Boswellic acids

乳香酸
  • 文章类型: Journal Article
    Boswellic酸(BA)是一组ursane和iianane类型的五环三萜类。它们已经显示出非常有趣的生物学特性,这导致了许多合成方案的发展。天然BA及其合成衍生物可用于治疗多种癌症。病毒感染和炎性疾病。
    本综述涵盖了与天然BA及其合成衍生物的治疗活性有关的专利。乳香酸的最新专利研究(通过使用关键词\'乳香酸,\'在SciFinder中,PubMed,以及2016年至2023年的Google专利和数据库。
    乳香酸已显示出有效的抗病毒作用,抗癌和抗炎潜力。通过在C24-CO2H官能团处的修饰已经制备了很少的BA类似物。特别是,与母体AKBA相比,C-24酰胺和氨基类似物显示出增强的抗癌作用。此外,BA具有与其他抗病毒药物形成缀合物的能力,抗炎和抗癌药物,协同增强其生物功效。此外,这种结合策略将增加BAs的溶解度和生物利用度,这是BAs发展中最重要的问题之一。
    UNASSIGNED: Boswellic acids (BAs) are a group of pentacyclic triterpenoids of the ursane and oleanane type. They have shown very interesting biological properties that have led to the development of a number of synthesis protocols. Both natural BAs and their synthetic derivatives may be useful in the treatment of a variety of cancers, viral infections and inflammatory diseases.
    UNASSIGNED: This review covers patents relating to the therapeutic activities of natural BAs and their synthetic derivatives. The latest patented studies of boswellic acids (are summarized by using the keywords \'boswellic acid,\' in SciFinder, PubMed, and Google Patents and databases in the year from 2016 to 2023.
    UNASSIGNED: Boswellic acids have shown potent antiviral, anticancer and anti-inflammatory potential. Few BAs analogues have been prepared by modification at the C24-CO2H functional groups. In particular, the C-24 amide and amino analogues have shown enhanced anticancer effects compared to the parent AKBA. In addition, BAs have the ability to form conjugates with other antiviral, anti-inflammatory and anticancer drugs that synergistically enhance their biological efficacy. In addition, this conjugation strategy will increase the solubility and bioavailability of BAs, which is one of the most important issues in the development of BAs.
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  • 文章类型: Journal Article
    生物活性化合物乙酰-11-酮-β-乳香酸(AKBA)和11-酮-β-乳香酸(KBA),在乳香树的树脂中发现,表现出抗炎特性,使乳香树脂成为一种有趣的天然药用产品。然而,Boswellic酸的含量因不同的Boswellia物种而异,并且对其物种依赖性性质的适当了解,以及资源和时间密集型HPLC分析的替代方法,缺乏。在这里,我们对来自10个国家的7种乳香的乳香酸含量进行了全面调查,并介绍了一种新颖且无损的近红外光谱法,用于预测固体树脂样品中的乳香酸浓度。HPLC-UV参考分析显示AKBA浓度高达7.27%(w/w),KBA浓度高达1.28%(w/w)。HPLC和NIR光谱数据的主成分分析揭示了物种特异性变化,促进基于乳香酸含量的分化,特征色谱和近红外光谱。使用HPLC-UV定量作为参考,基于树脂样品的近红外光谱建立了偏最小二乘回归模型。该模型对AKBA内容表现出非常令人满意的预测能力,在独立测试集验证中,预测的均方根误差为0.74%(w/w),R2val为0.79。尽管该模型对KBA含量的预测效果较差,它仍然提供了有价值的估计。本研究中引入的光谱方法为预测乳香酸含量提供了一种经济有效且无溶剂的方法,通过使用小型化近红外光谱仪,展示了在非实验室环境中应用的潜力。因此,这种方法与绿色化学原理很好地吻合,并解决了对替代分析技术日益增长的需求。
    The bioactive compounds Acetyl-11-keto-β-boswellic acid (AKBA) and 11-keto-β-boswellic acid (KBA), found in the resin of the Boswellia tree, exhibit anti-inflammatory properties, rendering Boswellia resin an intriguing natural medicinal products. However, the content of boswellic acids varies across different Boswellia species and proper knowledge of its species-dependent nature, as well as alternatives to the resource- and time-intensive HPLC analysis, are lacking. Here we present a comprehensive investigation into the boswellic acid content of seven Boswellia species from ten countries and introduce a novel and non-destructive Near-Infrared spectroscopy method for predicting boswellic acid concentrations in solid resin samples. The HPLC-UV reference analysis revealed AKBA concentrations of up to 7.27 % (w/w) with KBA concentrations reaching up to 1.28 % (w/w). Principal Component Analysis of the HPLC and NIR spectroscopy data unveiled species-specific variations, facilitating differentiation based on boswellic acid content, characteristic chromatograms and NIR spectra. Using the HPLC-UV quantification as reference, we developed a Partial Least Squares regression model based on NIR spectra of the resin samples. This model demonstrated highly satisfactory predictive capabilities for AKBA content, achieving a root mean square error of prediction of 0.74 % (w/w) and an R2val of 0.79 in independent test set validation. Although the model was less effective for predicting KBA content, it still offered valuable estimates. The spectroscopic method introduced in this study provides a cost-effective and solvent-free approach for predicting boswellic acid content, demonstrating the potential for application in non-laboratory settings through the use of miniaturized NIR spectrometers. Consequently, this method aligns well with the principles of green chemistry and addresses the growing demand for alternative analytical techniques.
