Solubility studies of oleanolic acid and betulinic acid in aqueous solutions and plant extracts of Viscum album L.

Planta Medica

Volumn 73, Issue 2, 2007, Pages 157-162

  Jäger, Sebastian ^a   Winkler, Karin ^a   Pfüller, Uwe ^b   Scheffler, Armin ^a,c  

^a Carl Gustav Carus Institut   (Germany)

^b UNIVERSITY OF WITTEN HERDECKE   (Germany)

^c Carl Gustav Carus Institut   (Germany)

Author keywords

Aqueous mistletoe extracts; Betulinic acid; Loranthaceae; Oleanolic acid; Solubility; Synergy; Viscum album L.

Indexed keywords

BETULIC ACID; OLEANOLIC ACID; TRITERPENE DERIVATIVE; VISCUM ALBUM EXTRACT;

ANTINEOPLASTIC ACTIVITY; AQUEOUS SOLUTION; ARTICLE; CONTROLLED STUDY; DRUG SOLUBILITY; GEL PERMEATION CHROMATOGRAPHY; NONHUMAN; PH;

CHROMATOGRAPHY, GEL; HYDROGEN-ION CONCENTRATION; OLEANOLIC ACID; PLANT EXTRACTS; SOLUBILITY; SOLUTIONS; TRITERPENES; VISCUM ALBUM; WATER;

LORANTHACEAE; VISCUM ALBUM;

EID: 34250302748     PISSN: 00320943     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-967106     Document Type: Article

References (25)

1. Breitmaier E. Terpene Aromen, Düfte, Pharmaka, Pheromone. 1999.
2. Eiznhamer DA, Xu ZQ. Betulinic acid: a promising anticancer candidate. IDrugs 2004; 7: 359-73.
3. Ovesna Z, Vachalkova A, Horvathova K, Tothova D. Pentacyclic triterpenoic acids: new chemoprotective compounds. Minireview Neoplasma 2004; 51: 327-33.
4. Cichewicz RH, Kouzi SA. Chemistry, biological activity, and chemotherapeutic potential of betulinic acid for the prevention and treatment of cancer and HIV infections. Med Res Rev 2004; 24: 90-114.
5. Alakurtti S, Makela T, Koskimies S, Yli-Kauhaluoma J. Pharmacological properties of the ubiquitous natural product betulin. Eur J Pharm Sci 2006; 29: 1-13.
6. Safayhi H, Sailer ER. Anti-inflammatory actions of pentacyclic triterpenes. Planta Med 1997; 63: 487-93.
7. Mengoni F, Lichtner M, Battinelli L, Marzi M, Mastroianni CM, Vullo V et al. In vitro anti-HIV activity of oleanolic acid on infected human mononuclear cells. Planta Med 2002; 68: 111-4.
8. Aiken C, Chen CH. Betulinic acid derivatives as HIV-1 antivirals. Trends Mol Med 2005; 11: 31-6.
9. Fukunaga T, Kajikawa I, Nishiya K, Watanabe Y, Takeya K, Itokawa H. Studies on the constituents of the European mistletoe, Viscum album L. Chem Pharm Bull 1987; 35: 3292-7.
10. Büssing A. Introduction: histroy of mistletoe uses. In: Büssing A, editor. Amsterdam: Harwood Academic Publishers; 2000: 1-6.
11. Wollenweber E, Wieland A, Haas K. Epicuticular waxes and flavonol aglycones of the European mistletoe, Viscum album L. Z Naturforsch 2000; 55: 314-7.
12. Tabiasco J, Pont F, Fournie JJ, Vercellone A. Mistletoe viscotoxins increase natural killer cell-mediated cytotoxicity. Eur J Biochem 2002; 269: 2591-600.
13. Klein R, Classen K, Berg PA, Ludtke R, Werner M, Huber R. In vivo-induction of antibodies to mistletoe lectin-1 and viscotoxin by exposure to aqueous mistletoe extracts: A randomised double-blinded placebo controlled phase I study in healthy individuals. Eur J Med Res 2002; 7: 155-63.
14. Strickley RG. Solubilizing excipients in oral and injectable formulations. Pharm Res 2004; 21: 201-30.
15. Deeni YY, Sadiq NM. Antimicrobial properties and phytochemical constituents of the leaves of African mistletoe (Tapinanthus dodoneifolius (DC) Danser) (Loranthaceae): an ethnomedicinal plant of Hausaland, Northern Nigeria. J Ethnopharmacol 2002; 83: 235-40.
16. Butterweck V, Petereit F, Winterhoff H, Nahrstedt A. Solubilized hypericin and pseudohypericin from Hypericum perforatum exert antidepressant activity in the forced swimming test. Planta Med 1998; 64: 291-4.
17. Son LB, Kaplun AP, Shpilevskii AA, Andiya-Pravdivyi YE, Alekseeva SG, Grigor'ev VB et al. The synthesis of betulinic acid from betulin and its solubilization with liposomes. Russ J Bioorganic Chem 1998; 24: 787-93.
18. Ying QL, Simon SR. Ursolic acid and its triterpenoid analogs are natural slowly binding inhibitors of plasmin. J Cell Biochem Suppl 1991; 15: 127.
19. Winkler K, Leneweit G, Schubert R. Characterization of membrane vesicles in plant extracts. Colloids Surf B Biointerfaces 2005; 45: 57-65.
20. Feles M, Koehler R, Scheffler A. Verfahren und Vorrichtung zur Herstellung von Presssaft aus Pflanzen. European Patent 0 288 603 1991.
21. Laszczyk M, Jager S, Simon-Haarhaus B, Scheffler A, Schempp CM. Physical, chemical and pharmacological characterization of a new oleogel forming triterpene extract from the outer bark of birch (Betulae cortex). Planta Med 2006; 72: 1389-95.
22. Sahu NP, Achari B. Advances in structural determination of saponins and terpenoid glycosides. Curr Org Chem 2001; 5: 315-34.
23. Bartiett GRJ. Phosphorus assay in column chromatography. J Biol Chem 1959; 234: 466.
24. Krzaczek T. Pharmacobotanical research on the sub-species Viscum album L. III. terpenes and steroles. Ann Univ Mariae Curie Sklodowska 1977; 32: 125-34.
25. Urech K, Scher JM, Hostanska K, Becker H. Apoptosis inducing activity of viscin, a lipophilic extract from Viscum album L. J Pharm Pharmacol 2005; 57: 101-9.