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Chemical Compound Review:

AC1LCVK6 bicyclo[3.1.1]heptane

Synonyms: CTK1A3741, 286-34-0, 53949-EP2269977A2, 53949-EP2280010A2, 53949-EP2308510A1, ...

Schwartz-Bloom, R.D. et al., Vaughan, J.E. et al., Burke, S.E. et al., Abdel-Hafez, A.A. et al., Wegmann, J. et al., et al.

Brown, Venuto,

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Disease relevance of norpinane

Pinane TXA2 inhibited [35S]TBPS binding in a regionally selective and non-competitive manner; the greatest inhibition was in the cerebral cortex, hippocampus and striatum, areas which are selectively vulnerable to cerebral ischemia [1].

Psychiatry related information on norpinane

These results revealed that, in addition to the cage-like pinane skeleton, the benzoyl and the glucosyl moieties are important structural elements of the paeoniflorin skeleton as its effects on scopolamine-induced amnesia [2].

High impact information on norpinane

To determine if GABAA receptors were sensitive to the thromboxanes, the effect of pinane TXA2 on the binding of [35S]t-butylbicyclophosphorothionate ([35S]TBPS) to GABA-gated Cl- channels was measured using receptor autoradiography [1].
2--The stable thromboxane (Tx) analogues, carbocyclic TxA2 (CTA2) and pinane TxA2 (PTA2) significantly inhibited these aggregatory responses in platelets from humans, dogs and guinea-pigs, while PTA2 but not CTA2 produced significant inhibition in cat platelets [3].
Aspirin, NS-398, and pinane thromboxane also significantly decreased neutrophil superoxide production [4].
Arachidonic acid stimulated superoxide generation by neutrophils, and this was inhibited by pinane thromboxane in a dose-dependent manner [4].
The order of specificity of TXA2 analogs for [125I]-BOP binding sites was similar in glomeruli and in arterial membranes and was I-BOP > or = U46619 > or = pinane TXA2 > or = carbocyclic TXA2 > or = PGH2 [5].

Associations of norpinane with other chemical compounds

Pinane thromboxane also significantly inhibited superoxide production by neutrophils exposed to arachidonic acid plus phorbol myristic acid, a known activator of neutrophils [4].
PGE2, PGD2, PGF2 alpha, and pinane thromboxane A2, a stable thromboxane A2 analogoue, had no affinity for the binding sites [6].

Analytical, diagnostic and therapeutic context of norpinane

New stationary phase for liquid chromatography with chemically bonded pinane ligand: synthesis and characterization by nuclear magnetic resonance and high-performance liquid chromatographic investigations [7].

References

Inhibition of GABA-gated chloride channels in brain by the arachidonic acid metabolite, thromboxane A2. Schwartz-Bloom, R.D., Cook, T.A., Yu, X. Neuropharmacology (1996) [Pubmed]
Effects of paeoniflorin derivatives on scopolamine-induced amnesia using a passive avoidance task in mice; structure-activity relationship. Abdel-Hafez, A.A., Meselhy, M.R., Nakamura, N., Hattori, M., Watanabe, H., Murakami, Y., El-Gendy, M.A., Mahfouz, N.M., Mohamed, T.A. Biol. Pharm. Bull. (1998) [Pubmed]
Responsiveness of platelets and coronary arteries from different species to synthetic thromboxane and prostaglandin endoperoxide analogues. Burke, S.E., Lefer, A.M., Nicolaou, K.C., Smith, G.M., Smith, J.B. Br. J. Pharmacol. (1983) [Pubmed]
Thromboxane mediates neutrophil superoxide production in pregnancy. Vaughan, J.E., Walsh, S.W., Ford, G.D. Am. J. Obstet. Gynecol. (2006) [Pubmed]
Thromboxane receptors in human kidney tissues. Brown, G.P., Venuto, R.C. Prostaglandins Other Lipid Mediat. (1999) [Pubmed]
Specific binding of the new stable epoprostenol analogue beraprost sodium to prostacyclin receptors on human and rat platelets. Kajikawa, N., Nogimori, K., Murata, T., Nishio, S., Uchiyama, S. Arzneimittel-Forschung. (1989) [Pubmed]
New stationary phase for liquid chromatography with chemically bonded pinane ligand: synthesis and characterization by nuclear magnetic resonance and high-performance liquid chromatographic investigations. Wegmann, J., Bachmann, S., Händel, H., Tröltzsch, C., Albert, K. Journal of chromatography. A. (2000) [Pubmed]

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