Τόμος 10 (1996) – Τεύχος 1 – Άρθρο 4 – Επιθεώρηση Κλινικής Φαρμακολογίας και Φαρμακοκινητικής-Διεθνής Έκδοση – Volume 10 (1996) – Issue 1 – Article 4 – Epitheorese Klinikes Farmakologias και Farmakokinetikes-International Edition

Title Medicinal plants in the district of Epirus (Greece) III: analytical investigation of ursolic acid by means of a coupled redox-complexation reaction with Fe(III) and three different chelate agents
Author Prodromos B. Issopoulos

Laboratory of Inorganic and Pharmaceutical Analytical Chemistry, Department of Chemistry, University of Ioannina, GR-45110 Ioannina, Greece

Citation Issopoulos, P.: Medicinal plants in the district of Epirus (Greece) MI: analytical investigation of ursolic acid by means of a coupled redox-complexation reaction with Fe(III) and three different chelate agents, Epitheorese Klin. Farmakol. Farmakokinet. 10(1): 25-32 (1996)
Publication Date Received for publication: 15 December 1995

Accepted for publication: 15 January 1996

Full Text Language English
Order – Buy  pharmakonpress[at]pharmakonpress[.]gr
Keywords Ursolic acid, medicinal plants derivative, spectrophotometric determination, micromolar concentrations, coupled redox-complexation reaction.
Other Terms review article
Summary The broad therapeutic spectrum of Ursolic acid (URSA), in combination with a really wide field of applications, imposes the necessity to be a procedure simple, rapid, inexpensive and, at the same time, a sensitive and accurate method, suitable for the spectrophotometric determination of micromolar concentrations of this substance. The analytical method described fulfils all the above mentioned requirements and is, in effect, a triple method, since it is based on the reduction of Fe(III) by the URSA to be analysed, followed by the complexation of the Fe(II) resulted either with o-phenanthroline (o-Phen), or with 2,2’-dipyridyl (DPRL) or with 2,4,6-Tris(2′-pyridyl)- 1,3,5-triazine (TPTZ), to form, in an aqueous medium (pH 5.0± 0.1; t 40 °C± 0.5), the highly stable and intensely coloured hexacovalent-type chelate complexes of the general formula [Fe(II)- (L)n]2+, which show a λmax at 510 nm, 522 nm and 595 nm respectively and obey Beer’s law from 5.0 to 80.0 and 100.0 ppm of the URSA concentration. The regression line equations of each one of the submethod applied are:

A = 0.0137C + 0.0057(o-Phen)

A = 0.0114C + 0.00406(DPRL)

A = 0.0245C – 0.00032(TPTZ)

with a correlation coefficient r=0.9999, r=1.0000 and 0.9998 respectively. On the other hand, the respective molar absorptivity (s) and Sandell’s sensitivity (Ss), both referred to URSA analysed, are calculated as: loge=3.80; Ss=72.4 ng.cm-2; logε=3.72; Ss=87.0 ng.cm-2 and logε=4.05; Ss=40.7 ng.cm-2. The accuracy and the precision, as well as the confidence limits of the proposed new analytical method, experimentally tested, could be considered as very satisfactory.

References 1.     Tokuda, H., Ohigashi, H., Koshimizu, K., Ito, Y.: Inhibitory effects of Ursolic and Oleanolic acid on skin tumor promotion by 12-0-tetradecanoylphorbol 13-acetate. Cancer Lett. 33: 279-285 (1986)

2.     Han, G.Q., Che, C.T., Fong, H.H.S., Farnsworth, N.R., Phoebe, C.H.,Jr.: Chemical constituents of Macaranga carolinensis. Fitoterapia 59: 242-2440 (1988)

3.     Ishida, M., Okubo, T., Yamamoto, T., Koshimizu, K., Daito, H., Tokuda, H., Kin, T., Yamazaki, N.: Topical preparations containing Ursolic acid and/or Oleanolic acid for prevention of skin cancer. Jpn. Kokai Tokyo Koho JP 02.17,121(90 17,121) Japan Pat. 1990

