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Natural Products and Bioprospecting

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https://www.readbyqxmd.com/read/27873184/-%C3%A2-evodiakine-a-pair-of-rearranged-rutaecarpine-type-alkaloids-from-evodia-rutaecarpa
#1
Yan-Hong Li, Yu Zhang, Li-Yan Peng, Xiao-Nian Li, Qin-Shi Zhao, Rong-Tao Li, Xing-De Wu
(±)-Evodiakine (1a and 1b), a pair of rearranged rutaecarpine-type alkaloids with an unprecedented 6/5/5/7/6 ring system, were isolated from the nearly ripe fruits of Evodia rutaecarpa. Separation of the enantiomers have been achieved by chiral HPLC column. The structures of (±)-evodiakine were unambiguously elucidated by 1D and 2D NMR spectra, mass spectrometry, and single-crystal X-ray diffraction. Their absolute configurations were determined by comparison of experimental and calculated electronic circular dichroism spectra...
November 21, 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27844233/a-fragmentation-study-on-four-unusual-secoiridoid-trimers-swerilactones-h-k-by-electrospray-tandem-mass-spectrometry
#2
Chang-An Geng, Ji-Jun Chen
Swerilactones H-K (1-4) as four unprecedented secoiridoid trimers represent a new type of natural product, which has attracted much interest of natural chemists due to their novel skeletons and promising bioactivity. In order to well understand their MS fragmentation behaviors, they were investigated by electrospray ionization ion-trap time-of-flight multistage product ion mass spectrometry (ESI-IT-TOF-MS (n) ) for the first time. The protonated molecules ([M+H](+)) of swerilactones J and K, and deprotonated molecules ([M-H](-)) of swerilactones H, J and K were readily observed in the conventional single-stage mass spectra (MS); however only the [M+Cl](-) ion for swerilactone I was obtained in negative mode...
November 14, 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27830475/indole-glycosides-from-aqueous-fraction-of-strychnos-nitida
#3
Bei Wang, Zhi Dai, Lu Liu, Xin Wei, Pei-Feng Zhu, Hao-Fei Yu, Ya-Ping Liu, Xiao-Dong Luo
Three new indole glycosides 22-deoxystrictosamide (1), 22-deoxystrictosamide N (b)-oxide (2) and vincosamide 2'-O-β-D-xylopyranoside-11-O-β-D-glucopyranoside (3), together with four known analogues were isolated from aqueous fraction of Strychnos nitida. Their structures were elucidated on the basis of extensive analysis of spectroscopic data. All the alkaloids were tested for their cytotoxic activity, but they did not show any exciting result.
November 9, 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27783309/lyconadins-g-and-h-two-rare-lyconadin-type-lycopodium-alkaloids-from-lycopodium-complanatum
#4
Jin-Tang Cheng, Zhi-Jun Zhang, Xiao-Nian Li, Li-Yan Peng, Huai-Rong Luo, Xing-De Wu, Qin-Shi Zhao
Two rare lyconadin-type Lycopodium alkaloids, lyconadins G (1) and H (2), together with four known ones (3-6), were isolated from Lycopodium complanatum. The structures were determined on the basis of their spectroscopic analyses, and the absolute configuration of 1 was established by an X-ray crystallographic analysis. It is the first time to establish the absolute configuration of lyconadin-type Lycopodium alkaloid by an X-ray diffraction experiment. In addition, these findings may provide more information for the biosynthesis of lyconadins...
October 25, 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27757926/acetylcholinesterase-and-cytotoxic-activity-of-chemical-constituents-of-clutia-lanceolata-leaves-and-its-molecular-docking-study
#5
Mehtab Parveen, Faheem Ahmad, Ali Mohammed Malla, Shaista Azaz, Mahboob Alam, Omer A Basudan, Manuela Ramos Silva, Pedro S Pereira Silva
Phytochemical investigations of the ethanolic extract of leaves of Clutia lanceolata (Family: Euphorbiaceae) resulted in the isolation of four compounds viz. 3,4-dihydroxy-2-methylbenzoic acid (1), 2,2'-dihydroxy-1,1'-binaphthyl (2), 1,3,8-trihydroxy-6-methylanthracene-9,10-dione (3) and 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one (4). Although all the isolated compounds were known but this was the first report from this plant source. Their structures were established on the basis of chemical and physical evidences viz...