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  • 文章类型: Journal Article
    多发性硬化(MS)是中枢神经系统由于自身免疫性炎症而失去其髓磷脂涂层的病症。实验性自身免疫性脑脊髓炎(EAE)模拟了人类MS的某些方面。乳香酸是源自乳香提取物的天然化合物,以其抗炎特性而闻名。这项研究的目的是研究乳香酸的治疗潜力。将小鼠分为三组:低剂量(LD),高剂量(HD),和对照组(CTRL)。EAE诱导后,小鼠接受每日剂量的乳香酸25天。脑组织损伤,临床症状,和TGF-β的水平,IFN-γ,并对淋巴细胞细胞培养上清液中的IL-17细胞因子进行检测。使用实时PCR测量脑中转录因子的基因表达。与CTRL组相比,治疗组的脑脱髓鞘水平显著更低。乳香酸降低了EAE症状的严重程度和持续时间。此外,乳香酸降低了IFN-γ和IL-17的含量,也降低了T-bet和ROR-γt在大脑中的表达。相反,它增加了TGF-β的水平以及FoxP3和GATA3的表达。我们的发现表明,乳香酸通过调节免疫反应和减少炎症而具有EAE的治疗潜力。
    Multiple sclerosis (MS) is a condition where the central nervous system loses its myelin coating due to autoimmune inflammation. The experimental autoimmune encephalomyelitis (EAE) simulates some aspects of human MS. Boswellic acids are natural compounds derived from frankincense extract, known for their anti-inflammatory properties. The purpose of this research was to investigate therapeutic potential of boswellic acids. Mice were divided into three groups: low-dose (LD), high-dose (HD), and control groups (CTRL). Following EAE induction, the mice received daily doses of boswellic acid for 25 days. Brain tissue damage, clinical symptoms, and levels of TGF-β, IFN-γ, and IL-17 cytokines in cell cultured supernatant of lymphocytes were assessed. Gene expression of transcription factors in brain was measured using real-time PCR. The levels of brain demyelination were significantly lower in the treatment groups compared to the CTRL group. Boswellic acid reduced the severity and duration of EAE symptoms. Furthermore, boswellic acid decreased the amounts of IFN-γ and IL-17, also the expression of T-bet and ROR-γt in brain. On the contrary, it increased the levels of TGF-β and the expression FoxP3 and GATA3. Our findings suggest that boswellic acids possess therapeutic potential for EAE by modulating the immune response and reducing inflammation.
