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https://www.readbyqxmd.com/read/29914109/betulin-suppresses-osteoclast-formation-via-down-regulating-nfatc1
#1
Kwang-Jin Kim, Yongjin Lee, Hae-Gwang Hwang, Sang Hyun Sung, Mina Lee, Young-Jin Son
Osteoporosis is a disease characterized by osteoclast-mediated low bone mass. The modulation of osteoclasts is important for the prevention or therapeutic treatment of loss of bone mass. Osteoclasts, which are bone-resorbing multinucleated cells, are differentiated from the hematopoietic stem cell monocyte/macrophage lineage by Receptor activator of nuclear factor kappa-B ligand (RANKL) expressed from osteoblasts and stromal cells. RANKL signaling ultimately activates nuclear factor of activated T Cells 1 (NFATc1), which is a master transcription factor in osteoclastogenesis...
June 15, 2018: Journal of Clinical Medicine
https://www.readbyqxmd.com/read/29911425/enzymatic-glycosylation-of-oleanane-type-triterpenoids
#2
Kuan Chen, Junbin He, Zhimin Hu, Wei Song, Liyan Yu, Kai Li, Xue Qiao, Min Ye
Glycosylation is an effective approach to improve the druggability of natural products by increasing their water solubility. In this work, we report the glycosylation of oleanane-type triterpenoids by a recombinant microbial glycosyltransferase YjiC1. A preliminary screening test indicated YjiC1 exhibited robust capabilities for O-glycosylation of triterpenoids, based on LC/MS analysis. Among the products, two new compounds (2a and 3a), together with a known one (1a), were isolated and characterized. These products exhibited improved water solubility, and 3a showed moderate anti-HIV activities at 100 μM...
June 17, 2018: Journal of Asian Natural Products Research
https://www.readbyqxmd.com/read/29906558/iridal-type-triterpenoids-with-anti-hbv-activity-from-iris-confusa
#3
Xinglong Chen, Xiuqiong Zhang, Yunbao Ma, Zhentao Deng, Changan Geng, Jijun Chen
Five new iridal-type triterpenoids, named as spirioiridoconfal A-C (1-3), isobelamcandal (4) and 17-hydroxyl-27-ene-iridal (5), along with one known compound (6) were isolated from the whole plant of Iris confusa. Their structures were determined by extensive spectroscopic analyses. Compounds 3 and 6 showed moderate activity against HBV DNA replication in vitro with the IC50 value at 84.6 ± 24.9 (SI = 2.1) and 58.6 ± 6.1 (SI = 12.7) μM relatively.
June 12, 2018: Fitoterapia
https://www.readbyqxmd.com/read/29906557/pro-apoptotic-activity-of-new-triterpenoid-saponins-from-the-roots-of-albizia-adianthifolia-schumach-w-wight
#4
Olivier Placide Noté, Eutrophe Le Doux Kamto, Daniel Djou Toukea, Sarah Ali Aouazou, Joséphine Ngo Mbing, Christian Dominique Muller, Dominique Guillaume, Dieudonné Emmanuel Pegnyemb
As part of our study of the proapoptotic function of saponins from Cameroonian's Albizia genus, phytochemical investigation of the roots of Albizia adianthifolia led to the isolation of three new triterpenoid saponins, named adianthifoliosides GI (13). Their structures were established on the basis of extensive analysis of 1D and 2D NMR (1 H-, 13 C NMR, DEPT, COSY, TOCSY, NOESY, HSQC, HSQC-TOCSY and HMBC) and HRESIMS experiments, and by chemical evidence as 3-O-[β-d-glucopyranosyl-(1 → 2)-β-D-fucopyranosyl-(1 → 6)-β-d-glucopyranosyl]-21-O-{(2E,6S)-2-(hydroxymethyl)-6-methyl-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-(β-D-quinovopyranosyl)octa-2,7-dienoyl]}acacic acid-28-O-β-d-xylopyranosyl-(1 → 3)-[5-O-acetyl-α-L-arabinofuranosyl-(1 → 4)]-α-L-rhamnopyranosyl-(1 → 2)-β-d-glucopyranosyl ester (1), 3-O-[β-d-glucopyranosyl-(1 → 2)-β-D-fucopyranosyl-(1 → 6)-β-d-glucopyranosyl]-21-O-{(2E,6S)-2-(hydroxymethyl)-6-methyl-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-(β-D-quinovopyranosyl)octa-2,7-dienoyl]}acacic acid 28-O-β-d-xylopyranosyl-(1 → 3)-[α-L-arabinofuranosyl-1 → 4)]-α-L-rhamnopyranosyl-(1 → 2)-β-d-glucopyranosyl ester (2), and 3-O-[β-d-glucopyranosyl-(1 → 2)-β-D-fucopyranosyl-(1 → 6)-β-d-glucopyranosyl]-21-O-{(2E,6S)-2-(hydroxymethyl)-6-methyl-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-β-D-quinovopyranosyl}-2,6-dimethylocta-2,7-dienoyl}acacic acid 28-O-β-d-xylopyranosyl-(1 → 3)-[α-L-arabinofuranosyl-1 → 4)]-α-L-rhamnopyranosyl-(1 → 2)-β-d-glucopyranosyl ester (3)...