4.     Hirota, M., Nbri, T., Yoshida, M., Iriye, R.: Suppression of tumor promoter-induced inflammation of mouse ear by Ursolic acid and 4,4-dimethylcholestane derivatives. Agric. Biol. Chem. 44: 1073-1075 (1990)

5.     Balanehru, S., Nagaravan, B.: Protective effect of Oleanolic acid and Ursolic acid against lipid peroxidation. Biochem. Int. 24: 981-990 (1990)

6.     Rhew, T.H., Park, S.M., Park, K.Y., Chung, H.Y., Hah, J.C., Lee, C.K.: Effects of Ursolic acid on oncogene expression deleted by in situ hybridization in mice. Yakhak Hoechi 36: 529-537 (1992)

7.     Dominic, Y., Subbaiyan, M.: Studies on mitochondrial lipid peroxidation in tumor-bearing rats treated with Ursolic acid and Ursolic acetate. Med. Sci. Res. 21: 213- 215 (1993)

8.     Dominic, Y., Subbaiyan, M.: Studies on some marker enzymes in tumor-bearing rats treated with Ursolic acid and Ursolic acetate. Med. Sci. Res. 21: 469-471 (1993)

9.     Take, Y., Inouye, Y., Nakamura, S., Allaudeen, H.S., Kubo, A.: Comparative studies of the inhibitory properties of antibiotics on human immunodeficiency virus and avian myeloblastosis virus reverse transcriptases and cellular DNA polymerases. J. Antibiot. 42: 107-115 (1989)

10.    Najid, A., Simon, A., Cook, J., Chable-Rabinovich, H., Delage, C., Chuita, A.J., Rigaud, M.: Characterization of Ursolic acid as a lipoxygenase and cyclooxygenase inhibitor using macrophages, platelets and differentiated HL60 leucemic cell. FEBS Lett 299: 213- 217 (1992)

11.    Souvain, M., Dedet, J.P., Kunesch, N., Poisson, J., Gantier, P., Kunesch, G.: In vitro and in vivo leishmanicidal activities of natural and synthetic Quinoids. Phytother. Res. 7: 167-171 (1993)

12.    Montville, T.J., Cooney, C.L., Sinskey, A.J.: Streptococcus mutans dextransucrase: A review. Adv. Appl. Microbiol. 24: 55-84 (1978)

13.    Hamada, S., Slade, H.D.: Biology, immunology and cariogenicity of Streptococcus mutans. Microbiol. Rev. 44: 331-384 (1980)

14.    Kozai, K.: Isolation and mode of action of antiplaque agents derived from Zizyphi Fructus. Hiroshima Daigaku Zasshi 17: 104-108 (1985)

15.    Kohda, K., Miyake, Y., Kohda, H., Kametaka, S., Yamasaki, K., Suginaka, H., Nagasaka, N.: Inhibition of glucosyltransferase from Streptococcus mutans by Oleanolic acid and Ursolic acid. Caries Res. 21: 104-108 (1987)

16.    Kohda, H., Kozai, K., Nagasaka, N., Miyake, Y., Suginaka, H., Hidaka, K., Yamasaki, K.: Prevention of dental caries by oriental folk medicines. Active principles of Zizyphi Fructus for inhibition of insoluble glucan formation by cariogenic bacterium Streptococcus mutans. Planta Medica 52: 119-120 (1986)

17.    Hada, S., Hattori ,M., Namba, T.: Dental Caries prevention by traditional medicines. XII: Effect of components of Ganoderma lucidum on glucosyltransferase from Streptococcus mutans. J. Med. Pharm. Soc. 6: 100-107 (1989)

18.    Καλλιμάνης, Γ., Μανιός, l.: Δράσις ουρσολικού οξέος κατά των ουλίτιδων. Πρακτικά 4ου Πανελλήνιου Φαρμακευτικού Συνεδρίου, σελ. 489-492, Αθήναι, 1988

19.    Καλλιμάνης, Γ.: Χημικά συστατικά των φύλλων της Olea Europea var. Oleaster και δράσις αυτών κατά της ψωριάσεως. Πρακτικά 2ου Πανελλήνιου Φαρμακευτικού Συνεδρίου, σελ. 141-144, Αθήναι, 1984

