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At least 235 records · Page 13Linked to original sources
PubMed2000

Spasmolytic constituents from Eucalyptus camaldulensis var. obtusa leaves.

Phytochemical studies on the leaves of Eucalyptus camaldulensis var. obtusa have resulted in the isolation of a new triterpenoid camaldulin (3beta-formyloxyurs-11-en-28,13beta-olide) (1) along with ursolic acid lactone acetate (2), ursolic acid lactone (3), betulinic acid (4), and beta-sitosterol 3-O-beta-D-glucopyranoside (5). The structures were assigned on the basis of 1D and 2D NMR studies. Compounds 1-3 were tested for spasmolytic activity and were found to possess calcium antagonist activity.

Calcium Channel Blockers↗
PubMed2003

Immunomodulatory activities of flavonoids, monoterpenoids, triterpenoids, iridoid glycosides and phenolic compounds of Plantago species.

A number of Plantago spp. especially P. major has long been used in the treatment of diseases such as infection, inflammation and cancer. In this study, we evaluated the immunomodulatory activities of five chemical classes of pure compounds obtained from the Plantago genus on human peripheral blood mononuclear cells (PBMC). Studies were conducted on lymphocyte transformation by BrdU immunoassay and secretion of interferon-gamma (IFN-gamma) using an ELISA assay. Results showed that the water-soluble compounds, namely aucubin, chlorogenic acid, ferulic acid, p-coumaric acid and vanillic acid, enhanced the activity of human lymphocyte proliferation and secretion of IFN-gamma. Among the water-insoluble compounds, with the exception of luteolin, both baicalein and baicalin showed an enhancement of the human PBMC. Although oleanolic acid and ursolic acid of the triterpenoids did not significantly affect the proliferation of PBMC, they exhibited a strong stimulation of IFN-gamma secretion. Linalool, a monoterpenoid, showed a similar immunomodulatory activity as the triterpenoids. The present study concludes that the tested compounds, which possess immunostimulating activities, may contribute to the traditional claims of Plantago-based natural products used in treating cancers and infectious diseases.

Adjuvants, Immunologic↗
PubMed2004

The cosmetic treatment of wrinkles.

Wrinkles now have a greater social impact because people live longer. Science and hedonism overlap in the search for causes, treatments and prevention of wrinkles. The cosmetic approach to wrinkles includes: i Cleansing ii Photoprotection iii Active ingredients Active ingredients go well beyond simple moisturisers and exert a more complex activity in protecting skin from external injuries, nourishing it and removing its superficial layers. Transport systems and excipients are increasingly effective. Functional agents currently include alpha hydroxy acids (AHAs), poly-AHAs, complex poly-AHAs, retinoids, fish polysaccharides, anti-enzymatic agents, antioxidants (including ascorbic acid, pycnogenol, ursolic acid, vegetable isoflavones, vitamin E, coenzyme Q10, lipoic acid, resveratorol, l-carnosine and taurine) as well as agaricic acid and various plant extracts. All are reviewed in this text. Most are topical, some can be given by mouth, even as food supplements. Cosmetics are becoming closer to drugs in preventing and treating wrinkles. Included amongst the cosmeceuticals are the anti-wrinkle agents described herein.

Journal Article↗
PubMed2000

Constituents of the Vietnamese medicinal plant Orthosiphon stamineus.

From the MeOH extract of the aerial part of Vietnamese Orthosiphon stamineus, five new isopimarane-type diterpenes [orthosiphols F-J (1-5)] and two new diterpenes [staminols A (6) and B (7)] with a novel carbon-framework, to which we proposed the name "staminane", and three new highly-oxygenated staminane-type diterpenes [staminolactones A (8) and B (9) and norstaminol A (10)1 were isolated. Moreover, staminolactone A (8) is 8,14-secostaminane-type and staminolactone B (9) is 13,14-secostaminane-type, while norstaminol A (10) is 14-norstaminen-type. Together with these new diterpenes, sixteen known compounds were also isolated and identified to be: 7,3',4'-tri-O-methylluteolin (11), eupatorin (12), sinensetin (13), 5-hydroxy-6,7,3',4'-tetramethoxyflavone (14), salvigenin (15), ladanein (16), tetramethylscutellarein (17), 6-hydroxy-5,7,4'-trimethoxyflavone (18), vomifoliol (19), aurantiamide acetate (20), rosmarinic acid (21), caffeic acid (22), oleanolic acid (23), ursolic acid (24), betulinic acid (25), and beta-sitosterol (26). All the isolated compounds were tested for their cytotoxicity towards highly liver metastatic murine colon 26-L5 carcinoma cells, and the new diterpenes, except for 4, and flavonoids (11, 12, 16, 18) showed cytotoxicity with an ED50 value between 10 and 90 microg/ml.