June 12, 2018: Fitoterapia
https://www.readbyqxmd.com/read/29902895/-biosynthesis-analysis-of-hederagenin-pathway-and-its-construction-in-yeast-cells
#5
Xiao-Lin Ma, Wei-Xian Li, Dong Wang, Fu-Ping Lu, Zhu-Bo Dai, Xue-Li Zhang
Hederagenin is an effective constituent of many medical plants, such as Clematidis Radix, and has a wide range of applications in anti-tumor, anti-inflammatory, antidepressant, hepatoprotective antibacterial, et al. In order to obtain the efficient production of yeast cells for hederagenin,we successfully cloned and screened out a P450 gene MdMA02 from Malus×domestica which can catalyze oleanolic acid C-23 oxidation with our developed plug and play platform. Its amino acid homology is only 32% as compared to characterized CYP72A68v2...
May 2018: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/29898432/microbial-cyclic-%C3%AE-1-%C3%A2-3-1-%C3%A2-6-glucans-as-potential-drug-carriers-interaction-studies-between-cyclic-%C3%AE-glucans-isolated-from-bradyrhizobium-japonicum-and-betulinic-acid
#6
Naga Sai Visweswar Kambhampati, Swayamsiddha Kar, Sai Siva Kumar Pinnepalli, Janardhana Chelli, Mukesh Doble
Betulinic acid (BA), a pentacyclic triterpenoid, is a very promising therapeutic drug with varied medicinal properties but it has low water solubility and consequentially low bioavailability. Cyclic β-(1 → 3),(1 → 6)-glucans (CBG), microbial cyclooligosaccharides produced by Bradyrhizobium japonicum ATCC 10324 having a cavity structure and good solubility in water have been tested for their ability to encapsulate betulinic acid and drug-binding interactions of CBG and BA were studied. First, in silico approach was employed to study the scope of any interaction between the CBG and BA...
May 28, 2018: Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy
https://www.readbyqxmd.com/read/29897270/an-endophytic-fungus-from-trichoderma-harzianum-swukd3-1610-that-produces-nigranoic-acid-and-its-analogues
#7
MeiJun Han, Dan Qin, TianTian Ye, Xiao Yan, JunQi Wang, XiaoXiang Duan, JinYan Dong
The objective of this study was to determine whether endophytic fungi, isolated from Kadsura angustifolia produce nigranoic acid and its highly oxygenated derivatives. From the 426 endophytic fungi screened, Trichoderma harzianum SWUKD3.1610 was detected to have a component with the same TLC Rf value and HPLC retention time as authentic nigranoic acid. This component was further confirmed as nigranoic acid by investigating the chemical composition of the fungal extracts. Besides (1), one new triterpenoid, 7β- schinalactone C (2), and two known minor compounds were isolated and characterized by HRESIMS, 1D and 2D NMR spectroscopic methods...
