E. Antoniadouvyza et al., ANTIINFLAMMATORY PROPERTIES OF NEW ADAMANTANE DERIVATIVES - DESIGN, SYNTHESIS, AND BIOLOGICAL EVALUATION, Archiv der pharmazie, 331(2), 1998, pp. 72-78
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).