Abstract: Background: It was found earlier that compounds combining diazaadamantane and monoterpene moieties possessed promising analgesic activity along with low acute toxicity and the lack of ulcerogenic activity. Objective: In this paper, new structural analogues of the most active compounds were synthesized and evaluated for their analgesic activity. Methods: Their structures were confirmed by various analytical methods, such as H-1 and C-13 NMR, HRMS. All of them were evaluated for analgesic activity at a dose of 20 mg/kg or less using acetic acid-induced writhing test and hot plate test. Results: Some compounds showed analgesic activity in acetic acid-induced writhing test. One of the synthesized compounds demonstrated high analgesic activity in both tests with 46% effect in acetic acid-induced writhing test and 89% effect in hot plate test. Both structural fragments of this compound did not possess any analgesic effect at a dose of 20 mg/kg. Conclusion: Structure-activity relationships indicated that the most active compound combines fragments of (-)-myrtenal and 6-amino-5,7-dimethyl-1,3-diazaadamantane. Both parts of the molecule are important for demonstrating analgesic activity.

Cite: Ponomarev K. , Morozova E. , Pavlova A. , Suslov E. , Korchagina D. , Nefedov A. , Tolstikova T. , Volcho K. , Salakhutdinov N.
Synthesis and Analgesic Activity of Amines Combining Diazaadamantane and Monoterpene Fragments
Medicinal Chemistry. 2017. V.13. N8. P.773-779. DOI: 10.2174/1573406413666170525124316 WOS Scopus РИНЦ

Dates:

Published print:

Nov 8, 2017

Identifiers:

Web of science	WOS:000415068900009
Scopus	2-s2.0-85029551777
Elibrary	35491919
OpenAlex	W2619100693

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