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ursolic acid

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https://www.readbyqxmd.com/read/28073673/discovery-of-fzu-03-010-as-a-self-assembling-anticancer-amphiphile-for-acute-myeloid-leukemia
#1
Yingyu Chen, Cailong Li, Yunquan Zheng, Yu Gao, Jianda Hu, Haijun Chen
Recently various drug candidates with excellent anticancer potency have been demonstrated, whereas their clinical application largely suffers from several limitations especially poor solubility. Ursolic acid (UA) as one of ubiquitous pentacyclic triterpenes in plantkingdom exhibited versatile antiproliferative effects in various cancer cell lines. However, the unfavorable pharmaceutical properties became the main obstacle for its clinical development. With the aim of development of novel derivatives with enhanced potency, a series of diversified UA amphiphiles have been designed, synthesized, and pharmacologically evaluated...
December 30, 2016: Bioorganic & Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/28069166/evaluation-and-prevention-of-the-negative-matrix-effect-of-terpenoids-on-pesticides-in-apples-quantification-by-gas-chromatography-tandem-mass-spectrometry
#2
Géraldine Giacinti, Christine Raynaud, Sophie Capblancq, Valérie Simon
The sample matrix can enhance the gas chromatography signal of pesticide residues relative to that obtained with the same concentration of pesticide in solvent. This paper is related to negative matrix effects observed in coupled gas chromatography-mass spectrometry ion trap (GC/MS(2)) quantification of pesticides in concentrated extracts of apple peel prepared by the Quick Easy Cheap Effective Rugged and Safe (QuEChERS) method. It is focused on the pesticides most frequently used on the apple varieties studied, throughout the crop cycle, right up to harvest, to combat pests and diseases and to improve fruit storage properties...
December 21, 2016: Journal of Chromatography. A
https://www.readbyqxmd.com/read/28066112/in-vitro-effectiveness-of-triterpenoids-and-their-synergistic-effect-with-antibiotics-against-staphylococcus-aureus-strains
#3
Muhammad Hamza, Maha Nadir, Nadir Mehmood, Adeel Farooq
OBJECTIVES: The aim of this study is to evaluate the effect of four triterpenoids such as oleanolic acid, ursolic acid, cycloastragenol, and beta-boswellic acid alone and in combination with antibiotics against Staphylococcus aureus strains. MATERIALS AND METHODS: Sixteen clinical strains of S. aureus from infected wounds were isolated. Eight were methicillin-sensitive S. aureus (MSSA), and the other eight were methicillin-resistant S. aureus (MRSA). The activity was also seen in reference S...
November 2016: Indian Journal of Pharmacology
https://www.readbyqxmd.com/read/28034283/in-silico-studies-revealed-multiple-neurological-targets-for-the-antidepressant-molecule-ursolic-acid
#4
Rajeev K Singla, Luciana Scotti, Ashok K Dubey
BACKGROUND: Ursolic acid, a bioactive pentacyclic triterpenoid had been evaluated for its interaction with the neurological targets associated with antidepressant drugs. Current study was to mechanistically analyze the probable site of action for ursolic acid on the target proteins. METHODS: Ursolic acid has been docked with monoamine oxidase isoforms: MAO-A and MAO-B, LeuT (homologue of SERT, NET, DAT) and Human C-terminal CAP1 using GRIP docking methodology. RESULTS: Results revealed its non-selective antidepressant action with strong binding affinity towards LeuT and MAO-A proteins, which was found to be comparable with the reference ligands like chlorgyline, clomipramine, sertraline and deprenyl / selegiline...