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  • 文章类型: Journal Article
    乳香树脂是乳香树皮的渗出液。药理兴趣的主要成分是乳香酸(五环三萜类),即α-乳香酸,β-乳香酸,3-O-乙酰基-α-乳香酸,3-O-乙酰基-β-乳香酸,11-酮-β-乳香酸,和3-O-乙酰基-11-酮-β-乳香酸。如今,含Boswelliaserrata提取物的膳食补充剂用于治疗炎症性关节疾病。此外,Boswellia树脂的成分已显示出治疗其他慢性炎症性疾病和各种类型癌症的潜力。分离方法包括超/高效液相色谱,气相色谱法,薄层色谱,超临界流体色谱,和毛细管电色谱结合UV或MS检测已用于测定各种基质(主要是植物材料和生物样品)中的乳香酸。这篇综述旨在提供这些分离方法的全面总结,对它们在乳香酸分析中的优势和局限性进行了批判性讨论。各种分离方法的知识在草药膳食补充剂的质量控制以及监测其成分的代谢和药代动力学中起着关键作用。基于代谢组学和网络药理学的方法代表了对Boswellia树脂中的次级代谢物进行指纹识别的新方法,增加了这些方法的输出的全面性,从而导致更安全的膳食补充剂。
    Boswellia resin is an exudate from the cut bark of Boswellia trees. The main constituents of pharmacological interest are boswellic acids (pentacyclic triterpenoids), namely α-boswellic acid, β-boswellic acid, 3-O-acetyl-α-boswellic acid, 3-O-acetyl-β-boswellic acid, 11-keto-β-boswellic acid, and 3-O-acetyl-11-keto-β-boswellic acid. Nowadays, dietary supplements with Boswellia serrata extract are used in the treatment of inflammatory joint diseases. Additionally, the constituents of Boswellia resin have shown potential for the treatment of other chronic inflammatory diseases and various types of cancer. Separation methods including ultra/high-performance liquid chromatography, gas chromatography, thin layer chromatography, supercritical fluid chromatography, and capillary electrochromatography coupled with UV or MS detection have been used for the determination of boswellic acids in various matrices (mostly plant material and biological samples). This review aims to provide a comprehensive summary of these separation methods, offering a critical discussion of their strengths and limitations in the analysis of boswellic acids. The knowledge of various separation methods plays a pivotal role in the quality control of herbal dietary supplements and the monitoring of the metabolism and pharmacokinetics of their constituents. The approaches based on metabolomics and network pharmacology represent new ways of fingerprinting secondary metabolites in Boswellia resin increasing the comprehensiveness of the output of these methods resulting in safer dietary supplements.
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  • 文章类型: Journal Article
    该评论总结了有关鉴定生物活性化合物(BACs)的公开数据以及印度乳香BoswelliaserrataRoxb中油脂胶树脂各种成分的药理潜力。前Colebr。乳香油胶树脂含有多种BAC,sesqui-,di-,和三萜。许多体内和体外研究证明了它们的抗炎和抗增殖作用。乳香酸(BA),属于四环和五环三萜类,表现出最高的抗炎活性。乳香树脂传统上用于阿育吠陀和Unani药物,可以为设计有效治疗肌肉骨骼疾病的药物提供有希望的来源。
    The review summarizes the published data on identification of biologically active compounds (BACs) and the pharmacological potential of various components of oleo-gum resin from the Indian frankincense Boswellia serrata Roxb. ex Colebr. Boswellia oleo-gum resin contains a wide range of BACs from the classes of mono-, sesqui-, di-, and triterpenes. Numerous in vivo and in vitro studies demonstrated their anti-inflammatory and antiproliferative effects. Boswellic acids (BAs), which belong to the tetra- and pentacyclic triterpenoid classes, showed the highest anti-inflammatory activity. The frankincense resin is traditionally used in Ayurvedic and Unani medicine and can provide a promising source to design drugs effective in treating musculoskeletal disorders.