20.    Issopoulos, Ρ.Β.: Medicinal Plants in the district of Epirus (Greece). I: isolation of Ursolic acid from the leaves and flowers of rosemary(Rosemarinus officinalis L.) and study of its physicochemical, analytical and medicinal properties. Epitheor. Klin. Farmakol. Farmakokinet. 8, 62-72(1994)

21.    Issopoulos, P.B.: Medicinal Plants in the district of Epirus (Greece). II: Analytical Investigations of Ursolic acid using four different Tetrazolium Salts. Epitheor. Klin. Farmakol. Farmakokinet, Int. Ed. 9: 32-38 (t995)

22.    Issopoulos, P.B.: High-sensitivity spectrophotometric determination of Traces amounts of Levodopa, Carbidopa and α-Methyl-dopa. Z. Anal. Chem. 336: 124-128 (1990)

23.    Issopoulos, P.B., Economou, P.T.: A sensitive colorimetric determination of microquantities of Isonicotinic acid Hydrazide (Isoniazid). Intern. J. Pharm. 57: 235-239 (1989)

24.    Issopoulos, P.B.: Analytical Investigations of Isonicotinic acid Hydrazide (Isoniazid). VI. Sensitive colorimetric determination of micro amounts of Isoniazid using an indirect redox method. Intern. J. Pharm, 79: 201-204 (1991)

25.    Issopoulos, P.B.: Analytical Investigations of Isonicotinic acid Hydrazide (Isoniazid). V. Colorimetric determination of Isoniazid at ppm-level. Indian Drugs 29: 171- 177 (1992)

26.    Issopoulos, P.B.: Analytical Investigations on ß-lactam antibiotics in pharmaceutical preparations. IV. Sensitive colorimetric determination of five Cephalosporins of the first generation. Acta Pharm. Hung. 61: 205-213 (1991)

27.    Ισόπουλος, Π.Β.: Χρωματομετρικός προσδιορισμός υψηλής ευαισθησίας των κεφαλοσπορινών της πρώτης γενεάς. Πρακτικά 5ου Πανελλήνιου Φαρμακευτικού Συνεδρίου, σελ. 331-336, Αθήναι, 1990

28.    Issopoulos, Ρ.Β., Economou, Ρ.Τ.: Sensitive spectrophotometric determination of micro amounts of D-penicillamine using an indirect redox technique. Anal. Chim. Acta 257: 203-207 (1992)

29.    Issopoulos, P.B.: A sensitive spectrophotometric determination of Acetaminophen. Acta Pharm. Hung. 62: 31-38 (1992)

30.    Issopoulos, P.B., Economou, P.T.: Analytical Investigations of Bioflavonoids. II. Spectrophotometric determination of submicromolar concentrations of Troxerutin by means of a coupled redox-complexation reaction with Ce(IV) and Arsenazo III. IL Farmaco 49: 733-737 (1994)

31.  Onishi, H.: In: Photometric Determination of Traces of Metals, pp. 724-725, John Wiley & Sons, New York, 1986

Relative Papers

Online ISSN 1011-6575

Άρθρα Δημοσιευμένα σε αυτό το Περιοδικό Καταχωρούνται στα:

Articles published in this Journal are Indexed or Abstracted in: • Chemical Abstracts • Elsevier’s Bibliographic Databases: Scopus, EMBASE, EMBiology, Elsevier BIOBASE SCImago Journal and Country Rank Factor

Τι είναι η Επιθεώρηση Κλινικής Φαρμακολογίας και Φαρμακοκινητικής-Διεθνής Έκδοση-Οδηγίες προς τους Συγγραφείς – 
What is Epitheorese Klinikes Farmakologias 
και Farmakokinetikes-International Edition-Instrunctions to Authors

Άρθρα Δημοσιευμένα στην Επιθεώρηση Κλινικής Φαρμακολογίας και Φαρμακοκινητικής-Διεθνής Έκδοση – 
Articles Published in Epitheorese Klinikes Farmakologias 
και Farmakokinetikes-International Edition

Συντακτικη Επιτροπή-Editorial Board

 

 

 

Bookmark the permalink.

Comments are closed.