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ursolic acid

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https://www.readbyqxmd.com/read/29778798/discovery-of-antitumor-ursolic-acid-long-chain-diamine-derivatives-as-potent-inhibitors-of-nf-%C3%AE%C2%BAb
#1
Wei Jiang, Ri-Zhen Huang, Jing Zhang, Tong Guo, Meng-Ting Zhang, Xiao-Chao Huang, Bin Zhang, Zhi-Xin Liao, Jing Sun, Heng-Shan Wang
A series of inhibitors of NF-κB based on ursolic acid (UA) derivatives containing long-chain diamine moieties were designed and synthesized as well as evaluated the antitumor effects. These compounds exhibited significant inhibitory activity to the NF-κB with IC50 values at micromolar concentrations in A549 lung cancer cell line. Among them, compound 8c exerted potent activity against the test tumor cell lines including multidrug resistant human cancer lines, with the IC50 values ranged from 5.22 to 8.95 μM...
May 8, 2018: Bioorganic Chemistry
https://www.readbyqxmd.com/read/29758202/mounting-evidence-validates-ursolic-acid-directly-activates-sirt1-a-powerful-stac-which-mimic-endogenous-activator-of-sirt1
#2
Nuredin Bakhtiari, Sako Mirzaie, Roohullah Hemmati, Elham Moslemee-Jalalvand, Ali Reza Noori, Jahanfard Kazemi
Ursolic Acid (UA), a pentacyclic triterpenoid compound, plays a vital role in aging process. However, the role of UA in the regulation of aging and longevity is still controversial as we have previously demonstrated that UA increases SIRT1 protein level in aged-mice. Here, we reveal that UA directly activates SIRT1 in silico, in vitro and in vivo. We have identified that UA binds to outer surface of SIRT1 and leads to tight binding of substrates to enzyme in comparison with Resveratrol (RSV) and control. Furthermore, our results indicate that UA drives the structure of SIRT1 toward a closed state (an active form of enzyme)...
May 11, 2018: Archives of Biochemistry and Biophysics
https://www.readbyqxmd.com/read/29751714/-determination-of-three-pair-of-triterpenoid-isomers-in-leaf-of-ilex-hainanensis-by-hplc-elsd
#3
Zong-Yang Liu, Wen-Wen Zhao, Jing-Yue Wu, Xia Wu, Xiao-Qing Chen, Ke Zan
The present study is to develop an HPLC-ELSD method for simultaneous determination of three pairs of triterpenoid isomers, Ilexsaponin A₁, Ilexhainanoside D, Ilexgenin A, 3β, 19α-dihydroxyolean-12-ene-24, 28-dioic acid (ilexhainanin E) ursolic acid and oleanic acid in the leaf of Ilex hainanensis, which could provide evidence to the quality control of this herb. The six constituents were measured on a Waters XBridge C₁₈ column (4.6 mm×250 mm, 5 μm), with a mobile phase consisting of methanol (A)- 0...
April 2018: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/29749738/secondary-metabolite-accumulation-associates-with-ecological-succession-of-endophytic-fungi-in-cynomorium-songaricum-rupr
#4
Jin-Long Cui, Yan-Yan Zhang, Vinod Vijayakumar, Gang Zhang, Meng-Liang Wang, Jun-Hong Wang
Cynomorium songaricum Rupr. is a rare root-parasitic plant distributed in the desert ecosystem. Little is known about the role of endophytes in accumulation of metabolites in C. songaricum. Here, the correlationship between the seven active components i.e., total sugars, flavonoids, protocatechuic acid, catechins and tannins, gallic and ursolic acids and the endophytic fungi of C. songaricum were investigated, and their causal relationships are discussed further. The results showed that the accumulation of seven components and the assembly of endophytic fungi changed with different plant developmental stages...