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  • 文章类型: Journal Article
    背景:肝癌是世界上最常见的癌症之一。到目前为止,目前尚无治疗肝细胞癌的金标准。我们进行了这项体外研究,以评估三种天然产物的作用:乳香酸,姜黄素和柚皮苷与相应的纳米颗粒(NPs)对HepG2细胞增殖的影响。
    方法:乳香酸,姜黄素,使用纳米沉淀法制备了负载柚皮苷的NP。在Dulbecco改良的Eagle培养基(DMEM)中培养人肝脏(HepG2)细胞系。通过MTT法评价细胞生长抑制和细胞毒性。
    结果:乳香酸,姜黄素,柚皮苷能够抑制HepG2细胞的增殖。24小时时的IC50,与游离草药相比,48小时的NPs显示出明显较低的值。24h时游离乳香酸和NPs的IC50值分别为(24.60±1.89和7.78±0.54,P<0.001)。48h时分别为(22.45±1.13和5.58±0.27,P<0.001)。24h时游离姜黄素和NPs的IC50值分别为(5.89±0.8和3.46±0.23,P<0.05)。48h时分别为(5.57±0.94和2.51±0.11,P<0.05),分别。对于免费和柚皮素NPs,24hIC50值分别为(14.57±1.78和7.25±0.17,P<0.01),48h时分别为(11.37±1.45和5.21±0.18,P<0.01)。
    结论:乳香酸,姜黄素,柚皮苷及其纳米沉淀制备的纳米颗粒抑制HepG2细胞增殖。
    BACKGROUND: liver cancer is one of the most common cancers in the world. So far, there is no gold standard treatment for hepatocellular carcinoma. We conducted this in vitro study to assess the effect of three natural products: Boswellic acids, curcumin and naringin versus corresponding nanoparticles (NPs) on Hep G2 cells proliferation.
    METHODS: Boswellic acid, curcumin, naringin-loaded NPs were prepared using nanoprecipitation method. Human liver (HepG2) cell line was cultured in Dulbecco\'s modified Eagle\'s medium (DMEM). The cell growth inhibition and cytotoxicity were evaluated by MTT assay.
    RESULTS: Boswellic acid, curcumin, naringin were able to inhibit HepG2 cells proliferation. IC50 at 24 h, 48 h showed significant lower values in NPs versus Free herbs. IC50 values of free Boswellic acids and NPs at 24 h were (24.60 ± 1.89 and 7.78 ± 0.54, P < 0.001), at 48 h were (22.45 ± 1.13 and 5.58 ± 0.27, P < 0.001) respectively. IC50 values of free curcumin and NPs at 24 h were (5.89 ± 0.8 and 3.46 ± 0.23, P < 0.05), at 48 h were (5.57 ± 0.94 and 2.51 ± 0.11, P < 0.05), respectively. For free and naringenin NPs, IC50 values at 24 h were (14.57 ± 1.78 and 7.25 ± 0.17, P < 0.01), at 48 h were (11.37 ± 1.45 and 5.21 ± 0.18, P < 0.01) respectively.
    CONCLUSIONS: Boswellic acid, curcumin, naringin and their nanoprecipitation prepared nanoparticles suppressed Hep G2 cells proliferation.
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  • 文章类型: Journal Article
    乳香酸已被认为是具有控制自身免疫和炎性疾病的潜力的抗炎和免疫调节剂。然而,它们对T细胞增殖和活化的影响尚未完全阐明。在这项研究中,我们研究了包括β-Boswellic酸(β-BA)在内的单个化合物的作用,11-酮基-β-乳香酸(β-KBA),3-O-乙酰基β-乳香酸(β-ABA),和3-O-乙酰基-11-酮-β-Boswellic酸(β-AKBA)对人外周血单核细胞(PBMC)的作用及其在调节免疫反应中的潜在作用。我们发现β-BA,KBA,和AKBA在0.025µM浓度下显着降低T细胞增殖而不诱导细胞毒性,然而,ABA在该浓度下显示出细胞毒性作用。β-BA和KBA在0.05µM浓度下显着降低了T细胞增殖,而没有细胞毒性作用。有趣的是,我们发现,0.025µM浓度的AKBA可显著降低CD4+和CD8+T细胞的CD25表达,而无细胞毒性作用.此外,β-BA在0.05μM浓度下降低了CD4和CD8T细胞上的CD25表达,没有细胞毒性。在这项研究中,我们确定了每种化合物的最佳浓度,这些化合物具有降低T细胞活化而没有细胞毒性作用的潜力。我们的发现表明β-BA和AKBA都具有抑制T细胞增殖和活化而不诱导细胞毒性的能力。需要进一步的研究以充分了解这些作用的潜在机制以及这些化合物在不同的自身免疫和炎症环境中的潜在治疗益处。
    Boswellic acids have been recognized as anti-inflammatory and immunomodulatory agents with potentials to control autoimmune and inflammatory diseases. However, their effects on T cell proliferation and activation are not fully elucidated. In this study, we investigated effects of individual compounds including β-Boswellic acids (β-BA), 11-keto-β-Boswellic acid (β-KBA), 3-O-acetyl β-Boswellic acids (β-ABA), and 3-O-acetyl-11-keto-β-Boswellic acid (β-AKBA) on human peripheral blood mononuclear cells (PBMCs) and their potential role in modulating immune responses. We showed that β-BA, KBA, and AKBA at a 0.025 µM concentration significantly reduced T cell proliferation without inducing cytotoxicity, however, ABA showed cytotoxic effects at this concentration. β-BA and KBA showed significantly reduced T cell proliferation at 0.05 µM concentration without cytotoxic effects. Interestingly, we found that AKBA at 0.025 µM concentration significantly reduced CD25 expression on both CD4+ and CD8+ T cells without cytotoxic effects. Additionally, β-BA reduced CD25 expression on both CD4+ and CD8+ T cells at 0.05 µM concentration with no cytotoxicity. In this study, we determined the optimum concentration of each of these compounds that have the potential to reduce T cell activation without cytotoxic effects. Our findings show that both β-BA and AKBA have the ability to inhibit T cell proliferation and activation without inducing cytotoxicity. Further investigations are required to fully understand the mechanisms underlying these effects and the potential therapeutic benefits of these compounds in different autoimmune and inflammatory settings.