June 13, 2018: Natural Product Research
https://www.readbyqxmd.com/read/29897256/two-new-noroleanane-type-triterpenoid-saponins-from-the-stems-of-stauntonia-chinensis
#8
Tong-Tong Feng, Hui-Zheng Fu, Yi-Sheng Yang, Zhi-Qiang Zhou, Mian Dai, Hong-Yu Bi, Dong Wang
Two new noroleanane-type triterpenoid saponins, 3β,20α,24-trihydroxy-29-norolean-12-en-28-oic acid 24-O-β-L-fucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranoside (1) and 3β,20α,24-trihydroxy-29-norolean-12-en-28-oic acid 24-O-β-D-glucopyranosyl-(1→2)-[α-L-arabinopyranosyl-(1→3)]-β-D-glucopyranoside (2) were isolated from the stems of Stauntonia chinensis DC., together with three known compounds, brachyantheraoside B2 (3), eupteleasaponin Ⅷ (4) and fargoside B (5). Their structures were elucidated by spectroscopic and chemical methods...
June 13, 2018: Natural Product Research
https://www.readbyqxmd.com/read/29895796/pubescenosides-e%C3%A2-k-seven-new-triterpenoid-saponins-from-the-roots-of-ilex-pubescens-and-their-anti-inflammatory-activity
#9
Xiaoxu Qiao, Mengying Ji, Yunda Yao, Leilei Ma, Jinjun Wu, Guochao Liao, Hua Zhou, Zhongqiu Liu, Peng Wu
Seven new triterpenoid saponins ( 1 ⁻ 7 ), together with three known ones ( 8 ⁻ 10 ), were isolated from Ilex pubescens . Elucidation of their structures was performed based on high-resolution electrospray ionisation mass spectrometry (HR-ESI-MS), infrared spectra (IR), and nuclear magnetic resonance (NMR) spectroscopic data. The anti-inflammatory activity of the isolates toward lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages was investigated. The results demonstrated that compounds 3 , 5 , and 6 inhibited the expression of inducible nitric oxide synthase (iNOS) protein in comparison with LPS stimulation in RAW264...
June 12, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29890656/isolation-structural-elucidation-and-%C3%AE-glucosidase-inhibitory-activities-of-triterpenoid-lactones-and-their-relevant-biogenetic-constituents-from-ganoderma-resinaceum
#10
Xian-Qiang Chen, Li-Gen Lin, Jing Zhao, Ling-Xiao Chen, Yu-Ping Tang, De-Lun Luo, Shao-Ping Li
Ganoderma resinaceum has been used as an ethnomedicine for lowering blood sugar. To clarify the bioactive chemical constituents contributing to lower blood sugar, chemical investigation on the fruiting bodies of Ganoderma resinaceum was conducted by chromatographic techniques, and led to the isolation of 14 compounds. Their structures were elucidated as triterpenoid lactones ( 1 ⁻ 4 and 8 ) and ganoderma acids ( 5 ⁻ 7 and 9 ⁻ 14 ) based on the analysis of extensive spectroscopy (mass spectrometry (MS), nuclear magnetic resonance (NMR), infrared (IR), and ultraviolet (UV)) and comparison with literature data...
June 8, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29888775/triterpenoid-saponins-from-the-genus-camellia-structures-biological-activities-and-molecular-simulation-for-structure-activity-relationship
#11
REVIEW
Chuanjian Cui, Jianfa Zong, Yue Sun, Liang Zhang, Chi-Tang Ho, Xiaochun Wan, Ruyan Hou
This review summarizes the isolation, chemical identification, and biochemical activities of Camellia triterpenoid saponins, updating a previous review and encompassing all new studies through September 2017. Further, molecular simulations of the interaction between several known cytotoxic oleiferasaponin monomers and Interleukin-6 are discussed, demonstrating that molecular modeling is a convenient method to obtain structure-activity information.
June 11, 2018: Food & Function
https://www.readbyqxmd.com/read/29883724/alisol-a-24-acetate-ameliorates-nonalcoholic-steatohepatitis-by-inhibiting-oxidative-stress-and-stimulating-autophagy-through-the-ampk-mtor-pathway
#12
Chenqu Wu, Menghui Jing, Lijuan Yang, Lei Jin, Yicun Ding, Juan Lu, Qin Cao, Yuanye Jiang
Alisol A 24-acetate (AA), a natural triterpenoid isolated from the traditional Chinese medicine Rhizoma Alismatis, has various therapeutic effects. We investigated the anti-nonalcoholic steatohepatitis (NASH) effect of AA and its underlying mechanisms in vitro and in vivo. C57BL/6 mice were fed a methionine and choline-deficient (MCD) diet for 4 weeks to induce NASH. The mice were simultaneously treated with a daily dose of AA (15, 30, and 60 mg kg-1 , ig) for 4 weeks. On the last day, the animals were sacrificed and plasma and liver tissue were collected...