Animals↗
PubMed2004

Two new monoterpene glycosides and trypanocidal terpenoids from Dracocephalum kotschyi.

From the whole plant of Dracocephalum kotschyi BOISS., two new monoterpene glycosides (9, 10), together with seven known terpenoids and a phytosterol (1-8), were isolated. Their structures were determined to be limonen-10-al (1), geranial (2), neral (3), beta-sitosterol (4), oleanolic acid (5), ursolic acid (6), p-mentha-8-en-1,2-diol (7), colosolic acid (8), limonen-10-ol 10-O-beta-D-glucopyranoside (9), and limonen-10-ol 10-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranoside (10). Compounds 1 (3.1 microM), 2 (3.1 microM), 3 (3.1 microM), 5 (6.2 microM), 6 (6.2 microM), and 8 (6.2 microM) were effective against epimastigotes of Trypanosoma cruzi.

Animals↗
PubMedDate not supplied

Sterols and triterpenes in cell culture of Hyssopus officinalis L.

Cell suspension cultures from hypocotyl-derived callus of Hyssopus officinalis were found to produce two sterols i. e. beta-sitosterol (1) and stigmasterol (2), as well as several known pentacyclic triterpenes with an oleanene and ursene skeleton. The triterpenes were identified as oleanolic acid (3), ursolic acid (4), 2alpha,3beta-dihydroxyolean-12-en-28-oic acid (5), 2alpha,3beta-dihydroxyurs-12-en-28-oic acid (6), 2alpha,3beta,24-trihydroxyolean-12-en-28-oic acid (7), and 2alpha,3beta,24-trihydroxyurs-12-en-28-oic acid (8). Compounds 5-8 were isolated as their acetates (6, 8) or bromolactone acetates (5, 7).

Cell Culture Techniques↗
PubMed2002

[Chemical composition of fructus Liquidambaris--lulutong].

AIM: To study the chemical composition in the fruits of Liquidambar formana Hance. METHODS: Various column chromatographic techniques were used to separate and purify the constituents. Their physical and chemical properties and spectral data were measured for structural elucidation. RESULTS: Eleven compounds were isolated and identified as beta-sitosterol (1), 3-oxo-11 alpha, 12 alpha-epoxyleanan-28, 13 beta-olide (2), 3-oxo-12 alpha-hydroxy-oleanan-28, 13 beta-olide (3), 3 alpha-acetyloxy-25-hydroxyolean-12-en-28-oic acid (4), oleanolic acid (5), ursolic acid (6), daucosterol (7), betulonic acid (8), gallic acid (9), nonacosane (10) and n-triacontanoic acid (11). CONCLUSION: Among the isolated constituents, compound 4 is new compound, compound 3 is firstly isolated from the natural product and compound 5, 6, 7, 9, 10 and 11 are isolated from LuLuTong for the first time.

Fruit↗
PubMed2002

[Studies on chemical constituents in fruit of Eucalyptus globulus].

OBJECTIVE: AIM To study the chemical constituents of the fruit of Eucalyptus globulus. METHOD: Various column chromatographies with silica gel were employed for the isolation and purification. The structures of the compounds were elucidated with of spectral analyses and chemical methods. RESULT: Five compounds were isolated and elucidated as follows: betulonic acid (I), betulinic acid (II), ursolic acid (III), corosolic acid (IV), daucosterol (V). CONCLUSION: Compound I, II, III and IV were isolated from this plant for the first time.

Eucalyptus↗
PubMed2006

[Studies on chemical constituents in rhizome of Elaeagnus bockii I].

OBJECTIVE: To study the chemical constituents in the rhizome of Elaeagnus bockii. METHOD: Compounds were isolated by silica gel and Sephadex LH-20 chromatography. Their structures were elucidated by means of spectral analysis. RESULT: Seven compounds were isolated from the rhizomes of E. bockii, and their structures were identified as angelicin (1), psoralen (2), vanillic acid (3), bakuchiol (4), oleanolic acid (5), ursolic acid (6) and beta-sitosterol (7 ). CONCLUSION: All these compounds were obtained from E. bockii for the first time.