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  • 文章类型: Journal Article
    Boswelliadalzielii是西非和中非特有的产树脂树,被当地居民用于各种医疗目的。在这项研究中,通过GC-MS和UHPLC-MS分析B.dalzielii胶树脂以鉴定和定量挥发性和非挥发性化合物。其主要挥发性成分为α-pine烯(54.9%),其次是α-thujene(4.4%)和α-phellandren-8-ol(4.0%)。通过UHPLC-MS定量五环三萜类化合物,例如β-乳香酸及其衍生物,其含量显示达到树胶树脂的22%左右。由于这项工作中确定的一些挥发性和非挥发性化合物已知具有生物学效应,B.dalzielii乙醇提取物的生物活性,精油,以及油和提取物的馏分进行了评估。这些样品中的一些表现出有趣的抗炎特性,和它们的抗氧化剂,还测试了抗衰老和皮肤漂白活性。
    Boswellia dalzielii is a resin-producing tree endemic to West and Central Africa, used by local populations for various medicinal purposes. In this study, B. dalzielii gum resin was analyzed by GC-MS and UHPLC-MS to identify and quantify volatile and non-volatile compounds. Its main volatile constituents were α-pinene (54.9%), followed by α-thujene (4.4%) and α-phellandren-8-ol (4.0%). Pentacyclic triterpenoids such as β-boswellic acids and their derivatives were quantified by UHPLC-MS and their content was shown to reach around 22% of the gum resin. Since some of the volatile and non-volatile compounds identified in this work are known to possess biological effects, the bioactivities of B. dalzielii ethanolic extract, essential oil, as well as fractions of the oil and extract were evaluated. Some of these samples exhibited interesting anti-inflammatory properties, and their antioxidant, anti-ageing and skin-bleaching activities were also tested.
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  • 文章类型: Randomized Controlled Trial
    背景:最近的阿尔茨海默病(AD)的治疗方法取得了有限的成功。考虑到神经炎症与AD症状的相关性,如多项研究所证明的,有必要评估减少全身或脑部炎症的分子的临床疗效.
    目的:这项临床试验评估了乳香酸是否可以改善AD患者的认知和神经精神症状,同时减轻炎症。
    方法:双盲,安慰剂对照,对85例AD患者进行了研究,随机接受乳香酸(K-Vie™作为Memowell™的主要成分)或安慰剂治疗6个月.将临床痴呆评级-方框总和(CDR-SOB)和简易精神状态检查(MMSE)评分与基线和组间进行比较,并构成共同主要临床疗效终点。次要结果包括神经精神评估(神经精神问卷,NPI-Q)和AD和炎症生物标志物的评估。
    结果:使用K-Vie™的患者在MMSE和CDR-SOB评分方面显示出3.1和1.6个单位的改善,分别,与服用安慰剂的患者相比。NPI-Q分析显示K-Vie™有显著改善,但安慰剂组无显著改善。少数患者仅报告了轻度的胃肠道副作用。使用K-Vie™的患者显示血浆AD生物标志物的改善和关键炎性细胞因子(包括IL-6和TNF)的减少。
    结论:我们的结果支持了乳香酸通过减少全身性炎症的积极认知作用。
    Recent therapeutic approaches for Alzheimer\'s disease (AD) have had limited success. Considering the association of neuroinflammation with AD symptoms as demonstrated in multiple studies, assessment of the clinical efficacy of molecules that reduce systemic or brain inflammation is warranted.
