ABSTRACT
Further studies on leaves of Annona montana led to isolation of one iso-acetogenin, montanacin G, three pairs of acetogenins, montanacin H-J and 34-epi-montanacin H-J, together with four known acetogenins, gigantetrocins A and B, annonacin and cis-annonacin. Montanacin G belongs to the iso-acetogenin group with a terminal 2,4-trans-ketolactone unit. Montanacin H-J and 34-epi-montanacin H-J contain the rare gamma-hydroxy-gamma-methyl-gamma-lactone moiety. The cytotoxic activities of these compounds, together with previously reported acetogenins, montanacins B and C, were examined against Meth-A and LLC tumor cell lines in vitro.
Subject(s)
4-Butyrolactone/analogs & derivatives , Annonaceae , Furans/chemistry , Plant Extracts/chemistry , 4-Butyrolactone/chemistry , 4-Butyrolactone/isolation & purification , 4-Butyrolactone/pharmacology , Animals , Cell Division/drug effects , Fatty Alcohols/chemistry , Fatty Alcohols/isolation & purification , Fatty Alcohols/pharmacology , Furans/isolation & purification , Furans/pharmacology , Magnetic Resonance Spectroscopy , Plant Extracts/isolation & purification , Plant Leaves/chemistry , Trees/chemistry , Tumor Cells, CulturedABSTRACT
Three new diterpenoids, pierisformosides G-I (1-3) and a diphenylamine derivative 4 have been isolated from the ethanol extract of Pieris formosa leaves, compound 1 being a new type seco-ring-A kaurane diterpene glucoside. Their structures were elucidated with the aid of NMR spectroscopy including two-dimensional-NMR techniques.
Subject(s)
Diphenylamine/chemistry , Diterpenes/chemistry , Ericaceae , Phytotherapy , Plant Extracts/chemistry , Humans , Plant LeavesABSTRACT
Four new oxoisoaporphine alkaloids, daurioxoisoporphines A-D (1-4), were isolated from the rhizomes of Menispermum dauricum. The structures of these alkaloids were established by spectroscopic methods. The cytotoxic evaluation of 1 and 2 is reported against four cancer cell lines.
Subject(s)
Alkaloids/isolation & purification , Antineoplastic Agents, Phytogenic/isolation & purification , Drugs, Chinese Herbal/chemistry , Plants, Medicinal/chemistry , Porphyrins/isolation & purification , Adenocarcinoma , Alkaloids/chemistry , Alkaloids/pharmacology , Animals , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Breast Neoplasms , Cytochrome P-450 Enzyme Inhibitors , Enzyme Inhibitors/chemistry , Female , Humans , Leukemia , Lung Neoplasms , Magnetic Resonance Spectroscopy , Mass Spectrometry , Mice , Molecular Structure , Plant Roots/chemistry , Porphyrins/chemistry , Porphyrins/pharmacology , Tumor Cells, Cultured/drug effectsABSTRACT
Three triterpenoid acids, nigranoic acid (1), manwuweizic acid (2), schisandronic acid (3), and other four compounds were isolated from the stems of Schisandra propinqua. Compounds 1 and 2 showed significant cytotoxic effect against human decidual cells and rat luteal cells in vitro.
Subject(s)
Decidua/drug effects , Luteal Cells/drug effects , Magnoliopsida , Plants, Medicinal , Triterpenes/pharmacology , Animals , Cells, Cultured/drug effects , Decidua/cytology , Female , Humans , Luteal Cells/cytology , Plant Extracts/pharmacology , Plant Stems , Pregnancy , Rats , Rats, Sprague-DawleyABSTRACT
Twelve constituents from Rhododendron latoucheae were isolated. Among them, compounds 1 and 2, named rhodolatouside A and B, respectively, are new iridoids.
Subject(s)
Glucosides/isolation & purification , Magnoliopsida , Plants, Medicinal , Pyrans/isolation & purification , Glucosides/chemistry , Humans , Iridoids , Magnetic Resonance Spectroscopy , Plant Extracts/chemistry , Plant Leaves , Pyrans/chemistryABSTRACT
OBJECTIVE: To isolate and characterize compounds from the stems of Schisandra propinqua. METHOD: Extracting with solvent, isolating by column chromatography and identifying by the spectroscopic methods. RESULT: Six dibenzocyclooctadiene lignans were isolated and identified as tigloylgomisin P(1), angeloylgomisin O(2), angeloylisogomisin O(3), kadsulignan L(4), (+/-) 5,8-epoxyl-6, 7-dimethyl-2',3',2",3"-dimethylenedioxy-4', 1"-dimethyl-1,2:3,4-dibenzo-1, 3-cyclooctadiene(5) and wuweizisu C(6). CONCLUSION: Compounds 4 and 5 were the first two dibenzocyclooctadiene lignans with an 6,9-epoxy bridge cycle discovered in the genus Schisandra. The others were originally isolated from S. propinqua.
