1.Five new meroterpenoids from Rhododendron anthopogonoides and their anti-inflammatory activity.
Mengtian LI ; Norbu KELSANG ; Yongqin ZHAO ; Wensen LI ; Feng ZHOU ; PEMA ; Lu CUI ; Xianjie BAO ; Qian WANG ; Xin FENG ; Minghua YANG
Chinese Journal of Natural Medicines (English Ed.) 2025;23(7):881-887
Five meroterpenoids, rhodonoids K-M (1-2), daurichromene E (3), and grifolins A-B (4-5), together with seven known compounds (6-12), were isolated from Rhododendron anthopogonoides. The chemical structures of these compounds were elucidated through comprehensive analysis of high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), ultraviolet (UV), infrared spectroscopy (IR), and nuclear magnetic resonance (NMR) data. Their absolute configurations were determined by comparing experimental electronic circular dichroism (ECD) spectra with computed values. Notably, compounds 1 and 3 demonstrated significant inhibitory effects on lipopolysaccharide (LPS)-induced inflammation in RAW264.7 cells. These compounds markedly suppressed the mRNA expressions of inflammatory factors, including interleukin (IL)-1β, IL-6, and tumor necrosis factor-α (TNF-α) while also down-regulating the protein expressions of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2).
Mice
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Rhododendron/chemistry*
;
Animals
;
Anti-Inflammatory Agents/isolation & purification*
;
RAW 264.7 Cells
;
Terpenes/isolation & purification*
;
Molecular Structure
;
Tumor Necrosis Factor-alpha/immunology*
;
Cyclooxygenase 2/immunology*
;
Nitric Oxide Synthase Type II/immunology*
;
Macrophages/immunology*
;
Interleukin-6/immunology*
;
Lipopolysaccharides
;
Interleukin-1beta/immunology*
2.Triterpenoids from the roots of Rubus parvifolius.
Xu ZHANG ; Zhi-Xiang ZHU ; Juan WANG ; Wan-Qing YANG ; Cong SU ; Jun LI ; Yuan ZHANG ; Jiao ZHENG ; She-Po SHI ; Peng-Fei TU
Chinese Journal of Natural Medicines (English Ed.) 2016;14(5):377-381
Two new oleanane-type triterpenoids, parvifolactone A (1) and rubuside P (2), together with 11 known triterpenoids, fupenzic acid (3), 18,19-seco,2α,3α-dihydroxyl-19-oxo-urs-11,13(18)-dien-28-oic acid (4), euscaphic acid (5), maslinic acid (6), 1β- hydroxyeuscaphic acid (7), 2α,3α,19α,23-tetrahydroxyolean-12-en-28-oic acid (8), 2α,3β,19α,23-tetrahydroxyurs-12-en-28-oic acid (9), glucosyl pinfaensate (10), rubuside J (11), 2α,3α,19α,23-tetrahydroxyurs-12-en-24,28-dioic acid (12), and 2α,3β,19α- trihydroxyurs-12-en-23,28-dioic acid (13), were isolated from the roots of Rubus parvifolius.
Molecular Structure
;
Plant Extracts
;
chemistry
;
isolation & purification
;
Plant Roots
;
chemistry
;
Rubus
;
chemistry
;
Terpenes
;
chemistry
;
isolation & purification
3.Leojaponic acids A and B, two new homologous terpenoids, isolated from Leonurus japonicus.
Han-Kui WU ; Yan-Jun MAO ; Shan-Shan SUN ; Zhi-Yong XU ; Ya MA ; Jin-Xia CAO ; He QI ; Zhi-Fu WU ; Gang LI ; Wei-Hua YANG
Chinese Journal of Natural Medicines (English Ed.) 2016;14(4):303-307
The present study aimed at isolation and purification of the bioactive terpenoids from the herb of Leonurus japonicus by chromatographic separations such as silica gel, sephadex LH-20 and C18 reversed phase silica gel, as well as preparative HPLC. As a result, leojaponic acids A (1, C17H24O4) and B (2, C18H26O4), two homologous terpenoids, together with (-)-loliolide (3), 1-(3-ethylphenyl) ethane-1, 2-diol (4) and dibutyl phthalate (5), were isolated from the EtOH extract of L. japonicus. All the chemical structures of the isolates were elucidated on the basis of 1D and 2D NMR analyses. Compounds 1 and 2 were new terpenoids, and Compounds 3 and 4 were isolated and identified for the first time from this plant. In addition, the α-glucosidase and tyrosinase inhibitory activity of the new compounds were evaluated.
Enzyme Inhibitors
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chemistry
;
isolation & purification
;
Fruit
;
chemistry
;
Glucosidases
;
analysis
;
antagonists & inhibitors
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Leonurus
;
chemistry
;
Magnetic Resonance Spectroscopy
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Molecular Structure
;
Plant Extracts
;
chemistry
;
isolation & purification
;
Terpenes
;
chemistry
;
isolation & purification
4.Studies on terpenoids from Zygophyllum fabago.