May 11, 2018: Journal of Agricultural and Food Chemistry
https://www.readbyqxmd.com/read/29747388/evaluation-of-anti-toxoplasma-gondii-effect-of-ursolic-acid-as-a-novel-toxoplasmosis-inhibitor
#5
Won Hyung Choi, In Ah Lee
This study was carried out to evaluate the anti-parasitic effect of ursolic acid against Toxoplasma gondii ( T. gondii ) that induces toxoplasmosis, particularly in humans. The anti-parasitic effects of ursolic acid against T. gondii -infected cells and T. gondii were evaluated through different specific assays, including immunofluorescence staining and animal testing. Ursolic acid effectively inhibited the proliferation of T. gondii when compared with sulfadiazine, and consistently induced anti- T. gondii activity/effect...
May 9, 2018: Pharmaceuticals
https://www.readbyqxmd.com/read/29745030/synthesis-and-biological-evaluation-of-novel-n-aryl-%C3%AF-benzoazol-2-yl-sulfanylalkanamides-as-dual-inhibitors-of-%C3%AE-glucosidase-and-protein-tyrosine-phosphatase-1b
#6
Mei-Yan Wang, Xian-Chao Cheng, Xiu-Bo Chen, Yu Li, Lan-Lan Zang, Yu-Qing Duan, Ming-Zhu Chen, Peng Yu, Hua Sun, Run-Ling Wang
α-Glucosidase is known to catalyze the digestion of carbohydrates and release free glucose into the digestive tract. Protein tyrosine phosphatase 1B (PTP1B) is engaged in the dephosphorylation of the insulin receptor and regulation of insulin sensitivity. Therefore, dual antagonists by targeting both α-glucosidase and PTP1B may be potential candidates for type 2 diabetes therapy. In this work, three series of novel N-aryl-ω-(benzoazol-2-yl)-sulfanylalkanamides were synthesized and assayed for their α-glucosidase and PTP1B inhibitory activities, respectively...
May 9, 2018: Chemical Biology & Drug Design
https://www.readbyqxmd.com/read/29735887/ursolic-acid-attenuates-atherosclerosis-in-apoe-mice-role-of-lox-1-mediated-by-ros-nf-%C3%AE%C2%BAb-pathway
#7
Qiu Li, Wenwen Zhao, Xi Zeng, Zhihui Hao
Atherosclerosis, a chronic inflammatory disease, is a major contributor to cardiovascular diseases. Ursolic acid (UA) is a phytonutrient with widely biological effects including anti-oxidative, anti-inflammatory, and so on. At present, the effect of UA on atherosclerosis and the mechanism of action are still obscure. This study focused on investigating the effects of UA on atherosclerosis both in vivo and in vitro. We first selected LOX-1 as our target, which was reckoned as a new promising receptor for treating atherosclerosis...
May 7, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29727577/carrier-free-pure-nanodrug-formed-by-self-assembly-of-anti-cancer-drug-for-cancer-immune-therapy
#8
Lulu Fan, Bingchen Zhang, Aixiao Xu, Zhichun Shen, Yan Guo, Ruirui Zhao, Huilu Yao, Jing-Wei Shao
Ursolic acid (UA) is a food-plant derived natural product which has good anticancer activities and low toxicity. However, the poor water solubility of UA limits its application in clinic. To address this issue, we developed a carrier-free nanodrug by self-assembly of UA. Here, we showed that UA NPs was near-spherical shape with the size of ~150 nm diameter. UA NPs exhibited higher antiproliferative activity, significantly caused apoptosis, decreased the expression of COX-2/VEGFR2/VEGFA and increased the immunostimulatory activity of TNF-α, IL-6 and IFN-β and decrease the activity of STAT-3 in A549 cells in vitro...