Subject(s)
Cyclooctanes/isolation & purification , Plants, Medicinal/chemistry , Schisandra/chemistry , Cyclooctanes/chemistry , Lignans/chemistry , Lignans/isolation & purification , Plant Stems/chemistry , Polycyclic Compounds/chemistry , Polycyclic Compounds/isolation & purificationABSTRACT
OBJECTIVE: Isolate and identify the bioactive compounds from the root of Stellera chamejasma. METHOD: The compounds were extracted with solvents, isolated by column chromatography and identified by spectroscopic methods. RESULT: Seven compounds were isolated and identified as umbelliferone(1); daphnoretin (2); 2,6-dimethoxyl p-benzoquinone(3); (-)-eudesmin(4); (+)-matairesinol(5); lirioresinol B(6) and daucosterol(7). CONCLUSION: Compounds 3, 4 and 5 were isolated from the plant for the first time.
Subject(s)
Furans/isolation & purification , Lignans/isolation & purification , Plants, Medicinal/chemistry , Thymelaeaceae/chemistry , Furans/chemistry , Lignans/chemistry , Plant Roots/chemistry , Umbelliferones/chemistry , Umbelliferones/isolation & purificationABSTRACT
OBJECTIVE: To study the chemical constituents of ethanol extract from dried roots of Euphorbia fischeriana. METHOD: Compounds were separated by column chromatography with silca gel and elucidated by chemical evidence and spectral analysis. RESULT: Isobauerenyl acetate, beta-amyrin acetate, 24-methylenecycloartenone,octacosyl ferulate and 2,4-dihydroxy-6-methoxy-3-methyl acetophenone were isolated and elucidated. CONCLUSION: All the compounds were isolated from the plant for the first time.
Subject(s)
Acetates/isolation & purification , Euphorbia/chemistry , Plants, Medicinal/chemistry , Triterpenes/isolation & purification , Acetates/chemistry , Oleanolic Acid/analogs & derivatives , Plant Roots/chemistry , Triterpenes/chemistryABSTRACT
AIM: To study the chemical constituents of the root of Stellera chamaejasme L. METHODS: Various column chromatographies on silica gel and RP-18 were employed for isolation and purification. Structures of compounds were elucidated by spectral analysis. RESULTS: Eight lignans and three biflavonoids possessing a C-3/C-3" linkage were isolated. They are ruixianglangdusu A (1) and B (2), 4',4'",5,5",7,7"-hexahydroxy-3,3"-biflavone (3), (+)-kusunokinin (4), lirioresinol-B (5), magnolenin C (6), (-)-pinoresinol monomethyl ether (7), (-)-pinoresinol (8), (+)-matairesinol (9), isohinokinin (10) and (-)-eudesmin (11). CONCLUSION: Compounds 1 and 2 are new biflavanones, 1 is enantiomeric to known chamaejasmenin C, 4, 6, 8, 9, 10 and 11 were isolated from this plant for the first time, and 7 was isolated from natural resources for the first time. In vitro bioassays showed that 3 and 8 exhibited antibacterial activity, and 1, 2, 9 and 11 exhibited immunomodulatory activity.
Subject(s)
Flavanones/isolation & purification , Plants, Medicinal/chemistry , Thymelaeaceae/chemistry , Adjuvants, Immunologic/chemistry , Adjuvants, Immunologic/isolation & purification , Adjuvants, Immunologic/pharmacology , Anti-Infective Agents/chemistry , Anti-Infective Agents/isolation & purification , Anti-Infective Agents/pharmacology , B-Lymphocytes/drug effects , Flavanones/chemistry , Flavanones/pharmacology , Molecular Structure , Plant Roots/chemistryABSTRACT
Thirteen compounds were isolated from roots of Stellera chamaejasme L. (Thymelaeaceae). They are 3-sitosterol (2), simplexin (3), pimelea factor P2 (4), daucosterol (5), (+)-3-hydroxy-1,5-diphenyl-1-pentanone (6), 4-ethoxy-benzoic acid (7), 2,4,6-Trimethoxy-benzoic acid (8), (+)-afzelechin (9), fumaric acid (10), N,N-dimethyl-L-aspartic acid (11), umbelliferone (12), daphniretin (13) and a novel bicoumarin named bicoumastechamin (1). Among the known compounds, 7, 8, 9, 10 and 11 were first isolated from this plant, and 6 was first isolated from the natural resources. Their structures have been elucidated on the basis of spectral data. In vitro bioassays showed that 4 inhibited cancer cell growth, 13 exhibited immunomodulatory activity, and 6 exhibited both immunomodulatory and anti-tumor activity.
