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Triterpenoids

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https://www.readbyqxmd.com/read/28081477/pharmacokinetic-studies-of-active-triterpenoid-saponins-and-the-total-secondary-saponin-from-anemone-raddeana-regel
#1
Dandan Zhang, Tianli Lei, Chongning Lv, Huimin Zhao, Haiyan Xu, Jincai Lu
The rhizome of Anemone raddeana Regel, a Traditional Chinese Medicine (TCM) which has a robust history treating rheumatism and neuralgia. The total secondary saponin (TSS) from it has demonstrated antitumor activity. In this study, a rapid and validated LC-MS/MS method was developed to simultaneously determine the active compounds (Hederacolchiside A1 and Eleutheroside K). Analytes were separated on a reverse-phase C18 column with acetonitrile-water (5mmol/L ammonium acetate) as the mobile phase. This assay showed acceptable linearity (r>0...
January 3, 2017: Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences
https://www.readbyqxmd.com/read/28079108/improving-the-concentrations-of-the-active-components-in-the-herbal-tea-ingredient-uraria-crinita-the-effect-of-post-harvest-oven-drying-processing
#2
Jung Chao, Yuntao Dai, Hao-Yuan Cheng, Wing Lam, Yung-Chi Cheng, Ke Li, Wen-Huang Peng, Li-Heng Pao, Ming-Tsuen Hsieh, Xue-Mei Qin, Meng-Shiou Lee
Uraria crinita is widely used as a popular folk drink; however, little is known about how the post-harvest operations affect the chemical composition and bioactivity of UC. We assessed three drying methods (Oven-drying, Air-drying, Sun-drying), as well as the Oven-drying temperature using metabolomics approaches and bioactivity assays. The samples processed at 40 degree show a greater effect on the levels of estrogen receptor-alpha activity and nuclear factor erythroid 2-related factor 2 activity, anti-oxidative activity, and cyclooxygenase-2 inhibition compared with the other samples...
January 12, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28078994/modulation-of-tumour-related-signaling-pathways-by-natural-pentacyclic-triterpenoids-and-their-semisynthetic-derivatives
#3
Andrey V Markov, Evgeniya B Logashenko, Marina A Zenkova
Pentacyclic triterpenoids are a large class of natural isoprenoids that are widely biosynthesized in higher plants. These compounds are potent anticancer agents that exhibit antiproliferative, antiangiogenic, antiinflammatory and proapoptotic activities. Although their effects on multiple pathways have been reported, unifying mechanisms of action have not yet been established. To date, a huge number of semisynthetic derivatives have been synthesized in different laboratories on the basis of triterpenoid scaffolds, and many have been assayed for their biological activities...
January 12, 2017: Current Medicinal Chemistry
https://www.readbyqxmd.com/read/28078535/tubulin-polymerization-stimulating-activity-of-ganoderma-triterpenoids
#4
Toshitaka Kohno, Tran Hai-Bang, Qinchang Zhu, Yhiya Amen, Seiichi Sakamoto, Hiroyuki Tanaka, Satoshi Morimoto, Kuniyoshi Shimizu
Tubulin polymerization is an important target for anticancer therapies. Even though the potential of Ganoderma triterpenoids against various cancer targets had been well documented, studies on their tubulin polymerization-stimulating activity are scarce. This study was conducted to evaluate the effect of Ganoderma triterpenoids on tubulin polymerization. A total of twenty-four compounds were investigated using an in vitro tubulin polymerization assay. Results showed that most of the studied triterpenoids exhibited microtuble-stabilizing activity to different degrees...
January 11, 2017: Journal of Natural Medicines
https://www.readbyqxmd.com/read/28075477/escin-induces-apoptosis-in-human-renal-cancer-cells-through-g2-m-arrest-and-reactive-oxygen-species-modulated-mitochondrial-pathways
#5
Sheau-Yun Yuan, Chen-Li Cheng, Shian-Shiang Wang, Hao-Chung Ho, Kun-Yuan Chiu, Chuan-Shu Chen, Cheng-Che Chen, Ming-Yuh Shiau, Yen-Chuan Ou
Escin, a natural pentacyclic triterpenoid compound, exhibits antitumor effects on various types of human cancer cells, but its effect on human renal cancer cells has not been fully elucidated. In the present study, we demonstrated that escin elicits cytotoxic effects on human renal cancer cells (786-O and Caki-1) in a dose-dependent manner, as determined by MTT assay. Escin induced G2/M arrest, and then increased the sub-G1 population, Annexin V binding, activation of caspase-9/-3, cleavage of poly(ADP-ribose) polymerase (PARP) and Bax protein...
