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ursolic acid

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https://www.readbyqxmd.com/read/28813102/terpene-esters-from-natural-products-synthesis-and-evaluation-of-cytotoxic-activity
#1
Mauricio M Victor, Jorge M David, Maria C K Sakukuma, Letícia V Costa-Lotufo, Andrea F Moura, Ana J Araújo
Natural steroids and triterpenes such as b-sitosterol, stigmasterol, lupeol, ursolic and betulinic acids were transformed into its hexanoic and oleic esters, to evaluate the influence of chemical modification towards the cytotoxic activities against tumor cells. The derivatives were evaluated against five tumor cell lines [OVCAR-8 (ovarian carcinoma); SF-295 (glioblastoma); HCT-116 (colon adenocarcinoma); HL-60 (leukemia); and PC-3 (prostate carcinoma)] and the results showed only betulinic acid hexyl ester exhibits cytotoxic potential activity...
August 14, 2017: Anais da Academia Brasileira de Ciências
https://www.readbyqxmd.com/read/28807773/influence-of-oxidative-stress-on-the-antibacterial-activity-of-betulin-betulinic-acid-and-ursolic-acid
#2
H O B Oloyede, H O Ajiboye, M O Salawu, T O Ajiboye
Contribution of reactive oxygen species and oxidative stress in the antibacterial activities of betulin, betulinic acid and ursolic acid against Escherichia coli, Pseudomonas aeruginosa and Staphylococcus aureus was investigated. The minimum inhibitory concentrations of betulin, betulinic acid and ursolic acid against E. coli, P. aeruginosa and S. aureus are 1024-, 256- and 1024-μg/mL; 512-, 256- and 256 μg/mL; 256-, 256- and 64 μg/mL respectively. Cell viability of betulin-, betulinic acid- and ursolic acid-treated bacteria decrease in time dependent manner...
August 11, 2017: Microbial Pathogenesis
https://www.readbyqxmd.com/read/28802239/synergistic-antinociceptive-interaction-of-syzygium-aromaticum-or-rosmarinus-officinalis-coadministered-with-ketorolac-in-rats
#3
Karla Lyzet Beltrán-Villalobos, Myrna Déciga-Campos, Hidemi Aguilar-Mariscal, María Eva González-Trujano, María Fernanda Martínez-Salazar, María de Los Ángeles Ramírez-Cisneros, María Yolanda Rios, Francisco Javier López-Muñoz
Syzygium aromaticum (L.) Merr. & L.M. Perry (Mirtaceae) and Rosmarinus officinalis L. (Lamiaceae) are both medicinal plants used for centuries to alleviate pain. The aim of the study was to demonstrate the therapeutic potential utility of herb-drug association of S. aromaticum essential oil or R. officinalis ethanolic extract coadministered with ketorolac. Antinociceptive pharmacological interaction was investigated by an isbolographic study using the formalin test in rats. Both alone and in combination with ketorolac; S...
August 9, 2017: Biomedicine & Pharmacotherapy, Biomédecine & Pharmacothérapie
https://www.readbyqxmd.com/read/28801966/ursolic-acid-a-natural-nutraceutical-agent-targets-caspase3-and-alleviates-inflammation-associated-downstream-signal-transduction
#4
Xiaoyao Ma, Yuan Zhang, Zengyong Wang, Yunbing Shen, Man Zhang, Quandeng Nie, Yuanyuan Hou, Gang Bai
SCOPE: Ursolic acid (UA) is a pentacyclicterpenoid carboxylic acid that is present in a wide variety of plant foods. There are many beneficial health effects that are attributed to the properties of UA. However, the specific cellular targets of UA and the mechanism underlying downstream signal transduction processes linked to the anti-inflammation pathway have not been thoroughly elucidated to date. METHODS AND RESULTS: Chemical biology strategies such as target fishing, click reaction synthesis of a UA probe and molecular imaging were used to identify potential target proteins of UA...
