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Synthesis and analgesic activity of new compounds combining azaadamantane and monoterpene moieties Full article

Journal Medicinal Chemistry Research
ISSN: 1054-2523 , E-ISSN: 1554-8120
Output data Year: 2015, Volume: 24, Number: 12, Pages: 4146-4156 Pages count : 11 DOI: 10.1007/s00044-015-1464-z
Tags Monoterpene; Azaadamantane; Heterocyclic compounds; Analgesic activity; Acetic acid-induced writhing test; Hot plate test; CB1 receptor
Authors Ponomarev Konstantin 1 , Pavlova Alla 1 , Suslov Evgeniy 1 , Ardashov Oleg 1,2 , Korchagina Dina 1 , Nefedov Andrej 1 , Tolstikova Tat'yana 1 , Volcho Konstantin 1,2 , Salakhutdinov Nariman 1,2
Affiliations
1 (Данные Web of science) Russian Acad Sci, Novosibirsk Organ Chem Inst, Siberian Branch, Novosibirsk 630090, Russia
2 (Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

Abstract: Synthesis of new compounds that combine the diazaadamantane and monoterpenoid moieties was carried out based on the reaction between dimethylbispidinone and monoterpene-derived aldehydes. Investigation of the analgesic activity of the obtained products revealed that compound 5a synthesized from (-)-myrtenal had a higher efficacy compared with the reference drug, diclofenac sodium, in the acetic acid-induced writhing and hot plate tests. Compound 5a exhibits a low acute toxicity and does not cause damage to the gastric mucosa, and its analgesic effect is, at least partially, mediated by the cannabinoid system involving CB1 receptors.
Cite: Ponomarev K. , Pavlova A. , Suslov E. , Ardashov O. , Korchagina D. , Nefedov A. , Tolstikova T. , Volcho K. , Salakhutdinov N.
Synthesis and analgesic activity of new compounds combining azaadamantane and monoterpene moieties
Medicinal Chemistry Research. 2015. V.24. N12. P.4146-4156. DOI: 10.1007/s00044-015-1464-z WOS Scopus РИНЦ OpenAlex
Dates:
Published online: Sep 9, 2015
Published print: Dec 1, 2015
Identifiers:
Web of science: WOS:000363249100015
Scopus: 2-s2.0-84945462750
Elibrary: 24967555
OpenAlex: W1885094257
Citing:
DB Citing
Web of science 30
Scopus 30
OpenAlex 26
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