Российская академия наук


THE PSYCHOTROPIC ACTIVITY OF LAMBERTIANIC AND PHLOMISOIC ACIDS AMIDES



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THE PSYCHOTROPIC ACTIVITY OF LAMBERTIANIC AND PHLOMISOIC ACIDS AMIDES

Мorozova Е.А., Fomina M.K., Тоlstikova Т.G.

N.N.Vorozhtsov Novosibirsk institute of organic chemistry SB RAS, Russia, morozova@nioch.nsc.ru


It is known that chemical transformation of plant metabolites is a perspective approach to the development of new highly active low-toxic polyfunctional agents. Terpenoids of the labdaine series and its derivatives pay attention as potential drugs. The lambertianic acid (the metabolite of Siberian cedar) and its derivatives with different structures have been extensively studied in Novosibirsk Institute of Organic Chemistry in recent years. It has been shown that some of these derivatives possess the analgesic, psychotropic and hepatoprotective activity. The aim of this work is to compare the lambertianic acid derivatives activity with the same of phlomisoic acid derivatives. Phlomisoic acid is the synthetic isomer of the lambertianic acid.

It was shown that lambertianic acid and phlomisoic acid don’t affect the animals’ behavior in “open field” test. Introduction of amide functions into the lambertianic acid molecule rises a stimulating effect of these compounds on motor and exploratory activity of animals. Similar chemical transformation of phlomisoic acid did not affect the ability of compounds to change the behavior of animals.

In addition, the analgesic activity of all the compounds was studied. It has been shown that the lambertianic acid in dose of 5 mg/kg does not possess any analgesic activity. Its derivatives depending on the structure are active in the models of visceral or thermal pain. Isomerization of lambertianic acid to phlomisoic acid leads to a pronounced activity in models of visceral pain. The same isomerization of the lambertianic acid amides leads to a complete absence of analgesic activity in the compounds.

Thus, we can conclude that the position of the double bond in the molecule of lambertianic acid derivatives is crucial for the manifestation of analgesic activity and stimulating effect on the animals behavior. At the same time, the transfer of the double bond in the molecule of lambertianic acid promotes the appearance of analgesic activity in its isomer – phlomisoic acid.



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