Jiang-ho HE ; Yan-fen NIU ; Jin-xian LI ; Lin-bo WANG ; Tai-ping ZI ; Shan YU ; Jian TAO
China Journal of Chinese Materia Medica 2015;40(23):4634-4638
This study was to investigate the chemical constituents of the aerial part of Zygophyllumfabago, by phytochemical methods. The compounds were isolated by silica gel and Sephadex LH-20 column chromatographies from the EtOAc extract. Their structures were characterized by various spectroscopic data (1H-NMR, 13C-NMR, MS) and comparison with the literature. As a result, thirteen compounds were isolated and their structures were identified as 1-hydroxyhinesol(1), hinesol(2), atractylenolactam(3), beta-eudesmol (4), 5alpha-hydroperoxy-beta-eudesmol(5), 12-hydroxy-valenc-1(10)-en-2-one(6), pubinernoid A(7), (6S,7E)-6-hydroxy-4,7-megastigmadien-3,9-dione(8), 3-hydroxy-5alpha, 6alpha-epoxy-beta-ionone (9), (3S,5R, 6S, 7E)-3, 5, 6-trihydroxy-7-megastigmen-9-one(10), (6R,7E,9R)-9-hydroxy-4,7-megastigmadien-3-one(11), (S)-3-hydroxy-beta-ionone(12), and blumenol A(13). Compounds 1-7 were sesquiterpenoids and 8-13 were megastigmane type norsesquiterpenoids. All the compounds were obtained from Z. fabago for the first time, and compound 1 was a new natural product.
Drugs, Chinese Herbal
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chemistry
;
isolation & purification
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Molecular Structure
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Spectrometry, Mass, Electrospray Ionization
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Terpenes
;
chemistry
;
isolation & purification
;
Zygophyllum
;
chemistry
5.STUDIES ON THE CONSTITUENTS OF ARTEMISIA ANNUA L.
Tu YOUYOU ; Ni MUYUN ; Zhong YURONG ; Li LANNA ; Gui SHULIAN ; Zhang MUQUN ; Wang XIUZHEN ; Liang XIAOTIAN
Acta Pharmaceutica Sinica 2015;50(10):366-370
Six crystalline components were isolated from the lipophilic fraction of Artemisia annua L. They have been identified as four sesquiterpenes, one flavonol and one coumarin. Qinghaosu I and III are new sesquiterpenes. Five main constituents, camphene, iso-artemisia ketone, 1-camphor, β-carophyllene, and β-pinene were identified from the volatile oil of this herb.
Artemisia annua
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chemistry
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Artemisinins
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chemistry
;
isolation & purification
;
Bridged Bicyclo Compounds
;
chemistry
;
isolation & purification
;
Camphor
;
chemistry
;
isolation & purification
;
Monoterpenes
;
chemistry
;
isolation & purification
;
Oils, Volatile
;
chemistry
;
Sesquiterpenes
;
chemistry
;
isolation & purification
;
Terpenes
;
chemistry
;
isolation & purification
6.Analysis of triterpenoids in Ganoderma lucidum by microwave-assisted continuous extraction.
Yan-fang LU ; Jing AN ; Ye JIANG
China Journal of Chinese Materia Medica 2015;40(7):1296-1299
For further improving the extraction efficiency of microwave extraction, a microwave-assisted contijuous extraction (MACE) device has been designed and utilized. By contrasting with the traditional methods, the characteristics and extraction efficiency of MACE has also been studied. The method was validated by the analysis of the triterpenoids in Ganoderma lucidum. The extraction conditions of MACE were: using 95% ethanol as solvent, microwave power 200 W and radiation time 14.5 min (5 cycles). The extraction results were subsequently compared with traditional heat reflux extraction ( HRE) , soxhlet extraction (SE), ultrasonic extraction ( UE) as well as the conventional microwave extraction (ME). For triterpenoids, the two methods based on the microwaves (ME and MACE) were in general capable of finishing the extraction in 10, 14.5 min, respectively, while other methods should consume 60 min and even more than 100 min. Additionally, ME can produce comparable extraction results as the classical HRE and higher extraction yield than both SE and UE, however, notably lower extraction yield than MASE. More importantly, the purity of the crud extract by MACE is far better than the other methods. MACE can effectively combine the advantages of microwave extraction and soxhlet extraction, thus enabling a more complete extraction of the analytes of TCMs in comparison with ME. And therefore makes the analytic result more accurate. It provides a novel, high efficient, rapid and reliable pretreatment technique for the analysis of TCMs, and it could potentially be extended to ingredient preparation or extracting techniques of TCMs.