May 4, 2018: Molecular Pharmaceutics
https://www.readbyqxmd.com/read/29725861/ellagic-acid-sulforaphane-and-ursolic-acid-in-the-prevention-and-therapy-of-breast-cancer-current-evidence-and-future-perspectives
#9
REVIEW
Md Sadikuj Jaman, Md Abu Sayeed
Globally, breast cancer is the most common cancer and the second leading cause of cancer-related death among women. Surgery, chemotherapy, hormonal therapy, and radiotherapy are currently available treatment options for breast cancer therapy. However, chemotherapy, hormonal therapy, and radiotherapy are often associated with side effects and multidrug resistance, recurrence, and lack of treatment in metastasis are the major problems in the treatment of breast cancer. Recently, dietary phytochemicals have emerged as advantageous agents for the prevention and therapy of cancer due to their safe nature...
May 3, 2018: Breast Cancer: the Journal of the Japanese Breast Cancer Society
https://www.readbyqxmd.com/read/29719446/ursolic-acid-in-health-and-disease
#10
REVIEW
Dae Yun Seo, Sung Ryul Lee, Jun-Won Heo, Mi-Hyun No, Byoung Doo Rhee, Kyung Soo Ko, Hyo-Bum Kwak, Jin Han
Ursolic acid (UA) is a natural triterpene compound found in various fruits and vegetables. There is a growing interest in UA because of its beneficial effects, which include anti-inflammatory, anti-oxidant, anti-apoptotic, and anti-carcinogenic effects. It exerts these effects in various tissues and organs: by suppressing nuclear factor-kappa B signaling in cancer cells, improving insulin signaling in adipose tissues, reducing the expression of markers of cardiac damage in the heart, decreasing inflammation and increasing the level of anti-oxidants in the brain, reducing apoptotic signaling and the level of oxidants in the liver, and reducing atrophy and increasing the expression levels of adenosine monophosphate-activated protein kinase and irisin in skeletal muscles...
May 2018: Korean Journal of Physiology & Pharmacology
https://www.readbyqxmd.com/read/29701757/rapid-and-sensitive-quantification-of-ursolic-acid-and-oleanolic-acid-in-human-plasma-using-ultra-performance-liquid-chromatography-mass-spectrometry
#11
Larissa Stebounova, Scott M Ebert, Logan T Murry, Christopher M Adams, Daryl J Murry
Ultra-performance liquid chromatography (UPLC) interfaced with atmospheric pressure chemical ionization mass-spectrometry was used to separate and quantify ursolic acid (UA) and oleanolic acid (OA) in human plasma. UA and OA were extracted from 0.5 mL human plasma using supported liquid extraction and separated utilizing an Acquity UPLC HSS column. The method has been validated for both UA and OA quantitation with a limit of detection of 0.5 ng/mL. The UPLC separations are carried out with isocratic elution with methanol and 5 mM ammonium acetate in water (85:15) as a mobile phase at a flow rate of 0...
April 26, 2018: Journal of Chromatographic Science
https://www.readbyqxmd.com/read/29701283/therapeutic-effect-of-northern-labrador-tea-extracts-for-acute-myeloid-leukemia
#12
Colin M McGill, Patrick L Tomco, Regina M Ondrasik, Kaitlyn C Belknap, Gaelen K Dwyer, Daniel J Quinlan, Thomas A Kircher, Cheryl P Andam, Timothy J Brown, David F Claxton, Brian M Barth
Acute myeloid leukemia (AML) is an aggressive hematological malignancy that is one of the more common pediatric malignancies in addition to occurring with high incidence in the aging population. Unfortunately, these patient groups are quite sensitive to toxicity from chemotherapy. Northern Labrador tea, or Rhododendron tomentosum Harmaja (a.k.a. Ledum palustre subsp. decumbens) or "tundra tea," is a noteworthy medicinal plant used by indigenous peoples in Alaska, Canada, and Greenland to treat a diversity of ailments...
