PMID: 9525091Apr 3, 1998Paper

Anti-inflammatory properties of new adamantane derivatives. Design, synthesis, and biological evaluation

Archiv der Pharmazie
E Antoniadou-VyzaL Hadjipetrou

Abstract

A series of adamantane-containing molecules consisting of two lipophilic centers which are linked by different bridges (oxime esters, oxime ethers, amides, and symmetric alcohols), were designed and synthesized as anti-inflammatory agents. Their anti-inflammatory activity was evaluated as their ability to inhibit phlogistic-induced mouse paw edema. Some of the tested compounds exhibited activity comparable to that of diclofenac, others had a weaker activity, while some oxime esters proved to enhance the inflammatory response. In all cases, activity was dose-dependent. The deacylated compound 10 was found to be the most active of the series, inhibiting inflammation due to Baker's yeast, the mechanism of which involves mainly the activation of lipoxygenase and/or complement systems, a property which is absent from most selective cyclooxygenase only inhibiting non-steroidal anti-inflammatory drugs (NSAIDs).

Citations

Mar 30, 2013·Bioorganic & Medicinal Chemistry Letters·Balasubramanian GopalanSridharan Rajagopal
Apr 30, 2010·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mohamed A Al-OmarAli A El-Emam
Oct 27, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·C S Chidan KumarHoong-Kun Fun
Mar 21, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Monther A KhanfarRaed A Al-Qawasmeh
Jun 4, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ihsan A ShehadiMonther A Khanfar
Jun 3, 2021·Biomolecules·Igor A SchepetkinMark T Quinn

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