October 18, 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27757925/lactam-triterpenoids-from-the-bark-of-toona-sinensis
#6
Qian-Qian Meng, Xing-Rong Peng, Shuang-Yang Lu, Luo-Sheng Wan, Xia Wang, Jin-Run Dong, Rui Chu, Lin Zhou, Xiao-Nian Li, Ming-Hua Qiu
Three new limonoid-type triterpenoids, namely toonasins A-C (1-3) with a rare lactam E ring, along with six known compounds (4-9) were isolated from the barks of Toona sinensis. The structures of new compounds were elucidated by interpretation of spectroscopic data, and the relative configuration of compound 1 was further characterized by X-ray crystallographic analyses. The isolated compounds were evaluated for their cytotoxic activities against five human tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7 and SW480), and compounds 3 and 5 showed weak cytotoxicities...
October 18, 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27752986/clerodane-diterpenoids-with-anti-hyperglycemic-activity-from-tinospora-crispa
#7
Yuan Gao, Yan-Fen Niu, Fei Wang, Ping Hai, Fang Wang, Yin-Dong Fang, Wen-Yong Xiong, Ji-Kai Liu
Four new clerodane diterpenoids, tinosporols A-C (2-4) and tinosporoside A (5), together with six known analogues were isolated from the vines of Tinospora crispa. Their structures were established by extensive spectroscopic analysis. The relative configuration at C-12 in the known diterpenoid borapetoside E (1), the major component of the plant, was firstly established with the aid of molecular model. Compound 1 significantly reduced serum glucose levels at dose-dependent manners in alloxan-induced hyperglycemic mice and db/db type 2 diabetic mice...
October 17, 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27646268/prenylated-coumarins-from-heracleum-stenopterum-peucedanum-praeruptorum-clausena-lansium-and-murraya-paniculata
#8
Xiang-Mei Li, Xian-Jun Jiang, Ku Yang, Li-Xia Wang, Shi-Zhen Wen, Fei Wang
Four hitherto unknown prenylated coumarins, namely 6″-O-β-D-apiofuranosylapterin (1), 4'-O-isobutyroylpeguangxienin (2), 6-(3-methyl-2-oxobutyroyl)-7-methoxycoumarin (3), and 6-hydroxycoumurrayin (4), were isolated from the ethanol extract of Heracleum stenopterum, Peucedanum praeruptorum, Clausena lansium, and Murraya paniculata, respectively. Their chemical structures were established on the basis of extensive spectroscopic analysis. Compound 2 exhibited in vitro cytotoxic activity against five human cancer cell lines (HL-60, A-549, SMMC-7721, MCF-7, and SW-480) with IC50 values ranging from 15...
September 19, 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27655634/furoquinoline-alkaloids-and-methoxyflavones-from-the-stem-bark-of-melicope-madagascariensis-baker-t-g-hartley
#9
Vincent E Rasamison, Peggy J Brodie, Emilio F Merino, Maria B Cassera, Michel A Ratsimbason, Stephan Rakotonandrasana, Andriamalala Rakotondrafara, Elie Rafidinarivo, David G I Kingston, Harinantenaina L Rakotondraibe
Melicope madagascariensis (Rutaceae) is an endemic plant species of Madagascar that was first classified as a member of the genus Euodia J. R. & G. Forst (Rutaceae) under the scientific name Euodia madagascariensis Baker. Based on morphological characteristics, Thomas Gordon Hartley taxonomically revised E. madagascariensis Baker to be M. madagascariensis (Baker) T.G. Hartley. Chemotaxonomical studies have long been used to help the identification and confirmation of taxonomical classification of plant species and botanicals...
October 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27565150/hirsutane-sesquiterpenes-from-cultures-of-the-basidiomycete-marasmiellus-sp-bcc-22389
#10
Masahiko Isaka, Somporn Palasarn, Malipan Sappan, Sumalee Supothina, Thitiya Boonpratuang
Two new hirsutane sesquiterpenes, marasmiellins A (1) and B (2), were isolated from cultures of the basidiomycete Marasmiellus sp. BCC 22389. The structures were elucidated on the basis of NMR spectroscopic and mass spectrometry data. The absolute configuration of marasmiellin B was determined by application of the modified Mosher's method.