December 29, 2016: Current Neuropharmacology
https://www.readbyqxmd.com/read/28025900/phytochemical-and-biological-evaluation-of-salvia-apiana
#5
Radhakrishnan Srivedavyasasri, Taylor Hayes, Samir A Ross
Salvia apiana (white sage, Lamiaceae family) plant is native to southern California and parts of Mexico. Some Native American tribes local to this region consider S. apiana to be sacred and burn the leaves as incense for purification ceremonies. The plant has been used to treat sore throats, coughs, chest colds, upper respiratory infections and poison oak rashes. The aqueous ethanolic extract of S. apiana showed moderate CB1 activity (58.3% displacement). Chromatographic purification of the ethanolic extract on silica gel column led to isolation of nine compounds: rosmadial (I), carnosol (II), 16-hydroxycarnosol (III), sageone (IV), cirsimaritin (V), salvigenin (VI), oleanolic acid (VII), 3β,28-dihydroxy-urs-12-ene (VIII), and ursolic acid (IX)...
December 27, 2016: Natural Product Research
https://www.readbyqxmd.com/read/28025124/major-triterpenoids-in-chinese-hawthorn-crataegus-pinnatifida-and-their-effects-on-cell-proliferation-and-apoptosis-induction-in-mda-mb-231-cancer-cells
#6
Lingrong Wen, Ruixue Guo, Lijun You, Arshad Mehmood Abbasi, Tong Li, Xiong Fu, Rui Hai Liu
The cytotoxicity and antiproliferative effect of phytochemicals presenting in the fruits of Chinese hawthorn (Crataegus pinnatifida) were evaluated. Shanlihong (Crataegus pinnatifida Bge. var. major N.E.Br.) variety possessed significant levels of flavonoids and triterpenoids, and showed potent antiproliferative effect against HepG2, MCF-7 and MDA-MB- 231 human cancer cells lines. Triterpenoids-enriched fraction (S9) prepared by Semi-preparative HPLC, and its predominant ingredient ursolic acid (UA) demonstrated remarkably antiproliferative activities for all the tested cancer cell lines...
December 23, 2016: Food and Chemical Toxicology
https://www.readbyqxmd.com/read/28008473/cyp716a179-functions-as-a-triterpene-c-28-oxidase-in-tissue-cultured-stolons-of-glycyrrhiza-uralensis
#7
Keita Tamura, Hikaru Seki, Hideyuki Suzuki, Mareshige Kojoma, Kazuki Saito, Toshiya Muranaka
CYP716A179, a cytochrome P450 monooxygenase expressed predominantly in tissue-cultured stolons of licorice ( Glycyrrhiza uralensis ), functions as a triterpene C-28 oxidase in the biosynthesis of oleanolic acid and betulinic acid. Cytochrome P450 monooxygenases (P450s) play key roles in the structural diversification of plant triterpenoids. Among these, the CYP716A subfamily, which functions mainly as a triterpene C-28 oxidase, is common in plants. Licorice (Glycyrrhiza uralensis) produces bioactive triterpenoids, such as glycyrrhizin and soyasaponins, and relevant P450s (CYP88D6, CYP72A154, and CYP93E3) have been identified; however, no CYP716A subfamily P450 has been isolated...
December 22, 2016: Plant Cell Reports
https://www.readbyqxmd.com/read/28003581/triterpenes-suppress-octanoylated-ghrelin-production-in-ghrelin-expressing-human-gastric-carcinoma-cells
#8
Kensuke Nakajima, Shigeru Oiso, Takuhiro Uto, Osamu Morinaga, Yukihiro Syoyama, Hiroko Kariyazono
Ghrelin is an appetite-stimulating peptide hormone with an octanoyl modification at serine 3 that is essential for its orexigenic effect. Ghrelin O-acyltransferase (GOAT) is the enzyme that catalyzes ghrelin acylation using fatty acyl-coenzyme A as a substrate. We previously developed an assay system based on the AGS-GHRL8 cell line that produces octanoylated ghrelin in the presence of octanoic acid, and demonstrated that some fatty acids suppressed octanoylated ghrelin production. Recent studies have reported that triterpenes have anti-obesity effect...