August 11, 2017: Molecular Nutrition & Food Research
https://www.readbyqxmd.com/read/28791824/anti-enterococcal-activities-of-pentacyclic-triterpenes
#5
Dorota Wojnicz, Dorota Tichaczek-Goska, Kamila Korzekwa, Marta Kicia, Andrzej Hendrich
BACKGROUND: Asiatic (AA) and ursolic (UA) acids are widely studied phytochemicals, but their antimicrobial properties are still poorly understood. Therefore our research has focused on their activity against uropathogenic Enterococcus faecalis strains. OBJECTIVES: The aim of this research was to determine the influence of AA and UA on the growth, cell morphology, virulence factors and biofilm formation by E. faecalis strains. MATERIAL AND METHODS: AA and UA were purchased from Sigma-Aldrich...
May 2017: Advances in Clinical and Experimental Medicine: Official Organ Wroclaw Medical University
https://www.readbyqxmd.com/read/28781908/simultaneous-analysis-of-ursolic-acid-and-oleanolic-acid-in-guava-leaves-using-quechers-based-extraction-followed-by-high-performance-liquid-chromatography
#6
Chang Xu, Yiyi Liao, Chunyan Fang, Makoto Tsunoda, Yingxia Zhang, Yanting Song, Shiming Deng
In this paper, a novel method of QuEChERS-based extraction coupled with high-performance liquid chromatography has been developed for the simultaneous determination of ursolic acid (UA) and oleanolic acid (OA) in guava leaves. The QuEChERS-based extraction parameters, including the amount of added salt, vortex-assisted extraction time, and absorbent amount, and the chromatographic conditions were investigated for the analysis of UA and OA in guava leaves. Under the optimized conditions, the method showed good linearity over a range of 1-320 μg mL(-1), with correlation coefficients above 0...
2017: Journal of Analytical Methods in Chemistry
https://www.readbyqxmd.com/read/28771340/dual-targeting-multifuntional-mesoporous-silica-nanocarrier-for-codelivery-of-sirna-and-ursolic-acid-to-folate-receptor-overexpressing-cancer-cells
#7
Guirong Zheng, Yiling Shen, Ruirui Zhao, Fan Chen, Ying Zhang, Aixiao Xu, Jingwei Shao
A targeting drug delivery system (TDDS) can selectively deliver antitumor drugs to cancerous parts to improve its anticancer efficacy. Hence, a targeted drug delivery system (UA/siVEGF@MSN-FA) coloading ursolic acid (UA) and vascular endothelial growth factor (VEGF) targeted siRNA (siVEGF) based on mesoporous silica (MSN) nanocarrier modified by a folic acid (FA) molecule was designed and synthesized. The MSN-FA nanoparticles were investigated for shape, diameter, and zeta potential and and by infrared (IR) spectroscopy...
August 16, 2017: Journal of Agricultural and Food Chemistry
https://www.readbyqxmd.com/read/28769799/allspice-and-clove-as-source-of-triterpene-acids-activating-the-g-protein-coupled-bile-acid-receptor-tgr5
#8
Angela Ladurner, Martin Zehl, Ulrike Grienke, Christoph Hofstadler, Nadina Faur, Fátima C Pereira, David Berry, Verena M Dirsch, Judith M Rollinger
Worldwide, metabolic diseases such as obesity and type 2 diabetes have reached epidemic proportions. A major regulator of metabolic processes that gained interest in recent years is the bile acid receptor TGR5 (Takeda G protein-coupled receptor 5). This G protein-coupled membrane receptor can be found predominantly in the intestine, where it is mainly responsible for the secretion of the incretins glucagon-like peptide 1 (GLP-1) and peptide YY (PYY). The aim of this study was (i) to identify plant extracts with TGR5-activating potential, (ii) to narrow down their activity to the responsible constituents, and (iii) to assess whether the intestinal microbiota produces transformed metabolites with a different activity profile...