August 26, 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27379497/sesquiterpenoids-from-the-rhizomes-of-homalomena-occulta
#11
Jun-Li Yang, Ya-Min Zhao, Yan-Ping Shi
Naturally occurring oplopanane sesquiterpenoids are rarely reported. A phytochemical investigation on the rhizomes of Homalomena occulta (Lours) has resulted in the discovery of six oplopanane sesquiterpenoids (1-6), including four new (1-4) and one 3,5-seco-oplopanane (6), together with three previously reported sesquiterpenoids (7-9). In addition three new oplopananes (2a-4a) were also obtained by chemical transformation. All structures of these sesquiterpenoids were established based on the comprehensive spectroscopic analyses, including NMR, MS, and IR, and comparing with the literatures...
August 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27318495/spiralosides-a-c-three-new-c27-steroidal-glycoalkaloids-from-the-fruits-of-solanum-spirale
#12
Dan Li, Yun-Li Zhao, Xu-Jie Qin, Lu Liu, Xing-Wei Yang, Ying-Ying Chen, Bei Wang, Xin Wei, Ya-Ping Liu, Xiao-Dong Luo
Three new C27-steroidal glycoalkaloids, spiralosides A-C (1-3), were obtained from the total alkaloids of Solanum spirale by chromatographic methods. On the basis of spectroscopic evidence, spiralosides A-C were elucidated as (22R,25S)-22,26-epiminocholest-5-ene-3β,16α-diol-N-acetyl-3-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl (1), (22R,25S)-22,26-epiminocholest-5-ene-3β,16α-diol-N-acetyl-3-O-β-D-glucopyranosyl (2), (22R,25S)-22,26-epiminocholest-3β,16α-diol-N-acetyl-3-O-β-D-glucopyranosyl (3), respectively...
August 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27255683/two-new-highly-oxygenated-spirostanol-saponins-from-paris-polyphylla-var-stenophylla
#13
Ling-Yu Jin, Ting-Xiang Lu, Xu-Jie Qin, Wei Ni, Huan Yan, Yu Chen, Hui Liu, Hong-Ping He, Hai-Yang Liu
Phytochemical investigation of the rhizomes of Paris polyphylla var. stenophylla led to the isolation of two new highly oxygenated spirostanol saponins, named paristenosides A (1) and B (2), together with seven known compounds. Their structures were established mainly on the base of NMR spectroscopic techniques and mass spectrometry, as well as chemical methods. In addition, the cytotoxicity of the two new saponins was tested. Two new highly oxygenated spirostanol saponins, paristenosides A (1) and B (2), were isolated from the rhizomes of Paris polyphylla var...
August 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27207314/six-new-9-19-cycloartane-triterpenoids-from-cimicifuga-foetida-l
#14
Guo-Lei Zhu, Di-Fan Zhu, Luo-Sheng Wan, Xing-Rong Peng, Ni-Man Bao, Zhi-Run Zhang, Lin Zhou, Ming-Hua Qiu
Six new 9,19-cycloartane triterpene derivatives, as well as 3 known analogues (7-9), were isolated from the roots of Cimicifuga foetida L. Their structures were established on the basis of extensive spectroscopic analyses (IR, UV, ORD, HRESIMS, 1D and 2D NMR).
August 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27169570/phytochemical-analysis-and-antifungal-activity-of-extracts-from-leaves-and-fruit-residues-of-brazilian-savanna-plants-aiming-its-use-as-safe-fungicides
#15
Caroline Alves Breda, Alessandra Marcon Gasperini, Vera Lucia Garcia, Karin Maia Monteiro, Giovana Anceski Bataglion, Marcos Nogueira Eberlin, Marta Cristina Teixeira Duarte
The increasing demand for safe food without preservatives or pesticides residues has encouraged several studies on natural products with antifungal activity and low toxicity. In this study, ethanolic extracts from leaves and fruit residues (peel and seeds) of three Brazilian savanna species (Acrocomia aculeata, Campomanesia adamantium and Caryocar brasiliense) were evaluated against phytopathogenic fungi. Additionally, the most active extract was chemically characterized by ESI-MS and its oral acute toxicity was evaluated...