June 5, 2018: Chemico-biological Interactions
https://www.readbyqxmd.com/read/29882724/celastrol-as-a-pentacyclic-triterpenoid-with-chemopreventive-properties
#13
Priya Yadav, Vishal Jaswal, Ajay Sharma, Dharambir Kashyap, Hardeep S Tuli, Vivek K Garg, Shonkor K Das, R Srinivas
Celastrol is a highly investigated anticancer moiety. It is a pentacyclic triterpenoid, isolated several decades ago with promising role in chemoprevention. Celastrol has been found to target multiple proinflammatory, angiogenic and metastatic proteins. Inhibition of these targets results in significant reduction of cancer growth, survival and metastasis. This review summarizes the varied molecular targets of celastrol along with insight into the various recently published clinical, preclinical and industrial patents (2011-2017)...
June 8, 2018: Pharmaceutical Patent Analyst
https://www.readbyqxmd.com/read/29882439/potential-anti-inflammation-nor-oleanane-triterpenoids-from-the-fruits-of-stauntonia-brachyanthera
#14
Wei Yang, Mei Chen, Dali Meng, Peifeng Wei
The studies on Stauntonia brachyanthera led to the isolations of 7 normal and nor-oleanane triterpenoids, including 2 new ones. Compounds 1 and 3 showed moderate inhibitory activity on lipopolysaccharide (LPS)-induced nitric oxide production in RAW 264.7 macrophages with the IC50 values of 16.09 and 20.19 μM, respectively, which were stronger than that of positive control. A primary structure-activity relationship was also discussed, which revealed the anti-inflammation abilities of three types triterpenoids and their potential possibilities as the candidate compounds for the treatment of inflammation...
June 8, 2018: Natural Product Research
https://www.readbyqxmd.com/read/29882434/two-new-triterpenoids-with-antimicrobial-activity-from-the-leaves-and-twigs-of-orophea-yunnanensis
#15
Wei Zhao, Xiao-Wei Gong, Yuan-Xing Duan, Ji Yang, Xia Wu, Xian-Jun Jiang, Xiao-Hua Xu, Yong-Kuan Chen, Liu Yang, Fei Wang, Xiao-Long Yang
Two new triterpenoids, 3-O-(4',5'-dihydroxybenzoyl)-lup-20(29)-en (1) and 3-O-(6'-desmethysyringyl)-13α-methyl-27-norolean-14-en-3β-ol (2), were isolated from the leaves and twigs of Orophea yunnanensis. Their structures were identified by extensive spectroscopic experiments (NMR and MS) and comparison with literature data. Compounds 1 and 2 exhibited the moderate inhibitory activity against Sclerotinia sclerotiorum, Ceratocystis fimbriata and Verticillium dahliae Kleb with MIC values from 50 to 25 μg/mL, and also displayed the weak activity selectively against tested bacteria strains with MIC values from 100 to 50 μg/mL...
June 8, 2018: Natural Product Research
https://www.readbyqxmd.com/read/29879443/oleanolic-acid-attenuates-pcbs-induced-adiposity-and-insulin-resistance-via-hnf1b-mediated-regulation-of-redox-and-ppar%C3%AE-signaling
#16
Shuhao Su, Guangyuan Wu, Xiaodong Cheng, Junshu Fan, Jie Peng, Hongfei Su, Zhongrui Xu, Meng Cao, Zi Long, Yiming Hao, Ge Li, Shuang Li, Chunxu Hai, Xin Wang
Polychlorinated biphenyls (PCBs) exposure is closely associated with obesity and diabetes. However, the mechanism of PCBs-induced adiposity and insulin resistance is not clear and the intervention is limited. We have found that oleanolic acid (OA) is a natural triterpenoid, possessing antioxidant and anti-diabetic activity, and hepatocyte nuclear factor 1b (HNF1b) is an important regulator of glucose and lipid metabolism. The present study aimed to investigate the effect of OA on Aroclor 1254-induced adiposity and insulin resistance and explore the possible involvement of HNF1b...