Subject(s)
Coumarins/isolation & purification , Thymelaeaceae/chemistry , Chromatography, Gel , Coumarins/chemistry , Drugs, Chinese Herbal/chemistry , Magnetic Resonance Spectroscopy , Plant Roots/chemistry , Spectrophotometry, Infrared , Tumor Cells, CulturedABSTRACT
A new trinortriterpenoid, 1-epibrachyacarpone, was isolated from aerial parts of Cleome chrysantha. Its structure was elucidated as 1 by NMR investigations and X-ray crystallographic studies.
Subject(s)
Plants, Medicinal/chemistry , Triterpenes/isolation & purification , Crystallography, X-Ray , Magnetic Resonance Spectroscopy , Molecular Structure , Triterpenes/chemistryABSTRACT
From the ethanolic extract of the roots of Euphorbia ebracteolata Hayata four compounds were isolated. They are 24-methylenecycloartanone, tirucallol, procesterol and a new isopimarane diterpene, namely yuexiandajisu C. The structure of yuexiandajisu C was elucidated by spectral analysis. The bioassay in vitro showed yuexiandajisu C exhibited immunomodulatory activity.
Subject(s)
Adjuvants, Immunologic/chemistry , Diterpenes/chemistry , Plants, Medicinal/chemistry , Adjuvants, Immunologic/isolation & purification , Adjuvants, Immunologic/pharmacology , B-Lymphocytes/drug effects , Circular Dichroism , Diterpenes/isolation & purification , Diterpenes/pharmacology , Humans , In Vitro Techniques , Plant Roots/chemistry , Spectrophotometry, Infrared , Spectrophotometry, UltravioletABSTRACT
Toxicity of several types of saponins (1-11) against brine shrimp (Artemia salina) were evaluated. As a result, it was found that most tested compounds were not toxic to brine shrimp at high enough concentration. The most toxic saponin (1) to brine shrimp showed also cytotoxicity towards HL-60 tumor cell line using MTT assay. Brine shrimp model may thus be used as bench-top assay in finding cytotoxic components from saponin-containing fractions of plant extracts.
Subject(s)
Decapoda/drug effects , Saponins/toxicity , Animals , HL-60 Cells , HumansABSTRACT
The structures of two new ENT-kaurane diterpenoids and two derivatives of shikokianin isolated from leaves of Isodon leucophyllus were elucidated by 1D and 2D NMR techniques as 11alpha-acetoxyeffusanin D, 6-acetylepinodosinol, 16beta-ethoxymethyleneshikokianin, and 16alpha-ethoxymethyleneshi-kokianin.
ABSTRACT
China has accumulated a rich body of empirical knowledge of the use of medicinal plants for the treatment of various diseases throughout its long history. Chemical studies on Chinese medicinal plants provide a valuable material base for the discovery and development of new drugs of natural origin. In this article recent chemical work on various Chinese medicinal plants is reviewed, including Mussaenda pubescens (Rubiaceae), Isatis indigotica (Cruciferae), Euphorbia fischeriana, and E. ebracteolata (Euphorbiaceae), and Stemona species (Stemonaceae). The structural diversity of the medicinal chemical constituents of the above plants is discussed.
Subject(s)
Drugs, Chinese Herbal/isolation & purification , Plants, Medicinal/chemistry , Animals , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/pharmacology , Humans , Medicine, Chinese Traditional , Molecular StructureABSTRACT
Two new triterpenoid saponins named asterlingulatosides A and B were isolated from the whole plants of Aster lingulatus. Their structures were determined by spectroscopic data and chemical transformations to be 3-O-beta-D-glucopyranosyl-3 beta,16 alpha-dihydroxyolean-12-en-28-oic acid-28-O-alpha-L-O-arabinopyranoside and 3-O-beta-D-glucopyranosyl-3 beta,16 alpha-dihydroxyolean-12-en-28-oic acid-28-O-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside++ +. They showed inhibitory activity on DNA synthesis in human leukaemia HL-60 cells.