January 3, 2017: Oncology Reports
https://www.readbyqxmd.com/read/28071886/boronlectin-polyelectrolyte-ensembles-as-artificial-tongue-design-construction-and-application-for-discriminative-sensing-of-complex-glycoconjugates-from-panax-ginseng
#6
Xiao-Tai Zhang, Shu Wang, Guo-Wen Xing
Ginsenoside is a large family of triterpenoid saponins from panax ginseng, which possesses various important biological functions. Due to the very similar structures of these complex glycoconjugates, it is crucial to develop powerful analytic method to identify ginsenosides qualitatively or quantitatively. We herein report an eight-channel fluorescent sensor array as artificial tongue to achieve the discriminative sensing of ginsenosides. The fluorescent cross-responsive array was constructed by four boronlectins bearing flexible boronic acid moieties (FBAs) with multiple reactive sites and two linear poly(phenylene-ethynylene) (PPEs)...
January 10, 2017: ACS Applied Materials & Interfaces
https://www.readbyqxmd.com/read/28071864/simultaneous-determination-of-four-triterpenoid-saponins-in-aralia-elata-leaves-by-hplc-elsd-combined-with-hierarchical-clustering-analysis
#7
Yichun Sun, Baimei Li, Xiaoting Lin, Juan Xue, Zhibin Wang, Hongwei Zhang, Hai Jiang, Qiuhong Wang, Haixue Kuang
INTRODUCTION: Aralia elata leaves are known to have several biological activities, including anti-arrythmia, antitumor, anti-inflammatory, anti-fatigue, antimicrobial and antiviral effects. Our previous study found that triterpenoid saponins from the leaves of A. elata had antitumor effects. Quantification of the triterpenoids is important for the quality control of A. elata leaves. OBJECTIVE: To establish high-performance liquid chromatography coupled with evaporative light scattering detection (HPLC-ELSD) for the simultaneous determination of four major triterpenoid saponins, including Aralia-saponin IV, Aralia-saponin VI, 3-O-β-d- glucopyranosyl-(1 → 3)-β-d-glucopyranosyl-(1 → 3)-β-d-glucopyranosyl oleanolic acid 28-O-β-d-glucopyranoside (Aralia-saponin TTP)and Aralia-saponin V...
January 10, 2017: Phytochemical Analysis: PCA
https://www.readbyqxmd.com/read/28068839/antituberculosis-compounds-from-a-deep-sea-derived-fungus-aspergillus-sp-scsio-ind09f01
#8
Xiaowei Luo, Xuefeng Zhou, Xiuping Lin, Xiaochu Qin, Tianyu Zhang, Junfeng Wang, Zhengchao Tu, Bin Yang, Shengrong Liao, Yongqi Tian, Xiaoyan Pang, Kumaravel Kaliyaperumal, Jian Lin Li, Huaming Tao, Yonghong Liu
Eleven diketopiperazine and fumiquinazoline alkaloids (1-11) together with a tetracyclic triterpenoid helvolic acid (12) were obtained from the cultures of a deep-sea derived fungus Aspergillus sp. SCSIO Ind09F01. The structures of these compounds (1-12) were determined mainly by the extensive NMR, ESIMS spectra data and by comparison with previously described compounds. Besides, anti-tuberculosis, cytotoxic, antibacterial, COX-2 inhibitory and antiviral activities of these compounds were evaluated. Gliotoxin (3), 12,13-dihydroxy-fumitremorgin C (11) and helvolic acid (12) exhibited very strong anti-tuberculosis activity towards Mycobacterium tuberculosis with the prominent MIC50 values of <0...
January 9, 2017: Natural Product Research
https://www.readbyqxmd.com/read/28066112/in-vitro-effectiveness-of-triterpenoids-and-their-synergistic-effect-with-antibiotics-against-staphylococcus-aureus-strains
#9
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/28064091/dose-response-characteristics-of-clematis-triterpenoid-saponins-and-clematichinenoside-ar-in-rheumatoid-arthritis-rats-by-liquid-chromatography-mass-spectrometry-based-serum-and-urine-metabolomics
#10
Rui Li, Lin-Xiu Guo, Yi Li, Wen-Qi Chang, Jian-Qun Liu, Li-Fang Liu, Gui-Zhong Xin
Clematidis Radix et Rhizoma is a traditional Chinese medicine widely used for treating arthritic disease. Clematis triterpenoid saponins (TS) and clematichinenoside AR (C-AR) have been considered to be responsible for its antiarthritic effects. However, the underling mechanism is still unclear because of their low bioavailability. To address of this issue, metabolomics tools were performed to determine metabolic variations associated with rheumatoid arthritis (RA) and responses to Clematis TS, C-AR and positive drug (Triptolide, TP) treatments...
