41913-82-0Relevant articles and documents
Potentiation of cADPR-induced Ca2+-release by methylxanthine analogues
Cavallaro, Rosaria A.,Filocamo, Luigi,Galuppi, Annamaria,Galione, Antony,Brufani, Mario,Genazzani, Armando A.
, p. 2527 - 2534 (2007/10/03)
Caffeine and other methylxanthines are known to induce Ca2+-release from intracellular stores via the ryanodine receptor. In the present work, a range of caffeine analogues, in which methyl groups at the 1 and 7 positions were replaced with alkyl chains containing different functional groups (oxo, hydroxyl, propargyl, ester, and acids), were synthesized. These compounds were then screened for their ability to potentiate Ca2+-release induced by cADPR (an endogenous modulator of ryanodine receptors) in sea urchin egg homogenates. Two of the synthesized methylxanthines, 1,3-dimethyl-7-(7- hydroxyoctyl)xanthine (37) and 3-methyl-7-(7-oxooctyl)-1-propargylxanthine (66), were shown to be more potent than caffeine in potentiating cADPR- induced Ca2+-release, while 1,3-dimethyl-7-(5-ethylcarboxypentyl)xanthine (14) was shown to be more efficacious. The development of new methylxanthine analogues may lead to a better understanding of ryanodine receptor function and could possibly provide novel therapeutic agents.
INSECT PHEROMONES AND THEIR ANALOGS. XLVII. SYNTHESIS OF 11-OXODODECA-3,6-DIYNOIC ACID - THE ACYCLIC PRECURSOR OF A MACROLIDE COMPONENT OF PHEROMONES OF Oryzaephilus mercator AND O. surinamensis
Odinokov, V. N.,Ishmuratov, G. Yu.,Kharisova, R. Ya.,Vakhidov, R. R.,Botsman, L. P.,Tolstikov, G. A.
, p. 240 - 244 (2007/10/02)
A new approach is proposed to the synthesis of 11-oxododeca-3,6-diynoic acid - the acyclic precursor of a macrolide component of pheromones of Oryzaephilus mercator and O. surinamensis - from the readily available tetrahydropyran or allylacetone via the intermediate 5-bromo-2,2-ethylenedioxypentane.