April 27, 2018: Phytotherapy Research: PTR
https://www.readbyqxmd.com/read/29692811/antifungal-compound-isolated-from-catharanthus-roseus-l-pink-for-biological-control-of-root-rot-rubber-diseases
#13
R Zahari, N Halimoon, M F Ahmad, S K Ling
Rigidoporus microporus, Ganoderma philippii, and Phellinus noxius are root rot rubber diseases and these fungi should be kept under control with environmentally safe compounds from the plant sources. Thus, an antifungal compound isolated from Catharanthus roseus was screened for its effectiveness in controlling the growth of these fungi. The antifungal compound isolated from C. roseus extract was determined through thin layer chromatography (TLC) and nuclear magnetic resonance (NMR) analysis. Each C. roseus of the DCM extracts was marked as CRD1, CRD2, CRD3, CRD4, CRD5, CRD6, and CRD7, respectively...
2018: International Journal of Analytical Chemistry
https://www.readbyqxmd.com/read/29684707/targeting-mitochondria-esters-of-rhodamine-b-with-triterpenoids-are-mitocanic-triggers-of-apoptosis
#14
Ratna Kancana Wolfram, Lucie Heller, René Csuk
Triterpenoic acids, ursolic acid (1), oleanolic acid (2), glycyrrhetinic acid (3) and betulinic acid (4) were converted into their corresponding methyl 5-8 and benzyl esters 9-12 or benzyl amides 21-24. These derivatives served as starting materials for the synthesis of pink colored rhodamine B derivatives 25-36 which were screened for cytotoxicity in colorimetric SRB assays. All of the compounds were cytotoxic for a variety of human tumor cell lines. The activity of the benzyl ester derivatives 29-32 was lower than the cytotoxicity of the methyl esters 25-28...
April 17, 2018: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/29679877/pentacyclic-triterpenoids-from-cyclocarya-paliurus-and-their-antioxidant-activities-in-ffa-induced-hepg2-steatosis-cells
#15
Hui-Min Yang, Zhi-Qi Yin, Meng-Ge Zhao, Cui-Hua Jiang, Jian Zhang, Ke Pan
Six undescribed pentacyclic triterpenoids including four triterpenoid aglycones, 1β,2a,3β,23-tetrahydroxyurs-12-en-28-ursolic acid, 2a,3a,6β,19α,23-pentahydroxyurs-12-en-28-ursolic acid, 2α,3α,20β,23-tetrahydroxyurs-12-en-28-ursolic acid and 1β,2a,3β,23-tetrahydroxyurs-12,20(30)-dien-28-ursolic acid, and two triterpenoid glucosides, 2a,3a,23-trihydroxy-12,20(30)-dien-28-ursolic acid 28-O-β-d-glucopyranoside and 1-oxo-3β,23-dihydroxyolean-12-en-28-oic acid 28-O-β-d-xylopyranoside, along with 5 known triterpenoids were isolated from a CH3 Cl-soluble extract of the leaves of Cyclocarya paliurus...
April 18, 2018: Phytochemistry
https://www.readbyqxmd.com/read/29678461/design-synthesis-evaluation-and-molecular-docking-of-ursolic-acid-derivatives-containing-a-nitrogen-heterocycle-as-anti-inflammatory-agents
#16
Zhi-Yu Wei, Ke-Qiang Chi, Ke-Si Wang, Jie Wu, Li-Ping Liu, Hu-Ri Piao
Ursolic acid derivatives containing oxadiazole, triazolone, and piperazine moieties were synthesized in an attempt to develop potent anti-inflammatory agents. Structures of the synthesized compounds were elucidated by 1 H NMR, 13 C NMR, and HRMS. Most of the synthesized compounds showed pronounced anti-inflammatory effects at 100 mg/kg. In particular, compound 11b, which displayed the most potent anti-inflammatory activity of all of the compounds prepared, with 69.76% inhibition after intraperitoneal administration, was more potent than the reference drugs indomethacin and ibuprofen...