2016: Biomedical Research
https://www.readbyqxmd.com/read/27999607/effect-of-loquat-leaf-extract-on-muscle-strength-muscle-mass-and-muscle-function-in-healthy-adults-a-randomized-double-blinded-and-placebo-controlled-trial
#9
Young Hye Cho, Sang Yeoup Lee, Cheol Min Kim, Nam Deuk Kim, Sangmin Choe, Chang-Hyung Lee, Jin-Hong Shin
Ursolic acid (UA) is the major active component of the loquat leaf extract (LLE) and several previous studies have indicated that UA may have the ability to prevent skeletal muscle atrophy. Therefore, we conducted a randomized, double-blind, and placebo-controlled study to investigate the effects of the LLE on muscle strength, muscle mass, muscle function, and metabolic markers in healthy adults; the safety of the compound was also evaluated. We examined the peak torque/body weight at 60°/s knee extension, handgrip strength, skeletal muscle mass, physical performance, and metabolic parameters at baseline, as well as after 4 and 12 weeks of intervention...
2016: Evidence-based Complementary and Alternative Medicine: ECAM
https://www.readbyqxmd.com/read/27987693/poly-lactic-acid-nanoparticles-loaded-with-ursolic-acid-characterization-and-in-vitro-evaluation-of-radical-scavenging-activity-and-cytotoxicity
#10
Emilli Antônio, Osmar Dos Reis Antunes, Isis Souza de Araújo, Najeh Maissar Khalil, Rubiana Mara Mainardes
The purpose of this study was to develop poly(lactic acid) (PLA) nanoparticles containing ursolic acid (UA) by an emulsification-solvent evaporation technique and evaluate the radical scavenging activity over hypochlorous acid (HOCl) and cytotoxicity over erythrocytes and tumor cells. Nanoparticles were successfully obtained and presented mean size of 246nm with spherical or slightly oval morphology, negative zeta potential and 96% of UA encapsulation efficiency. Analyses of FTIR, XRD and DSC-DTG suggest interaction/complexation of UA with PLA matrix and drug amorphization promoted by nanoencapsulation process...
February 1, 2017: Materials Science & Engineering. C, Materials for Biological Applications
https://www.readbyqxmd.com/read/27987679/ursolic-acid-liposomes-with-chitosan-modification-promising-antitumor-drug-delivery-and-efficacy
#11
REVIEW
Meili Wang, Tingting Zhao, Yanping Liu, Qianqian Wang, Shanshan Xing, Lei Li, Longgang Wang, Lanxiang Liu, Dawei Gao
There are tremendous challenges on antitumor and its therapeutic drugs, and preparation of highly efficient nano-vehicles represents one of the novel topics in antitumor pharmaceutical field. Herein, the novel chitosan-coated ursolic acid (UA) liposome (CS-UA-L) was efficiently prepared with highly tumor targeting, drug controlled release and low side-effect. The CS-UA-L was uniformly spherical particles with diameter of ~130nm, and the size was more easily trapped into the tumor tissues. Chitosan modification can make liposomes carrying positive charges, which were inclined to combine with the negative charges on the surface of tumor cells, and then the CS-UA-L could release UA rapidly at pH5...
February 1, 2017: Materials Science & Engineering. C, Materials for Biological Applications
https://www.readbyqxmd.com/read/27984757/therapeutic-effect-of-ursolic-acid-in-experimental-visceral-leishmaniasis
#12
Jéssica A Jesus, Thais N Fragoso, Eduardo S Yamamoto, Márcia D Laurenti, Marcelo S Silva, Aurea F Ferreira, João Henrique G Lago, Gabriela S Gomes, Luiz Felipe D Passero
Leishmaniasis is an important neglected tropical disease, affecting more than 12 million people worldwide. The available treatments are not well tolerated and present diverse side effects in patients, justifying the search for new therapeutic compounds. In the present study, the therapeutic potential and toxicity of ursolic acid (UA), isolated from the leaves of Baccharis uncinella C. DC. (Asteraceae), were evaluated in experimental visceral leishmaniasis. To evaluate the therapeutic potential of UA, hamsters infected with L...