2017: Frontiers in Pharmacology
https://www.readbyqxmd.com/read/28767174/inactivation-of-beclin-1-dependent-autophagy-promotes-ursolic-acid-induced-apoptosis-in-hypertrophic-scar-fibroblasts
#9
Chuan Cao, Wenping Wang, Lele Lu, Liang Wang, XiaoSong Chen, Rui Guo, Shirong Li, Junzi Jiang
A hypertrophic scar (HS) is caused by abnormal proliferation of dermal fibroblasts. Thus, promoting hypertrophic scar fibroblast (HSFB) apoptosis is an effective strategy for HS therapy. Ursolic acid (UA) has been widely used as an inducer of apoptosis in diverse cancers. However, whether UA plays an inhibitory role in HS formation is still unknown. In our study, UA was used to treat HSFBs and the cell viability, apoptosis, and collagen synthesis were determined by a Cell Counting Kit 8 (CCK8) assay, flow cytometry, and an H(3) -proline incorporation assay, respectively...
August 2, 2017: Experimental Dermatology
https://www.readbyqxmd.com/read/28766764/bioactive-triterpenes-from-the-root-of-salvia-miltiorrhiza-bunge
#10
Nguyen Huu Tung, Kensuke Nakajima, Takuhiro Uto, Nguyen Thanh Hai, Dinh Doan Long, Tomoe Ohta, Shigeru Oiso, Hiroko Kariyazono, Yukihiro Shoyama
Danshen (Salvia miltiorrhiza) is a well-known medicinal herb in the oriental medicine. The current study on bioactive triterpenoid in the root of S. miltiorrhiza led to the isolation of a new highly hydroxylated ursane-type triterpene, urs-12-ene-2α,3β,7β,16α-tetraol (1) and five known ones including 2β-hydroxypomolic acid (2), maslinic acid (3), asiatic acid (4), ursolic acid (5), and oleanolic acid (6). Their structures were elucidated on the basis of extensive spectroscopic analyses and comparison with literature data...
August 2, 2017: Phytotherapy Research: PTR
https://www.readbyqxmd.com/read/28766112/oleanolic-acid-and-ursolic-acid-as-potential-inhibitors-of-human-salivary-%C3%AE-amylase-insights-from-in-vitro-assays-and-in-silico-simulations
#11
Jiachen Sun, Shengjie Dong, Yueting Wu, Hui Zhao, Xia Li, Wenyuan Gao
It is known that inhibiting α-amylase, an important enzyme in digestion of starch and glycogen, is a useful strategy for treating disorders in carbohydrate uptake. Two natural components distributed in many fruits and plants, oleanolic acid and ursolic acid, are endowed with important pharmacological activities and wide therapeutic possibilities. Until now, only a tiny fraction of their applications have been identified and exploited. Our in vitro inhibition studies demonstrated that oleanolic acid and ursolic acid non-competitively inhibit the activity and function of human salivary α-amylase...
August 2017: Journal of Molecular Modeling
https://www.readbyqxmd.com/read/28763025/effect-of-sunlight-radiation-on-the-growth-and-chemical-constituents-of-salvia-plebeia-r-br
#12
Hyun-Jae Jang, Seung-Jae Lee, Cha Young Kim, Joo Tae Hwang, Jung Ho Choi, Jee Hun Park, Seung Woong Lee, Mun-Chual Rho
This study investigated the chemical composition changes of Salvia plebeia R.Br. cultivated under different light sources, including florescent light and sunlight. The plants were exposed to fluorescent light for four months and sunlight and then examined for the next 5-7 months. Plants were harvested monthly during the seven months, and we examined whether the difference in light source affected the phenolic and flavonoid contents and antioxidant activity. A simple and reliable HPLC method using a PAH C18 column was applied for the quantitative analysis of two triterpenoids from the S...