June 1, 2018: Bioorganic & Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/29677678/%C3%AE-glucosidase-enzyme-inhibitory-effects-and-ursolic-and-oleanolic-acid-contents-of-fourteen-anatolian-salvia-species
#17
Zeynep Kalaycıoğlu, Sesil Uzaşçı, Tuncay Dirmenci, F Bedia Erim
During the last decade, ursolic and oleanolic acids have been of considerable interest because of their α-glucosidase inhibitory activities and potential effects for treatment of type 2 diabetes. A simple and sensitive reversed-phase HPLC method was developed for the simultaneous determination of ursolic acid and oleanolic acid. The optimal mobile phase was selected as 85% acetonitrile solution. The limit of detection of the method for ursolic acid and oleanolic acid were 14 ng mL-1 and 13 ng mL-1 , respectively...
April 11, 2018: Journal of Pharmaceutical and Biomedical Analysis
https://www.readbyqxmd.com/read/29672850/ursolic-acid-ameliorates-ccl4-induced-liver-fibrosis-through-the-noxs-ros-pathway
#18
Dakai Gan, Wang Zhang, Chenkai Huang, Jiang Chen, Wenhua He, Anjiang Wang, Bimin Li, Xuan Zhu
Liver fibrosis is a reversible wound-healing response that occurs after liver injury. NADPH oxidases (NOXs) and reactive oxygen species (ROS) which are expressed in hepatocytes (HCs), hepatic stellate cells (HSCs), and Kupffer cells (KCs) play an important role in the development of hepatic fibrosis. In in vitro studies, we had shown that ursolic acid (UA) could reverse liver fibrosis by inhibiting the activation of NOX-mediated fibrotic signaling networks in HSCs. In this study, we verified that UA could alleviate CCl4-induced liver fibrosis by reducing the expression of NOXs/ROS in HCs, HSCs, KCs...
April 19, 2018: Journal of Cellular Physiology
https://www.readbyqxmd.com/read/29671794/phytochemical-study-of-the-ecuadorian-species-lepechinia-mutica-benth-epling-and-high-antifungal-activity-of-carnosol-against-pyricularia-oryzae
#19
Jorge Ramírez, Gianluca Gilardoni, Erika Ramón, Solveig Tosi, Anna Maria Picco, Carlo Bicchi, Giovanni Vidari
The plant Lepechinia mutica (Benth.) Epling (family Lamiaceae) is endemic to Ecuador. In the present study, we report some major non-volatile secondary metabolites from the leaves and the chemistry of the essential oil distilled from the flowers. The main identified compounds were carnosol, viridiflorol, ursolic acid, oleanolic acid, chrysothol, and 5-hydroxy-4′,7-dimethoxy flavone. Their structures were determined by X-ray diffraction and NMR and MS techniques. The essential oil showed a chemical composition similar to that distilled from the leaves, but with some qualitative and quantitative differences regarding several minor compounds...
April 19, 2018: Pharmaceuticals
https://www.readbyqxmd.com/read/29643302/rapid-determination-of-two-triterpenoid-acids-in-chaenomelis-fructus-using-supercritical-fluid-extraction-on-line-coupled-with-supercritical-fluid-chromatography
#20
Xiaotian Zhang, Feng Ji, Yueqi Li, Tian He, Ya Han, Daidong Wang, Zongtao Lin, Shizhong Chen
In this study, an on-line supercritical fluid extraction (SFE) and supercritical fluid chromatography (SFC) method was developed for the rapid determination of oleanoic acid and ursolic acid in Chaenomelis Fructus. After optimization of the conditions, the two triterpenoid acids was obtained by SFE using 20% methanol as a modifier at 35°C in 8 min. They were resolved on a Shim-pack UC-X Diol column (4.6 × 150 mm, 3 μm) in 14 min (0 - 10 min, 5 - 10%; 10 - 14 min, 10% methanol in CO2 ) with a backpressure of 15 MPa at 40°C...
2018: Analytical Sciences: the International Journal of the Japan Society for Analytical Chemistry
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