December 8, 2016: International Journal for Parasitology, Drugs and Drug Resistance
https://www.readbyqxmd.com/read/27927056/bioassay-guided-fractionation-and-identification-of-%C3%AE-amylase-inhibitors-from-syzygium-cumini-leaves
#13
Jeyakumaran Poongunran, Handunge Kumudu Irani Perera, Lalith Jayasinghe, Irushika Thushari Fernando, Ramaiah Sivakanesan, Hiroshi Araya, Yoshinori Fujimoto
CONTEXT: Pancreatic α-amylase and α-glucosidase inhibitors serve as important strategies in the management of blood glucose. Even though Syzygium cumini (L.) Skeels (Myrtaceae) (SC) is used extensively to treat diabetes; scientific evidence on antidiabetic effects of SC leaves is scarce. OBJECTIVE: SC leaf extract was investigated for α-amylase inhibitory effect and continued with isolation and identification of α-amylase inhibitors. MATERIALS AND METHODS: Bioassay-guided fractionation was conducted using in vitro α-amylase inhibitory assay (with 20-1000 μg/mL test material) to isolate the inhibitory compounds from ethyl acetate extract of SC leaves...
December 2017: Pharmaceutical Biology
https://www.readbyqxmd.com/read/27923139/plga-peg-plga-triblock-copolymeric-micelles-as-oral-drug-delivery-system-in-vitro-drug-release-and-in-vivo-pharmacokinetics-assessment
#14
Xiufen Chen, Jianzhong Chen, Bowen Li, Xiang Yang, Rongjie Zeng, Yajun Liu, Tao Li, Rodney J Y Ho, Jingwei Shao
Poly (d,l-lactide-co-glycolide)-poly (ethylene glycol)-poly (d,l-lactide-co-glycolide) triblock copolymers (PLGA-PEG-PLGA) has been proven to be desirable for anti-cancer drug delivery by intravenous administration. But till now there is no report of developing this micelle as a sustained oral formulation for cancer therapy. 3β-acetoxy-urs-12-en-28-oic acid hexamethylenediamine (US597), a derivative of natural product ursolic acid has been developed as a novel cancer metastasis chemopreventive agent by us...
November 26, 2016: Journal of Colloid and Interface Science
https://www.readbyqxmd.com/read/27916903/combined-use-of-zoledronic-acid-augments-ursolic-acid-induced-apoptosis-in-human-osteosarcoma-cells-through-enhanced-oxidative-stress-and-autophagy
#15
Chia-Chieh Wu, Yi-Fu Huang, Chen-Pu Hsieh, Pin-Ju Chueh, Yao-Li Chen
Ursolic acid (UA), a naturally occurring pentacyclic triterpene acid found in many medicinal herbs and edible plants, triggers apoptosis in several tumor cell lines but not in human bone cancer cells. Most recently, we have demonstrated that UA exposure reduces the viability of human osteosarcoma MG-63 cells through enhanced oxidative stress and apoptosis. Interestingly, an inhibitor of osteoclast-mediated bone resorption, zoledronic acid (ZOL), also a third-generation nitrogen-containing bisphosphonate, is effective in the treatment of bone metastases in patients with various solid tumors...
November 30, 2016: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/27897418/suppression-of-muscle-wasting-by-the-plant-derived-compound-ursolic-acid-in-a-model-of-chronic-kidney-disease
#16
Rizhen Yu, Ji-An Chen, Jing Xu, Jin Cao, Yanlin Wang, Sandhya S Thomas, Zhaoyong Hu
BACKGROUND: Muscle wasting in chronic kidney disease (CKD) and other catabolic disorders contributes to morbidity and mortality, and there are no therapeutic interventions that regularly and safely block losses of muscle mass. We have obtained evidence that impaired IGF-1/insulin signalling and increases in glucocorticoids, myostatin and/or inflammatory cytokines that contribute to the development of muscle wasting in catabolic disorders by activating protein degradation. METHODS: Using in vitro and in vivo models of muscle wasting associated with CKD or dexamethasone administration, we measured protein synthesis and degradation and examined mechanisms by which ursolic acid, derived from plants, could block the loss of muscle mass stimulated by CKD or excessive levels of dexamethasone...