August 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27165414/characterization-of-new-ent-kaurane-diterpenoids-of-yunnan-arabica-coffee-beans
#16
Rui Chu, Luo-Sheng Wan, Xing-Rong Peng, Mu-Yuan Yu, Zhi-Run Zhang, Lin Zhou, Zhong-Rong Li, Ming-Hua Qiu
Five new ent-kaurane diterpenoids, named mascaroside III-V (1-3), and 20-nor-cofaryloside I-II (4-5), together with seven known diterpenoids, were isolated from methanol extracts of the green coffee beans of Yunnan Arabica Coffee. Their chemical structures were elucidated by extensive spectroscopic analyses. Meanwhile, cytotoxicity assay against HL-60, A-549, SMMC-7721, MCF-7 and SW480 cell lines showed that they have not evident inhibition of cytotoxicity.
August 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27095015/catalytic-asymmetric-formal-total-synthesis-of-triptophenolide-and-triptolide
#17
Wen-Dan Xu, Liang-Qun Li, Ming-Ming Li, Hui-Chun Geng, Hong-Bo Qin
Catalytic asymmetric formal synthesis of (-)-Triptophenolide and (+)-Triptolide have been achieved. Key reaction involves Palladium catalyzed asymmetric conjugate addition of aryl boronic acid to 3-methyl cyclohexe-1-none to form quaternary carbon. Claisen rearrangement and subsequent aldol reaction furnished trans-decaline key intermediate, which assured a formal total synthesis of (-)-Triptophenolide and (+)-Triptolide.
June 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27095014/ypsiyunnosides-a-e-five-new-cholestanol-glycosides-from-ypsilandra-yunnanensis
#18
Yu Chen, Yong-Ai Si, Wei Ni, Huan Yan, Xu-Jie Qin, Chang-Xiang Chen, Hai-Yang Liu
Phytochemical investigation on the whole plants of Ypsilandra yunnanensis was carried out for the first time and led to the isolation of five new cholestanol glycosides, ypsiyunnosides A-E (1-5), and one known analogue. Their structures were determined mainly by detailed spectroscopic analysis, including extensive 1D and 2D NMR, MS and UV, as well as chemical methods. Among them, compound 1 possessed a rare 6/6/6/5/5 fused-rings cholestanol sketelon, which was identified as (23R,25R)-3β,16α,26-triol-16,23-cyclocholest-5,17(20)-dien-22-one...
June 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27052962/neolignans-from-selaginella-moellendorffii
#19
Jing-Xian Zhuo, Yue-Hu Wang, Xing-Li Su, Ren-Qiang Mei, Jun Yang, Yi Kong, Chun-Lin Long
Two new neolignans selaginellol (1) and selaginellol 4'-O-β-D-glucopyranoside (2), together with seven known compounds (3-9), were isolated from the whole plant of Selaginella moellendorffii. The structures of the new isolates were determined through spectroscopic data analysis. Compounds 1-9, as well as compounds 10-18 previously isolated from the species, were measured for the activity against platelet aggregation induced by ADP or collagen. Three neoligans (8, 11, and 12), one flavanone (14), and one alkaloid (16) showed inhibitory activity against ADP- or collagen-induced platelet aggregation as compared with tirofiban...
June 2016: Natural Products and Bioprospecting
https://www.readbyqxmd.com/read/27038619/drimane-sesquiterpenoids-and-isochromone-derivative-from-the-endophytic-fungus-pestalotiopsis-sp-m-23
#20
Ce Kuang, Shu-Xi Jing, Yan Liu, Shi-Hong Luo, Sheng-Hong Li
Three new drimane sesquiterpenoids (1-3) together with the known 2α-hydroxyisodrimeninol (4), and a new isochromone derivative (5), were obtained from the solid cultures of fungal strain Pestalotiopsis sp. M-23, an endophytic fungus isolated from the leaves of Leucosceptrum canum (Labiatae). Their structures were determined by comprehensive 1D and 2D NMR, and MS analyses. The metabolites were evaluated for their antibacterial activities, and compound 3 showed weak inhibitory activity against Bacillus subtilis...
June 2016: Natural Products and Bioprospecting
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