0000000000020684
AUTHOR
Hildebert Wagner
showing 24 related works from this author
New perspectives for natural triterpene glycosides as potential adjuvants.
2017
Abstract Background Triterpene glycosides are a vast group of secondary metabolites widely distributed in plants including a high number of biologically active compounds. The pharmacological potential is evaluated by using many bioassays particularly in the field of cancerology, immunology, and microbiology. The adjuvant concept is well known for these molecules in vaccines, but there is little preclinical evidence to support this concept in the management of cancer, infections and inflammation. Purpose We aim to review some examples of triterpene glycosides from natural sources which exhibit adjuvant activity when they are co-adminitered with anticancer drugs, targeted toxins, antimicrobia…
New Biologically Active Triterpene-Saponins fromRandia dumetorum
1990
Two new triterpene-saponins, 3-O-[O-beta-D-glucopyranosyl-(1----4)-O-beta-D-glucopyranosyl-(1----3)-( beta- D-glucuronopyranosyl)]oleanolic acid (1), 3-O-[O-beta-D-glucopyranosyl-(1----6)-O-beta-D-glucopyranosyl- (1----3)-(beta-D-glucuronopyranosyl)]oleanolic acid (2) together with five known saponins (3-7) were isolated from the methanolic extract of the fruits of Randia dumetorum (Retz) Lam. (Rubiaceae). Their structures were established on the basis of chemical and spectral data. The compounds 1, 3, 4, 5 were found to enhance significantly the proliferation of human lymphocytes in vitro. The crude saponin fraction showed haemolytic, molluscicidal, and immunostimulating activities.
Triterpene saponins from the roots ofAmpelozizyphus amazonicus
1992
A new triterpene saponin was isolated from the roots of Ampelozizyphus amazonicus together with the known 3-O-beta-D-glucopyranosyl-20-O-alpha-L-rhamnopyranosyljujubogenin and the known triterpenes melaleucic acid, 3 beta,27 alpha-dihydroxylup-20(29)-en-28 beta-oic acid, betulinic acid, betulin, lupeol. The structure of this saponin was elucidated as 3-O-[beta-D-glucopyranosyl(1----2)alpha-L-arabinopyranosyl]- 20-O-alpha-L-rhamnopyranosyljujubogenin by spectral analysis and chemical transformations.
Introduction: Novel hybrid combinations containing synthetic or antibiotic drugs with plant-derived phenolic or terpenoid compounds
2017
Abstract Background There is a paradigm shift in chemotherapy from mono-drug therapy towards multidrug combination regimens. Natural products from medicinal plants may play an important role for the design of novel combination therapy protocols. Hypothesis We introduce the novel term “hybrid combination” for the therapeutic combination of chemically defined plant-derived constituents (e.g. phenolic or terpenoid compounds with synthetic or antibiotic drugs to increase pharmacological activity and simultaneously toxic side effects. Study design Several literature databases were screened on the combination of phenolic/terpenoid compounds with synthetic/antibiotic drugs. Results Phenolic compou…
Triterpene Saponins from the Roots of Achyranthes bidentata
2001
Three saponins, oleanolic acid-28- O -s-D-glucopyranoside (1), chikusetsusaponin V (2), and 3- O -s-D-glucopyranosyl-oleanolic acid-28- O -s-D-glucopyranoside (3) were isolated from the roots of Achyranthes bidentata Blume (Amaranthaceae). No activity was shown in the granulocyte phagocytosis test nor in the test of the potentiation of the cytotoxicity of cisplatin in human colon cancer cells. This is the first report of compounds 1, 2 and 3 isolated from Achyranthes species. Furthermore, the NMR data of 2 completed the partially published data.
A new biologically active acylated triterpene saponin from Silene fortunei.
1998
A new acylated triterpene-saponin (1), together with a mixture of the known jenisseensosides C and D, has been isolated from the roots of Silene fortunei. The structure of the new compound was established by chemical means and spectroscopic methods as 3-O-[beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-28 -O- [[alpha-L-arabinopyranosyl-(1-->2)-alpha-L-arabinopyranosyl- (1-->3)-b eta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)]-[beta-D- glucopyranosyl-(1-->3)]-4-O-acetyl-beta-D-fucopyranosyl]quillaic acid. This saponin showed a significant enhancement of granulocyte phagocytosis in vitro.
