ANTIINFLAMMATORY PROPERTIES OF NEW ADAMANTANE DERIVATIVES - DESIGN, SYNTHESIS, AND BIOLOGICAL EVALUATION

A series of adamantane-containing molecules consisting of two lipophil ic 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 eva luated 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 pro ved to enhance the inflammatory response. In all cases, activity was d ose-dependent. The deacylated compound 10 was found to be the most act ive of the series, inhibiting inflammation due to Baker's yeast, the m echanism of which involves mainly the activation of lipoxygenase and/o r complement systems, a property which is absent from most selective c yclooxygenase only inhibiting non-steroidal anti-inflammatory drugs (N SAIDs).