August 1, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28757534/triterpenoids-isolated-from-ziziphus-jujuba-enhance-glucose-uptake-activity-in-skeletal-muscle-cells
#13
Kyuichi Kawabata, Kenji Kitamura, Kazuhiro Irie, Shoma Naruse, Tomohiro Matsuura, Tomoyuki Uemae, Shu Taira, Hajime Ohigashi, Shigeru Murakami, Masakazu Takahashi, Yoko Kaido, Bunsei Kawakami
Jujube (Ziziphus jujuba Mill.), a traditional folk medicine and functional food in China and South Korea, is known for its beneficial properties, which include anti-cancer, anti-oxidative, and anti-obesity effects. To assess the anti-hyperglycemic effect of jujube in this study, we investigated the glucose uptake-promoting activity of jujube in rat L6 myotubes. After determining that the jujube extract induces muscle glucose uptake, we identified the following active compounds by bioassay-guided fractionation: betulonic acid, betulinic acid, and oleanonic acid...
2017: Journal of Nutritional Science and Vitaminology
https://www.readbyqxmd.com/read/28756460/ursolic-acid-activates-the-tgr5-receptor-to-enhance-glp-1-secretion-in-type-1-like-diabetic-rats
#14
Shih-Hsiang Lo, Yingxiao Li, Kai Chun Cheng, Chiang-Shan Niu, Juei-Tang Cheng, Ho-Shan Niu
Endogenous Takeda G-protein-coupled receptor 5 (TGR5), G-protein-coupled bile acid receptor 1 (GPBAR1), regulates glucose metabolism. In animals, TGR5 activation by a chemical agonist may increase incretin secretion and reduce the blood sugar level. Recently, betulinic acid has been suggested to activate TGR5. Ursolic acid is a well-known pentacyclic triterpenoid that is similar to betulinic acid. It is of special interest to determine the potential effect of ursolic acid on TGR5. Therefore, we transfected cultured Chinese hamster ovary (CHO-K1) cells with the TGR5 gene...
July 30, 2017: Naunyn-Schmiedeberg's Archives of Pharmacology
https://www.readbyqxmd.com/read/28755539/simultaneous-inhibition-of-growth-and-metastasis-of-hepatocellular-carcinoma-by-co-delivery-of-ursolic-acid-and-sorafenib-using-lactobionic-acid-modified-and-ph-sensitive-chitosan-conjugated-mesoporous-silica-nanocomplex
#15
Ruirui Zhao, Tao Li, Guirong Zheng, Kai Jiang, Lulu Fan, Jingwei Shao
Co-delivery multiple drugs using nanocarriers has been recognized as a promising strategy for cancer treatment to enhance therapeutic efficacy. In this study, a pH sensitive mesoporous silica nanoparticles (MSN) based controlled release nanoparticles for co-delivery of sorafenib (SO), a multi-tyrosine kinase inhibitor, and ursolic acid (UA), a sensitive agent for SO, was developed, which was decorated with pH sensitive chitosan (CS) and lactobionic acid (LA) targeting to asialoglycoprotein receptor (ASGPR) over-expressing hepatocellar carcinoma cells (denoted as USMNs-CL)...
July 22, 2017: Biomaterials
https://www.readbyqxmd.com/read/28754470/oleanane-ursane-and-quinone-methide-friedelane-type-triterpenoid-derivatives-recent-advances-in-cancer-treatment
#16
REVIEW
Jorge A R Salvador, Ana S Leal, Ana S Valdeira, Bruno M F Gonçalves, Daniela P S Alho, Sandra A C Figueiredo, Samuel M Silvestre, Vanessa I S Mendes
Natural pentacyclic triterpenoids (PTs) have been often reported to exhibit a wide range of biological activities. Among them, the anticancer and anti-inflammatory activities are the most studied. Over the last two decades, the number of publications reporting the anticancer effects of PTs has risen exponentially, reflecting the increasing interest in these natural products for the development of new antineoplastic drugs. Among of the most investigated PTs regarding their anticancer properties are oleanane-, ursane and friedelane-types, including oleanolic, glycyrrhetinic, ursolic and asiatic acids, and celastrol, among others...
