Abstract

The new derivative of well-known triterpene, oleanolic acid: methyl 3-octanoyloxyiminoolean-12-en-28-oate 5, was synthesized by the action of caprylic acid on methyl oleanolate 3-oxime in the presence of dicyclohexylcarbodiimide in dioxane. The molecular structure of the obtained product 5 was confirmed by spectral methods. The acute toxicity, locomotor activity, and the dose-dependent analgesic activity were studied. In addition, the effect of compound 5 on morphine-induced analgesic activity, the dose-dependent anti-inflammatory activity and the effect of the compound on diclofenac anti-inflammatory activity study were performed. The results proved a low toxicity (LD₅₀ > 2 g/kg) of the tested product 5, which affected neither vertical nor horizontal locomotor activity in the given range of doses. The triterpene 5 also produced centrally mediated (morphine-like) analgesic action; however, only in the highest dose. The synergistic analgesic activity of 5 and morphine in the doses of 30.0 and 300.0mg/kg was found. Compound 5 expressed the anti-inflammatory action which did not affect the anti-inflammatory activity of diclofenac after their combined administration.

Links

Publisher Full Text

Authors

Bednarczyk-Cwynar B, Zaprutko L, Marciniak J, Lewandowski G, Szulc M, Kaminska E, Wachowiak N, Mikolajczak PL

Institution

Department of Organic Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, Grunwaldzka Str. 6, 60-780 Poznan, Poland. bcwynar@ump.edu.pl

Source

European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 47:3 2012 Oct 9 pg 549-55

MeSH

Analgesics
Animals
Anti-Inflammatory Agents
Carrageenan
Drug Eruptions
Drug Synergism
Edema
Male
Mice
Morphine
Motor Activity
Oleanolic Acid
Pain
Rats
Rats, Wistar
Toxicity Tests, Acute

Pub Type(s)

Journal Article

Language

eng

PubMed ID

22867936