June 4, 2018: Free Radical Biology & Medicine
https://www.readbyqxmd.com/read/29878406/lol2-and-lol5-loci-control-latex-production-by-laticifer-cells-in-euphorbia-lathyris
#17
Lourdes Castelblanque, Begoña Balaguer, Cristina Marti, Marianela Orozco, Pablo Vera
Laticifers are specialized plant cells capable of indefinite elongation that ramify extensively and are responsible for latex biosynthesis and accumulation. However, the mechanisms underlying laticifer cell differentiation, growth and production of latex remain largely unknown. In a search for mutants showing enhanced accumulation of latex we identified two LOT OF LATEX (LOL) loci in Euphorbia lathyris. lol2 and lol5 mutants show enhanced production of latex contained within laticifer cells. The recessive lol2 mutant carries increased biosynthesis of the plant hormone jasmonoyl-isoleucine (JA-Ile) and therefore establishes a genetic link between jasmonic acid (JA) signaling and latex production in laticifers...
June 7, 2018: New Phytologist
https://www.readbyqxmd.com/read/29877551/ethanol-extract-of-ganoderma-lucidum-ameliorates-lipid-metabolic-disorders-and-modulates-the-gut-microbiota-composition-in-high-fat-diet-fed-rats
#18
Wei-Ling Guo, Yu-Yang Pan, Lu Li, Tian-Tian Li, Bin Liu, Xu-Cong Lv
The objective of this study was to investigate the effects of ethanol extract of Ganoderma lucidum (GL95) on hyperlipidaemia and gut microbiota, and its regulation mechanism in Wistar rats fed on a high-fat diet (HFD). UPLC-QTOF MS indicated that GL95 was enriched with triterpenoids, especially ganoderic acids. The results of the animal experiment showed that oral administration of GL95 markedly alleviated the dyslipidemia through decreasing the levels of serum total triglyceride (TG), total cholesterol (TC) and low-density lipoprotein cholesterol (LDL-C), and inhibiting hepatic lipid accumulation and steatosis...
June 7, 2018: Food & Function
https://www.readbyqxmd.com/read/29875664/targets-fishing-and-identification-of-calenduloside-e-as-hsp90ab1-design-synthesis-and-evaluation-of-clickable-activity-based-probe
#19
Shan Wang, Yu Tian, Jing-Yi Zhang, Hui-Bo Xu, Ping Zhou, Min Wang, Sen-Bao Lu, Yun Luo, Min Wang, Gui-Bo Sun, Xu-Dong Xu, Xiao-Bo Sun
Calenduloside E (CE), a natural triterpenoid compound isolated from Aralia elata , can protect against ox-LDL-induced human umbilical vein endothelial cell (HUVEC) injury in our previous reports. However, the exact targets and mechanisms of CE remain elusive. For the sake of resolving this question, we designed and synthesized a clickable activity-based probe (CE-P), which could be utilized to fish the functional targets in HUVECs using a gel-based strategy. Based on the previous studies of the structure-activity relationship (SAR), we introduced an alkyne moiety at the C-28 carboxylic group of CE, which kept the protective and anti-apoptosis activity...
2018: Frontiers in Pharmacology
https://www.readbyqxmd.com/read/29872014/lupeol-induces-s-phase-arrest-and-mitochondria-mediated-apoptosis-in-cervical-cancer-cells
#20
Nupoor Prasad, Akash Sabarwal, Umesh C S Yadav, Rana P Singh
Cervical cancer is fourth most common fatal cancer in women worldwide. Lupeol is a dietary triterpenoid and has shown its anticancer efficacy against various cancer types with selectivity in targeting cancer cells. In the present study, anticancer efficacy and mechanism of action of a phytochemical, lupeol, in human cervical carcinoma (HeLa) cells has been examined. The anticancer efficacy of lupeol was assessed by trypan blue cell counting, annexin Vassay, cell cycle analysis, expression of apoptotic proteins by RT-PCR and Western blotting and assessment of mitochondrial ROS generation by mitosox and mitotracker assays...
June 2018: Journal of Biosciences
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