July 14, 2017: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28733083/design-synthesis-and-in-vitro-anticancer-activity-of-novel-quinoline-and-oxadiazole-derivatives-of-ursolic-acid
#17
Wen Gu, Xiao-Yan Jin, Dong-Dong Li, Shi-Fa Wang, Xu-Bing Tao, Hao Chen
A series of new quinoline derivatives of ursolic acid were designed and synthesized in an attempt to develop potential anticancer agents. The structures of these compounds were identified by (1)H NMR, (13)C NMR, IR and ESI-MS spectra analysis. The target compounds were evaluated for their in vitro cytotoxicity against three human cancer cell lines (MDA-MB-231, Hela and SMMC-7721). From the results, compounds 3a-d displayed significant antitumor activity against three cancer cell lines. Especially, compound 3b was found to be the most potent derivative with IC50 values of 0...
July 12, 2017: Bioorganic & Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/28719984/cytotoxic-and-immunomodulatory-potential-activity-of-physalis-peruviana-fruit-extracts-on-cervical-cancer-hela-and-fibroblast-l929-cells
#18
Helen Mier-Giraldo, Luis Eduardo Díaz-Barrera, Lucy Gabriela Delgado-Murcia, Manuel Fernando Valero-Valdivieso, Gabriela Cáez-Ramírez
It was purposed to evaluate the biological potential of ethanol and isopropanol crude extracts of ripe Physalis peruviana fruits. Cytotoxic and immunomodulatory effects of the expression of interleukin-6, interleukin-8, and monocyte chemoattractant protein-1 (MCP-1) were evaluated on human cervical cancer (HeLa) and murine fibroblast (L929) cells. The composition was evaluated by high-performance liquid chromatography diode-array detection and high-performance liquid chromatography ultraviolet/visible detection...
January 1, 2017: Journal of Evidence-based Complementary & Alternative Medicine
https://www.readbyqxmd.com/read/28714512/inhibition-of-stat3-signaling-pathway-by-ursolic-acid-suppresses-growth-of-hepatocellular-carcinoma
#19
Tianshu Liu, Haiyan Ma, Wei Shi, Jialin Duan, Yina Wang, Cuntai Zhang, Chenglong Li, Jiayuh Lin, Sheng Li, Jiagao Lv, Li Lin
The signal transducer and activator of transcription 3 (STAT3) has been found to be constitutively active in liver cancer. There is no STAT3 inhibitors approved to be used clinically for the treatment or prevention of liver cancer. Some dietary compounds including ursolic acid (UA) have been reported to inhibit the growth of cancer cells. However, whether UA could inhibit STAT3 phosphorylation in hepatocellular carcinoma has not been reported. The inhibitory effects of UA on STAT3 phosphorylation, along with cell viability, migration, colony formation in vitro, as well as tumor growth in vivo were examined in human liver cancer cell lines...
August 2017: International Journal of Oncology
https://www.readbyqxmd.com/read/28713276/structure-activity-relationships-of-pentacyclic-triterpenoids-as-potent-and-selective-inhibitors-against-human-carboxylesterase-1
#20
Li-Wei Zou, Tong-Yi Dou, Ping Wang, Wei Lei, Zi-Miao Weng, Jie Hou, Dan-Dan Wang, Yi-Ming Fan, Wei-Dong Zhang, Guang-Bo Ge, Ling Yang
Human carboxylesterase 1 (hCE1), one of the most important serine hydrolases distributed in liver and adipocytes, plays key roles in endobiotic homeostasis and xenobiotic metabolism. This study aimed to find potent and selective inhibitors against hCE1 from phytochemicals and their derivatives. To this end, a series of natural triterpenoids were collected and their inhibitory effects against human carboxylesterases (hCEs) were assayed using D-Luciferin methyl ester (DME) and 6,8-dichloro-9,9-dimethyl-7-oxo-7,9-dihydroacridin-2-yl benzoate (DDAB) as specific optical substrate for hCE1, and hCE2, respectively...
2017: Frontiers in Pharmacology
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