    This clinical trial assessed whether boswellic acids can improve cognitive and neuropsychiatric symptoms while reducing inflammation in AD patients.
    A double-blind, placebo-controlled, study was conducted on 85 AD patients randomized to boswellic acids (K-Vie™ as the main ingredient in Memowell™) or placebo for 6 months. Clinical Dementia Rating-Sum of Boxes (CDR-SOB) and Mini-Mental State Examination (MMSE) scores were compared to baseline and between groups and constituted the co-primary clinical efficacy endpoints. Secondary outcomes included neuropsychiatric assessment (Neuropsychiatric Inventory-Questionnaire, NPI-Q) and assessment of AD and inflammation biomarkers.
    Patients on K-Vie™ showed a 3.1- and 1.6-unit improvement in MMSE and CDR-SOB scores, respectively, when compared to patients on placebo. NPI-Q analysis revealed significant improvement in the K-Vie™ but not in the placebo group. Only mild gastrointestinal side effects were reported in a few patients. Patients on K-Vie™ showed improvement in plasma AD biomarkers and reduction of key inflammatory cytokines including IL-6 and TNF.
    Our results support the positive cognitive effects of boswellic acids by reducing the systemic inflammation.
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  • 背景:在过去的几十年中,人们普遍认为,影响免疫系统及其不同途径的因素会导致炎症和炎症的病理进展。慢性炎症也有助于常见疾病,比如糖尿病,缺血性心脏病,癌症,慢性肾炎性疾病,非酒精性脂肪性肝病,自身免疫性疾病和神经退行性疾病。
    目标:有趣的是,几个世纪以来,植物来源和植物的次生代谢物越来越多地用于治疗急性和慢性炎症性疾病。乳香酸是从不同乳香物种的油树胶树脂获得的五环三萜部分。
    方法:通过各种数据库收集了详细的数据,揭示了Boswellic酸的抗炎潜力。
    结果:这些药物具有良好的抗炎活性,抗关节炎,抗风湿,抗腹泻,抗高脂血症,抗哮喘,抗癌,和抗微生物作用。
    结论:自古以来,Boswellic酸主要用于治疗急性和慢性炎性疾病。这篇综述讨论了炎症过程的各种机制以及这些天然产物作为治疗炎症性疾病的药物的必要性。此外,我们还讨论了与炎症相关的主要靶点.该综述通过分析大量报道的科学研究,进一步探讨了乳香酸在慢性炎症性疾病中的治疗潜力。
    BACKGROUND: In the last few decades, it has been largely perceived that the factors affecting the immune system and its varying pathways lead to the pathological progression of inflammation and inflammatory conditions. Chronic inflammation also contributes to common diseases, such as diabetes mellitus, ischemic heart disease, cancer, chronic renal inflammatory disease, non-alcoholic fatty hepat-ic disease, autoimmune diseases and neurodegenerative diseases.
    OBJECTIVE: Interestingly, plant sources and secondary metabolites from plants have been increasingly employed in managing acute and chronic inflammatory diseases for centuries. Boswellic acids are pentacyclic triterpenoidal moieties obtained from the oleo gum resin of different Boswellia species.
    METHODS: Detailed data was collected revealing the anti-inflammatory potential of Boswellic acids through various databases.
    RESULTS: These are pharmacologically active agents that possess promising anti-inflammatory, anti-arthritic, antirheumatic, anti-diarrheal, anti-hyperlipidemic, anti-asthmatic, anti-cancer, and anti-microbial effects.
    CONCLUSIONS: Boswellic acids have been in use since ancient times primarily to treat acute and chronic inflammatory diseases. This review discusses the various mechanisms underlying the inflammatory process and the necessity of such natural products as a medication to treat inflammatory diseases. In addition, a discussion has also been extended to understand the primary targets involved in inflammation. The review further explores the therapeutic potential of boswellic acids in.
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