Elaeagnaceae↗
PubMed2006

[Studies on triterpenoids from Potentilla chinensis].

OBJECTIVE: To investigate the chemical constituents of Potentilla chinensis. METHOD: Silica gel column chromatography and Sephadex LH - 20 gel column chromatography were employed for the isolation and purfication. The structures were identified on the basis of spectral data and chemical evidence. RESULT: Six compounds were isolated and identified as follows: 3-hydroxy-11-ursen-28, 13-olide, 11, 12-dehydroursolic acid lactone (1), 3-O-acetyl pomolic acid (2), betulinic acid (3), 3-oxo-12-ursen-28-oic acid (4), ursolic acid (5), oleanic acid (6). CONCLOUSION: All these compounds were isolated from P. chinensis for the first time, compound 1, 2, 4 were isolated from this genus for the first time.

Pentacyclic Triterpenes↗
PubMed2006

[Studies on chemical constituents of Paederia scandense].

OBJECTIVE: To study the chemical constituents of Paederia scandense. METHOD: The constituents were isolated and purified by silica gel and Sephadex LH - 20 column chromatography. Their structures were elucidated by physicochemical properties and spectral analysis. RESULT: 20 compounds were obtained and identified as rubiadin-1-methylether (1), diadzein (2), cleomiscosin B (3), cleomiscosin D (4), isolariciresinol (5), linarin (6), isoscopoletin (7), caffic acid (8), coumarinic acid (9), p-hydroxyl-benzoic acid (10), oleanolic acid (11), ursolic acid (12), beta-sitosterol (13), daucosterol (14), paederoside (15), paederosidic acid (16), paederosidic acid methyl ester (17), saprosmoside E (18), paederoscandoside (19), caffeic acid 4-O-beta-D-glucopyranoside (20). CONCLUSION: Compounds 1-10, and 20 were isolated from this plant for the first time.

Coumarins↗
PubMed1996

Araliasaponins I-XI, triterpene saponins from the roots of Aralia decaisneana.

Seven new oleanane-type and four new ursane-type triterpene saponins, named araliasaponins I-XI were isolated from the roots of Aralia decaisneana, together with four known triterpene saponins. On the basis of the chemical and spectroscopic evidence, the structures of these new saponins were elucidated as follows: 3-O-beta-D-xylopyranosyl-(1-->3)-beta-D- glucopyranosyl-(1-->3)-[beta-D-xylopyranosyl-(1-->2)]-alpha-L- arabinopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl ester, 3-O-beta-D-glucopyranosyl-(1-->3)-alpha-L- arabinopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl-(1-->6)-beta-D- glucopyranosyl ester, 3-O-beta-D-glucopyranosyl-(1-->3)-[beta-D- xylopyranosyl-(1-->2)]-alpha-L-arabinopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester, 3-O-beta-D-glucopyranosyl-(1-->3)-[beta-D-xylopyranosyl-(1-->2)]-beta-D- glucopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl ester, 3-O-beta-D-glucopyranosyl-(1-->3)-[beta-D-xylopyranosyl-(1-->2)]-beta-D- galactopyranosyl oleanolic acid, 3-O-beta-D-glucopyranosyl-(1-->3)-[beta-D- xylopyranosyl-(1-->2)]-beta-D-galactopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl ester, 3-O-beta-D-glucopyranosyl-(1-->3)-[beta-D-xylopyranosyl-(1-->2)]-beta-D- galactopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester, 3-O-beta-D-glucopyranosyl-(1-->3)-[beta-D-xylopyranosyl-(1-->2)]- alpha-L-arabinopyranosyl ursolic acid 28-O-beta-D-glucopyranosyl ester, 3-O-beta-D-glucopyranosyl-(1-->3)-[beta-D-xylopyranosyl-(1-->2)]-alpha-L - arabinopyranosyl ursolic acid, 3-O-beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl ursolic acid 28- O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester and 3-O-beta-D-glucopyranosyl-(1-->3)-[beta-D-xylopyranosyl-(1-->2)]- beta-D-glucopyranosyl ursolic acid 28-O-beta-D-glucopyranosyl ester.

Carbohydrate Conformation↗
PubMed2004

A new ursane triterpene from Monochaetum vulcanicum that inhibits DNA polymerase beta lyase.