Importance pharmacologique des dérivés polyphénoliques
1996
Summary The polyphenol derivatives possess many biological and pharmacological properties. However, the main therapeutical uses are limited to hepatoprotective and vasculoprotective activities of flavonoids (sensu largo). This rewiev will summarize some of the important and recently updated reports of in vitro and in vivo biological assays to show antioxidative, antihypertensive, antiphlogistic, antiviral, potent antitumoral and chimiopreventive activities.
Two new triterpene saponins from Eryngium campestre.
2005
Two new triterpene saponins, 3-O-beta-D-glucopyranosyl-(1-->2)-[alpha-L-rhamnopyranosyl-(1-->4)]-beta-D-glucuronopyranosyl-22-O-angeloyl-R1-barrigenol (1) and 3-O-beta-D-glucopyranosyl-(1-->2)-[alpha-L-rhamnopyranosyl-(1-->4)]-beta-D-glucuronopyranosyl-22-O-beta,beta-dimethylacryloyl-A1-barrigenol (2), were isolated from the roots of Eryngium campestre (Apiaceae). Their structures were established mainly by 2D NMR techniques and mass spectrometry.
Acylated triterpene saponins from Silene jenisseensis
1995
Abstract From the roots of Silene jenisseensis a new trans-p-methoxycinnamoyl triterpene saponin has been isolated along with its cis-p-methoxycinnamoyl isomer as an inseparable mixture. Their structures were established by chemical means and spectroscopic methods including 1D- and 2D-homonuclear and heteronuclear correlation NMR spectroscopy as 3-O-[β- d -galactopyranosyl -(1 → 2)-β- d -glucuronopyranosyl ]-28-O-[β- d -glucopyranosyl -(1 → 2)-α- l - rhamnopyranosyl -(1 → 2)-β- d -4-O-trans-p- methoxycinnamoyl-fucopyranosyl ] quillaic acid and its cis-isomer, respectively. They did not show any activity in the in vitro chemoluminescence granulocytes assay, but exhibited only a weak inhibito…
Evolution of the adaptogenic concept from traditional use to medical systems: Pharmacology of stress‐ and aging‐related diseases
2020
Abstract Adaptogens comprise a category of herbal medicinal and nutritional products promoting adaptability, resilience, and survival of living organisms in stress. The aim of this review was to summarize the growing knowledge about common adaptogenic plants used in various traditional medical systems (TMS) and conventional medicine and to provide a modern rationale for their use in the treatment of stress‐induced and aging‐related disorders. Adaptogens have pharmacologically pleiotropic effects on the neuroendocrine‐immune system, which explain their traditional use for the treatment of a wide range of conditions. They exhibit a biphasic dose‐effect response: at low doses they function as …
Dracoside, a New Steroidal Saponin fromHelleborus purpurascens
1994
Abstract A new steroidal saponin, 1-O-[6-O-acetyl-β-D-galactopyranosyl]-24-O-[β-D-apiofuranosyl-(1→3)-4-O-acetyl-α-L-rhamnopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-arabinopyranosyl]-dracogenin, was isolated from the roots of Helleborus purpurascens and named dracoside. Structure elucidation was performed by chemical transformations and various spectroscopic methods, mainly 2D NMR techniques (COSY, HMQC, HMBC).
Biologically Active Triterpene Saponins from Callus Tissue of Polygala amarella
1999
A new bioactive saponin (1), together with a known saponin (polygalasaponin XXVIII) has been isolated from the callus tissue culture of Polygala amarella. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis and on chemical transformations, the structure of 1 was elucidated as 3-O-beta-D-glucopyranosyl presenegenin-28-O-beta-D-galactopyranosyl-(1 --> 3)-beta-D-xylopyranosyl-(1 --> 4)-alpha-L-rhamnopyranosyl-(1 --> 2)-[beta-D-glucopyranosyl-(1 --> 3)]-beta-D-fucopyranoside. Both saponins showed significant immunological properties based on the enhancement of granulocyte phagocytosis in vitro.