December 29, 2016: Journal of Pharmaceutical and Biomedical Analysis
https://www.readbyqxmd.com/read/28062072/two-rare-antioxidant-and-anti-inflammatory-oleanenes-from-loop-root-asiatic-mangrove-rhizophora-mucronata
#11
Kajal Chakraborty, Vamshi Krishna Raola
Two oleanenes, olean-18(19)-en-3β-yl-(3,6-dimethyl-3E,6Z-dienoate) and (13α)-27-frido-olean-14(15)-en-(17α)-furanyl-3β-ol representing a class of rare natural pentacyclic triterpenoids were isolated from the chloroform extract of Asiatic mangrove, Rhizophora mucronata Lam. (Family: Rhizophoraceae). The furanyl oleanene exhibited significantly greater antioxidative activities (IC50 0.73-0.76 mg/mL), than prenylated oleanene (IC50 0.84-0.96 mg/mL) (P < 0.05). No significant differences in anti-5-lipoxygenase activities of these compounds with the synthetic drug ibuprofen was discernable (IC50 0...
January 3, 2017: Phytochemistry
https://www.readbyqxmd.com/read/28054176/oleanane-triterpenoids-from-akebiae-caulis-exhibit-inhibitory-effects-on-a%C3%AE-42-induced-fibrillogenesis
#12
Md Anisuzzaman Chowdhury, Hae Ju Ko, Hwan Lee, Md Aminul Haque, Il-Seon Park, Dong-Sung Lee, Eun-Rhan Woo
Previous phytochemical investigations of Akebiae Caulis resulted in the isolation of triterpenes, triterpene glycosides, phenylethanoid glycosides and megastigmane glycoside. Amyloid beta (Aβ), the main component of the senile plaques detected in Alzheimer's disease, induces cell death. However, only a limited number of studies have addressed the biological and pharmacological effects of Akebiae Caulis. In particular, the inhibitory activity of Akebiae Caulis against Aβ42 fibrillogenesis remains unclear. Herein, a new triterpene glycoside, akequintoside F (1), along with nine known compounds pulsatilla saponin A (2), collinsonidin (3), akebonic acid (4), hederagenin (5), 1-(3',4'-dihydroxycinnamoyl) cyclopentane-2,3-diol (6), asperosaponin C (7), leontoside A (8), quinatic acid (9), and quinatoside A (10) were isolated from Akebiae Caulis using repeated column chromatography with silica gel, LiChroprep RP-18, and MCI gel...
January 4, 2017: Archives of Pharmacal Research
https://www.readbyqxmd.com/read/28052515/cytotoxic-triterpenoids-from-the-barks-of-betula-platyphylla-var-japonica
#13
Hee Jeong Eom, Hee Rae Kang, Sang Un Choi, Ki Hyun Kim
Phytochemical investigation on the barks of Betula platyphylla var. japonica (Betulaceae) was carried out, resulting in the isolation and identification of three new triterpenoids, 27-O-cis-caffeoylcylicodiscic acid (1), 27-O-cis-feruloylcylicodiscic acid (2), and 27-O-cis-caffeoylmyricerol (3), along with six known triterpenoids, obtusilinin (4), winchic acid (5), 27-O-trans-caffeoylcylicodiscic acid (6), uncarinic acid E (7), myriceric acid B (8), and 3-O-caffeoyloleanolic acid (9). The structures of the new compounds were elucidated by extensive spectroscopic methods, including 1D, 2D NMR, and HR-ESI-MS...
January 4, 2017: Chemistry & Biodiversity
https://www.readbyqxmd.com/read/28052025/cytotoxic-lanostane-type-triterpenoids-from-the-fruiting-bodies-of-ganoderma-lucidum-and-their-structure-activity-relationships
#14
Shaodan Chen, Xiangmin Li, Tianqiao Yong, Zhanggen Wang, Jiyan Su, Chunwei Jiao, Yizhen Xie, Burton B Yang
We conducted a study of Ganoderma lucidum metabolites and isolated 35 lanostane-type triterpenoids, including 5 new ganoderols (1-5). By spectroscopy, we compared the structures of these compounds with known related compounds in this group. All of the isolated compounds were assayed for their effect against the human breast carcinoma cell line MDA-MB-231 and hepatocellular carcinoma cell line HepG2. Corresponding three-dimensional quantitative structure-activity relationship (3D-QSAR) models were built and analyzed using Discovery Studio...