Bioassay-directed fractionation of a butanone extract of Monochaetum vulcanicum resulted in the isolation of a new triterpene (1) and four known compounds, ursolic acid (2), 2alpha-hydroxyursolic acid (3), 3-(p-coumaroyl)ursolic acid (4), and beta-sitosteryl-beta-d-galactoside (5). The structure of the new compound 1 was established as 3beta-acetoxy-2alpha-hydroxyurs-12-en-28-oic acid on the basis of extensive 1D and 2D NMR spectroscopic interpretation and chemical derivatization. Compounds 1-3 and 5 exhibited polymerase beta lyase activity.

Acetylation↗
PubMed2005

Secondary metabolites from Chamaedora tepejilote (Palmae) are active against Mycobacterium tuberculosis.

Due to the emergence of multi-drug resistant Mycobacterium tuberculosis strains, there is an urgent need to search for new antimycobacterial drugs. The present work describes the bioactivity-guided fractionation of Chamaedora tepejilote hexane extract which led to the isolation and the characterization of squalene, farnesol, methylic ester of hexadecanoic acid, beta-sitosterol and ursolic acid. Activity against Mycobacterium tuberculosis H37Rv, determined by radiorespirometric Bactec assay, showed ursolic acid, squalene and farnesol to produce a M. tuberculosis growth inhibition of 99% at a concentration of 100 microg/mL.

Antitubercular Agents↗
PubMed2002

Biosynthesis of sterols and triterpenes in cell suspension cultures of Uncaria tomentosa.

Pectin administered to Uncaria tomentosa cell suspension cultures, was found to increase the production of triterpene acids (ursolic and oleanolic acid), however, neither growth nor sterol accumulation were affected. Cell cultures showed that pectin treatment caused a rapid threefold increase in the activities of enzymes involved in the biosynthesis of C(5) and C(30 )isoprenoid, such as isopentenyl diphosphate isomerase and squalene synthase. The activity of a farnesyl diphosphatase, which could divert the flux of farnesyl diphosphate to farnesol, was two times lower in elicited than in control cells. Elicited cells also transformed more rapidly a higher percentage of [5-(3)H]mevalonic acid into triterpene acids. Interestingly, addition of terbinafine, an inhibitor of squalene epoxidase, to elicited cell cultures inhibited sterol accumulation while triterpene production was not inhibited. These results suggest that in U. tomentosa cells, both the previously mentioned enzymes and those involved in squalene 2,3-oxide formation play an important regulatory role in the biosynthesis of sterols and triterpenes.

Carbon-Carbon Double Bond Isomerases↗
PubMed1993

[Triterpenes and steroidal compounds from cynomorium songaricum].

From the whole parasitic plant of Cynomorium songaricum Rupr. three ursane type triterpenes, three steroidal compounds, palmitic acid and sucrose were isolated. The triterpenes were identified as acetyl ursolic acid (2), ursolic acid (3) and a new compound, ursa-12-ene-28-oic acid, 3 beta-propanedioic acid monoester (1). The steroidal compounds were identified as beta-sitosterol palmitate (4), beta-sitosterol (5) and beta-sitosterol glucoside (daucosterol, 6). Compounds 2 and 5 were found in this genus for the first time.

Drugs, Chinese Herbal↗
PubMed2005

Jacaranone and related compounds from the fresh fruits of Ternstroemia japonica and their antioxidative activity.

Jacaranone and related compounds (1-3) were isolated, along with three triterpenes (4-6), from the fresh fruits of Ternstroemia japonica. The compounds were identified as jacaranone (1), 3-hydroxy-2,3-dihydrojacaranone (2), 3-methoxy-2,3-dihydrojacaranone (3), 3-O-acetyloleanolic acid (4), 3-O-acetylursolic acid (5), and ursolic acid (6). Jacaranone and its derivatives were isolated for the first time from Theaceae. Of the isolated compounds, compound 3 is a new compound. Jacaranone (1) exhibited weak antioxidative effect on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical.

Antioxidants↗
PubMed1998

[Chemical constituents in the stem and leaf of Isodon oresbius].

Five triterpenoids were isolated from Isodon oresbius. Their structures were identified as ursolic acid, 2 alpha, 19 alpha-dihydroxy ursolic acid, 2 alpha, 3 alpha, 19 alpha-trihydroxy-12-ursen-28-oic acid, 2 alpha-hydroxy oleanolic acid and 2 alpha, 23-dihydroxy oleanolic acid by physico-chemical constants and spectral analysis.

Drugs, Chinese Herbal↗