Constituents of the rhizome of Homalomena occulta
2004
Constituents of the rhizome of Homalomena occulta Mohamed Elbandy , Holger Lerche , Hildebert Wagner , Marie-Aleth Lacaille-Dubois a, a Laboratoire de Pharmacognosie, Unite de Molecules d’Interet Biologique (UMIB EA 3660), Faculte de Pharmacie, Universite de Bourgogne, 7 Bd Jeanne d’Arc, BP 87900, 21079 Dijon Cedex, France b Department of Pharmacy, Centre of Pharmaresearch, Butenandtstr. 5-13, University of Munich, 81377 Munich, Germany
A review of the biological and pharmacological activities of saponins.
1996
Summary This paper reviews the important biological and pharmacological activities of saponins reported over the last few years. These include cancer-related activity, as well as antiphlogistic and antiallergic, immunomodulating, antihepatotoxic, antiviral, hypoglycemic, antifungal and molluscicidal activities. The action of saponins on the cardiovascular, central nervous, and endocrine systems and other miscellaneous effects are also discussed.
Search for potential Angiotensin Converting Enzyme (ACE)-inhibitors from plants
2001
MeOH extracts, fractions and pure substances from Musanga cecropioides, Cecropia species and Crataegus oxyacantha /C. monogyna were screened by using an in vitro bio-assay based on the inhibition of Angiotensin Converting Enzyme (ACE), as measured from the enzymatic cleavage of the chromophore-fluorophore-labelled substrate dansyltriglycine into dansylglycine and diglycine. Phenolic acids showed no significant ACE-inhibition whereas flavonoids and proanthocyanidins demonstrated inhibitory activity at 0.33 mg/ml using this test system.
Antiasthmatic Effects of <i>Picrorhiza kurroa</i>: Androsin Prevents Allergen- and PAF-induced Bronchial Obstruction in Guinea Pigs
1991
In the Ayurvedic medicine, <i>Picrorhiza kurroa </i>Royle ex Benth. is used for the treatment of liver and lung diseases. Using different chemical and pharmacological methods, we could identify the phenol glycoside androsin as active compound preventing allergen and platelet-activating factor induced bronchial obstruction in guinea pigs in vivo (10 mg/kg p.o.; 1 h prior to the inhalation challenge). Histamine release from human polymorphonuclear leukocytes in vitro was inhibited by other compounds yet to be identified.
Squarroside A, a biologically active triterpene saponin from Acanthophyllum squarrosum.
1993
A new bioactive saponin has been isolated from the roots of Acanthophyllum squarrosum. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis, and on chemical transformations, the structure of this new compound was elucidated as 3-O-beta-D-galactopyranosyl-(1--2)-[beta-D-xylopyranosyl-(1--3)]-beta- D-glucuronopyranosyl gypsogenin 28-O-beta-D-xylopyranosyl-(1--4)-alpha-L- rhamnopyranosyl-(1--2)-[alpha-L-arabinofuranosyl-(1--3)]-beta-D-4-O- acetylfucopyranoside for which we proposed the name squarroside A. This molecule showed a concentration dependent immunomodulatory effect in the in vitro lymphocyte transformation test.
A New Phenanthrene Glycoside and Other Constituents from Dioscorea opposita
2005
Phytochemical investigation of the rhizome of Dioscorea opposita has led to the isolation of a new phenanthrene glycoside, 3,4,6-trihydroxyphenanthrene-3-O-beta-D-glucopyranoside (1), and five known compounds, soyacerebroside I (2), adenosine (3), beta-sitosterol (4), palmitic acid (5) and palmitoyloleoylphosphatidylcholine (6). Their structures were determined by spectroscopic methods, including 1D- and 2D-NMR. Compounds 1-6 exhibited no antifungal activity against the human pathogenic yeasts Candida albicans, C. glabrata and C. tropicalis.
