of Environmental Science International
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    • v.32 no.1
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    • pp.67-76
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    • 2023
  • Under constant environmental pollution, the incidence of Atopic Dermatitis (AD) caused by air pollutants and allergens has increased. AD is an allergy inflammatory skin disease characterized by pruritus, eczema, and skin dryness. In herbal medicine, Anemarrhena asphodeloides (Anemarrhenae Rhizoma; AR) has been utilized to treat Alzheimer's disease, osteoporosis, hypertension, and inflammation. The purpose of study evaluated the effect of AR in a mouse model of 2,4-dinitrochlorobenzene (DNCB)-induced AD-like skin lesions. After acclimatization for 5 days, the mice (6-week-old, male Balb/c) were divided into five groups (n=6/group): NC (normal control), DNCB (control), Dex (5 mg·kg-1, p.o.), AR100 (100 mg·kg-1, p.o.), and AR300 (300 mg·kg-1, p.o.). On days 1 and 3, 1% DNCB was applied to the skin and ears. After 4 days, 0.5% DNCB was applied once every 2 days for 2 weeks. Then, skin and ears eczema area and severity index (EASI); skin nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2), and prostaglandin E2 (PGE2) levels; and plasma immunoglobulin E (IgE) levels were examined. The AR groups showed lower EASI, skin and ear thickness, mast cell count, and IgE levels than the control groups. Moreover, AR reduced iNOS, COX-2, and PGE2 levels. Therefore, AR possesses anti-inflammatory properties and can improve skin damage, indicating its therapeutic potential against AD.