November 17, 2016: Journal of Cachexia, Sarcopenia and Muscle
https://www.readbyqxmd.com/read/27867276/ursolic-acid-a-natural-pentacylcic-triterpene-from-ochrosia-elliptica-and-its-role-in-the-management-of-certain-neglected-tropical-diseases
#17
Rola M Labib, Sherif S Ebada, Fadia S Youssef, Mohamed L Ashour, Samir A Ross
BACKGROUND: Leishmaniasis and African trypanosomiasis are recognized as the leading causes of mortality and morbidity with the greatest prevalence in the developing countries. They affect more than one billion of the poorest people on the globe. OBJECTIVE: To find a cheap, affordable, safe, and efficacious antileshmanial and antitrypanosomal natural drug and to elucidate its probable mode of action. MATERIALS AND METHODS: Phytochemical investigation of the non-polar fraction of the methanol extract of leaves of Ochrosia elliptica Labill...
October 2016: Pharmacognosy Magazine
https://www.readbyqxmd.com/read/27855928/ursolic-acid-from-apple-pomace-and-traditional-plants-a-valuable-triterpenoid-with-functional-properties
#18
REVIEW
Simone Tasca Cargnin, Simone Baggio Gnoatto
Apple juice production generates a large amount of residue comprising mainly peels, seeds, and pulp, known as apple pomace. In the global context, Brazil ranks 11th in apple production and thousands of tons of apple pomace are produced every year. This by-product is little explored, since it is a rich and heterogeneous mixture, containing interesting phytochemical groups. Among them, ursolic acid (UA) has attracted attention because of its therapeutic potential. UA is a pentacyclic triterpene found too in several traditional plants, and has shown several functional properties such as antibacterial, antiprotozoal, anti-inflammatory and antitumor...
April 1, 2017: Food Chemistry
https://www.readbyqxmd.com/read/27822011/ursolic-acid-sensitizes-cisplatin-resistant-hepg2-ddp-cells-to-cisplatin-via-inhibiting-nrf2-are-pathway
#19
Shouhai Wu, Tianpeng Zhang, Jingsheng Du
BACKGROUND: Combinations of adjuvant sensitizers with anticancer drugs is a promising new strategy to reverse chemoresistance. Ursolic acid (UA) is one of the natural pentacyclic triterpene compounds known to have many pharmacological characteristics such as anti-inflammatory and anticancer properties. This study investigates whether UA can sensitize hepatocellular carcinoma cells to cisplatin. MATERIALS AND METHODS: Cells were transfected with nuclear factor erythroid-2-related factor 2 (Nrf2) small interfering RNA and Nrf2 complementary DNA by using Lipofectin 2000...
2016: Drug Design, Development and Therapy
https://www.readbyqxmd.com/read/27809705/potential-use-of-nanocarriers-with-pentacyclic-triterpenes-in-cancer-treatments
#20
Karina Valdés, Javier Morales, Lennin Rodríguez, Germán Günther
Ursolic, oleanolic and betulinic acids are representative pentacyclic triterpenoids found in various plants and fruits. Despite having marked antitumor potentials, the very poor water solubility of these triterpenes hinders treatment development. Nanotechnology can enhance solubility, stability, bioavailability and phytochemical delivery, improving the therapeutic efficiency of triterpenes. This review focuses on the formulation, characterization and in vitro/in vivo evaluation of several delivery nanosystems used to enhance the physicochemical properties of ursolic, oleanolic and betulinic acids...
November 4, 2016: Nanomedicine
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