Anti-Inflammatory Effects of Onions: Inhibition of Chemotaxis of Human Polymorphonuclear Leukocytes by Thiosulfinates and Cepaenes
1990
Seven different synthetic thiosulfinates, and cepaene- and/or thiosulfinate-rich onion extracts were found to inhibit in vitro the chemotaxis of human granulocytes induced by formyl-methionine-leucinephenylalanine in a dose-dependent manner and at a concentration range of 0.1–100 μ<i>M</i>. Diphenylthiosulfinate showed the highest activity and was found to be more active than prednisolone. The anti-inflammatory properties of onion extracts are related, at least in part, to the inhibition of inflammatory cell influx by thiosulfinates and cepaenes.
Antiasthmatic Effects of <i>Galphimia glauca</i>, Gallic Acid, and Related Compounds Prevent Allergen- and Platelet-Activating Factor-Ind…
1992
A methanolic extract from Galphimia glauca (320 mg/kg, orally) inhibited acute bronchial reactions to allergen (ovalbumin, 10 mg/ml) and platelet-activating factor (PAF, 1 microgram/ml) inhalation challenges, but not to histamine or acetylcholine in spontaneously breathing guinea pigs. Furthermore, the PAF-induced bronchial hyperreactivity was markedly reduced. Gallic acid and related compounds as well as the flavonoid, quercetin, were identified as active compounds. Gallic acid, methyl gallate and quercetin showed significant effects after a single oral dose of 45 mg/kg, tetragalloyl quinic acid after 5 mg/kg. Continuous treatment of the animals with one certain fraction (GG II, 3 days, 3 …
Secoiridoids and Xanthones fromGentianella nitida
1996
From Gentianella nitida twelve known metabolites were isolated and identified by HPLC-UV and/or by spectroscopic methods as secologanoside, amaroswerin, amarogentin (secoiridoids), isoorientin (C-glucosylflavone), mangiferin, demethylbellidifolin 8-O-glucoside, norswertianine 1-O-glucoside, swertianine 1-O-primeveroside, swertianine 8-O-glucoside, norswertianine, demethylbellidifolin, and swertianine (xanthone glycosides and aglycones). Secologanoside is reported here for the first time in Gentianaceae species ; the antioxidant mangiferin was obtained as the major compound in good yield.
Saponins-mediated potentiation of cisplatin accumulation and cytotoxicity in human colon cancer cells.
2002
The triterpene saponins jenisseensosides A, B, C, D were found to increase the accumulation and cytotoxicity of the anticancer agent cisplatin in human colon tumor cells. These compounds are glycosides of quillaic acid whose fucose residue was acylated by a trans- or cis-p methoxycinnamic acid. In contrarst, other saponins derivatives without this acyl moiety were not found to potentiate the accumulation and cytotoxicity of cisplatin. These results suggested the importance of the acyl moiety for activity.
Jenisseensosides C and D, biologically active acylated triterpene saponins from Silene jenisseensis
1997
Abstract We previously reported the isolation and structure elucidation of a new trans - p -methoxycinnamoyl triterpene-saponin along with its cis - p -methoxycinnamoyl isomer as an inseparable mixture from the roots of Silene jenisseensis . In a continuing study on this plant, two additional new acylated triterpene-saponins were obtained as an inseparable mixture. Their structures have been established by chemical means and spectroscopic methods including 1D and 2D homonuclear and heteronuclear correlation NMR spectroscopy as 3- O -[β- d -galactopyranosyl-(1 → 2)-β- d -glucuronopyranosyl]-28- O -[{α- l -rhamnopyranosyl-(1 → 2)}- {4- O - trans - p -methoxycinnamoyl}-β- d -fucopyranosyl] qui…
Antiasthmatic acetophenones - an in vivo study on structure activity relationship.
1994
The recently isolated acetophenone glucoside androsin, as the major antiasthmatic principle of Picrorhiza kurroa Royle ex Benth. (Scrophulariaceae), was used as a lead compound for detailed structure-activity relationship studies. More than 25 synthesized or commercially available acetophenones with modified substitution patterns were screened in the Plethysmographic guinea pig model using PAF and/or ovalbumin as challenging agents for the generation of bronchial constriction. Whereas the aglycones in most cases were more effective than the corresponding glycosides, substitution patterns in position 3 and 4 of the phenyl ring and the keto function attached to the phenyl ring were found to b…