December 28, 2016: Oncotarget
https://www.readbyqxmd.com/read/28050854/saxifragifolin-d-attenuates-phagosome-maturation-arrest-in-mycobacterium-tuberculosis-infected-macrophages-via-an-ampk-and-vps34-dependent-pathway
#15
Jia Zhou, Rui Xu, Xian-Zhi Du, Xiang-Dong Zhou, Qi Li
Saxifragifolin D (SD), a traditional Chinese medicine, is a pentacyclic triterpenoid compound first isolated from Androsace umbellata. Various plant triterpenoids have been reported to exhibit antitubercular activity. In this study, THP-1-derived macrophages were infected with an attenuated M. tuberculosis (M.tb) strain, H37Ra. Intracellular replication of M.tb was evaluated by counting the colonies after 4 weeks of incubation. The results indicated that SD treatment reduced the intracellular replication of M...
December 2017: AMB Express
https://www.readbyqxmd.com/read/28043655/triterpene-saponins-from-the-roots-of-acacia-albida-del-mimosaceae
#16
Abdou Tchoukoua, Turibio Kuiate Tabopda, Shota Uesugi, Misa Ohno, Ken-Ichi Kimura, Eunsang Kwon, Hiroyuki Momma, Ibrahim Horo, Özgen Alankuş Çalişkan, Yoshihito Shiono, Bonaventure Tchaleu Ngadjui
Seven previously undescribed bidesmosidic triterpenoid saponins named albidosides A - G, were isolated from a methanol extract of the roots of Acacia albida. Their structures were elucidated using 1D and 2D NMR spectroscopy and mass spectrometry and determined to be bidesmosides of oleanolic acid and of 16α-hydroxyoleanolic acid. Albidosides B - G were assayed for their cytotoxicity against HeLa and HL60 cells using MTT method and microscopic observation.
December 30, 2016: Phytochemistry
https://www.readbyqxmd.com/read/28035554/a-new-saponin-from-acanthopanax-koreanum-with-anti-inflammatory-activity
#17
Le Duc Dat, Nguyen Phuong Thao, Bui Thi Thuy Luyen, Bui Huu Tai, Mi Hee Woo, Zahid Manzoor, Irshad Ali, Young Sang Koh, Young Ho Kim
Twelve saponins were isolated from the leaves of Acanthopanax koreanum, including one new lupane-type triterpene glycoside, named acankoreoside R (1), together with 11 known triterpenoid saponins (2-12). Their structures were elucidated by 1D and 2D nuclear magnetic resonance (NMR), mass spectroscopic data (MS). All of the fractions and isolated saponins were evaluated for anti-inflammatory activities in lipopolysaccharide (LPS)-stimulated bone marrow-derived dendritic cells (BMDCs) by ELISA. Among them, compounds 1-5, 7, 10, and 12 showed strong inhibitions towards interleukin-12 (IL-12) production with IC50 values ranging from 1...
December 29, 2016: Archives of Pharmacal Research
https://www.readbyqxmd.com/read/28034283/in-silico-studies-revealed-multiple-neurological-targets-for-the-antidepressant-molecule-ursolic-acid
#18
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/28033541/rhodamine-b-conjugates-of-triterpenoic-acids-are-cytotoxic-mitocans-even-at-nanomolar-concentrations
#19
Sven Sommerwerk, Lucie Heller, Christoph Kerzig, Annemarie E Kramell, René Csuk
Triterpenoic acids 1-6 exhibited very low or no cytotoxicity at all, but their corresponding 2,3-di-O-acetyl-piperazinyl amides 13-18 showed low EC50 values for several human tumor cell lines. Their cytotoxicity, however, was also high for the non-malignant mouse fibroblasts NIH 3T3. A significant improvement was achieved by preparing the rhodamine B derivatives 19-24. While rhodamine B is not cytotoxic (up to a concentration of 30μM - cut-off of the assay), the triterpenoid piperazine-spacered rhodamine B derivatives were cytotoxic in nano-molar concentration...
December 23, 2016: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28032759/polycycloiridals-with-a-cyclopentane-ring-from-iris-tectorum
#20
Chun-Lei Zhang, Zhi-You Hao, Yan-Fei Liu, Yan Wang, Guo-Ru Shi, Zhi-Bo Jiang, Ruo-Yun Chen, Zheng-Yu Cao, De-Quan Yu
Six new iridal-type triterpenoids containing an unprecedented cyclopentane ring, polycycloiridals E-J (1-6), were isolated from a large-scale re-extraction of Iris tectorum. A possible biosynthesis pathway is postulated. The known spirioiridotectal D (7) was also obtained in the current investigation, and its structure was unequivocally defined using X-ray diffraction data. Compound 7 suppressed LPS-activated NO production in the BV2 cell line with an IC50 value of 0.54 μM.
December 29, 2016: Journal of Natural Products
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