Chemical Fractionation
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methods
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Drugs, Chinese Herbal
;
analysis
;
isolation & purification
;
Microwaves
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Reishi
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chemistry
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Terpenes
;
analysis
;
isolation & purification
7.Phytochemical progress made in investigations of Angelica sinensis (Oliv.) Diels.
Jian-Ping MA ; Zhi-Bing GUO ; Ling JIN ; Ying-Dong LI
Chinese Journal of Natural Medicines (English Ed.) 2015;13(4):241-249
The phytochemical progress on Angelica sinensis (Oliv.) Diels over the past decades is summarized. Since 1970s, 165 chemical constituents, including phthalides, phenylpropanoids, terpenoids and essential oils, aromatic compounds, alkaloids, alkynes, sterols, fatty acids, and polysaccharides have been isolated or detected from the various parts of the title plant.
Alkaloids
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isolation & purification
;
Alkynes
;
isolation & purification
;
Angelica sinensis
;
chemistry
;
Benzofurans
;
isolation & purification
;
Fatty Acids
;
isolation & purification
;
Oils, Volatile
;
isolation & purification
;
Phytochemicals
;
isolation & purification
;
Phytosterols
;
isolation & purification
;
Polysaccharides
;
isolation & purification
;
Propanols
;
isolation & purification
;
Terpenes
;
isolation & purification
8.Research progress of chemistry and anti-cancer activities of natural products from Chinese Garcinia plants.
Wen-Wei FU ; Hong-Sheng TAN ; Hong-Xi XU
Acta Pharmaceutica Sinica 2014;49(2):166-174
Garcinia plants are one of the rich sources of natural xanthones and benzophenones which have attracted a great deal of attention from the scientists in the fields of chemistry and pharmacology. Recently, many structurally unique constituents with various bioactivities, especially anti-tumor activity, have been isolated from Garcinia plants. This concise review focused on the anti-cancer activity natural products isolated from Chinese Garcinia plants, and the research finding by authors and collaborators over the past several years were cited.
Antineoplastic Agents, Phytogenic
;
chemistry
;
isolation & purification
;
pharmacology
;
Benzophenones
;
chemistry
;
isolation & purification
;
pharmacology
;
Cell Line, Tumor
;
Cell Proliferation
;
drug effects
;
Drugs, Chinese Herbal
;
chemistry
;
isolation & purification
;
pharmacology
;
Garcinia
;
chemistry
;
classification
;
Humans
;
Inhibitory Concentration 50
;
Molecular Structure
;
Plants, Medicinal
;
chemistry
;
classification
;
Structure-Activity Relationship
;
Terpenes
;
chemistry
;
isolation & purification
;
pharmacology
;
Xanthones
;
chemistry
;
isolation & purification
;
pharmacology
9.Sesquiterpenoids from Solanum lyratum.
Xi-Dian YUE ; Xi-Dian YUE ; Fang YAO ; Lei ZHANG ; Gui-Sheng LI ; Sheng-Jun DAI
China Journal of Chinese Materia Medica 2014;39(3):453-456
Ten compounds were isolated and purified by column chromatography over silica gel, preparative TLC, and Sephadex LH-20 from the whole plant of Solanum lyratum. The structures were elucidated on the basis of physico-chemical properties and spectral data as 1beta-hydroxy-1 ,2-dihydro-alpha-santonin (1) , boscialin (2) , blumenol C (3), 3beta-hydroxy-5alpha, 6alpha-epoxy-7-megastigmen-9-one(4), dehydrovomifoliol(5) , blumenol A(6), (1'S,2R,5S, 10R) -2-(1', 2'-dihydroxy-l1'-methylethyl) -6,10-dimethylspiro[4,5] dec-6-en-8-one(7) , (1'R,2R,5S,10R)-2-( 1',2'-dihydroxy-l '-methylethyl) -6,1 l0-dimethylspiro[4,5]dec-6-en-8-one( 8) , 2-(1',2'-dihydroxy-1 '-methylethyl) -6,1 0-dimethyl-9-hydroxyspiro [4,5] dec-6-en-8-one (9) , and grasshopper ketone (10). Compounds 1-10 were isolated from this plant for the first time.
Drugs, Chinese Herbal
;
chemistry
;
Solanum
;
chemistry
;
Terpenes
;
analysis
;
isolation & purification
10.A new terpenoid from Ganoderma lucidum.
Chao LIU ; Bao-ming LI ; Jie KANG ; Hong-qing WANG ; Ruo-yun CHEN
Acta Pharmaceutica Sinica 2013;48(9):1450-1452
A new terpenoid, lucidone D (1), has been isolated from Ganoderma lucidum. Its structure was determined to be 7beta, 15alpha-dihydroxy-4, 4, 14alpha-trimethyl-3, 11, 20-trioxo-5alpha-pregn-8-en on the basis of 1D and 2D-NMR spectral analysis.
Ganoderma
;
chemistry
;
Molecular Structure
;
Terpenes
;
chemistry
;
isolation & purification

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