Synthesis and pharmacological properties of a new fluorescent opioid peptide analog.
Journal Title: Pharmacological Reports - Year 2009, Vol 61, Issue 4
Abstract
Biphalin, is a palindromic peptide [(Tyr-D-Ala-Gly-Phe-NH-)(2)] in which two opioid pharmacophores are connected "tail-to-tail." This peptide displays a broad affinity for all opioid receptors (mu, delta and kappa) as well as exceptionally high antinociceptive activity. Previous structure-activity studies demonstrated that one of the biphalin pharmacophores could be substituted with a hydrophobic group without significant loss of receptor affinity. This paper reports the pharmacological properties of a new analog in which one pharmacophore of biphalin was replaced with fluorescent 7-succinylamido-4-methyl-coumarin. The resulting compound displays an affinity for mu opioid receptors that is a mu opioid receptor comparable to biphalin but with an affinity that is over a hundred times lower. This delta opioid selective fluorescent peptide analog could be applied in pharmacokinetic and pharmacodynamic studies of biphalin related analogs.
Authors and Affiliations
Monika Lukowiak, Piotr Kosson, Wim Hennink, Andrzej Lipkowski
Keywords
Related Articles
- EP ID EP129104
- DOI -
- Views 84
- Downloads 0
Pharmacokinetics and pharmacodynamics of aliskiren, an oral direct renin inhibitor.
Intensive efforts have been spent to discover therapeutic, non-peptide and orally effective hypertensive drugs. One drug that emerged from this effort is aliskiren, a direct human renin inhibitor that blocks the conversi...
Reductive metabolism of the sanguinarine iminium bond by rat liver preparations.
Background: Sanguinarine (SA) is a quaternary benzo[c]phenanthridine alkaloid that is mainly present in the Papaveraceae family. SA has been extensively studied because of its antimicrobial, anti-inflammatory, antitumor,...
Comparative study of multiple dosage of quercetin against cisplatin-induced nephrotoxicity and oxidative stress in rat kidneys.
Quercetin, a typical bioflavonoid ubiquitously present in fruits and vegetables, is considered to be helpful for human health. Cisplatin (cDDP) is one of the most active cytotoxic agents in the treatment of a wide range...
Effect of administration of etidronate and retinol on bone mechanical properties in ovariectomized rats.
The experiments were carried out on rats, divided into 7 groups: I - sham-operated control rats, II - ovariectomized (OVX) control rats, III - OVX + etidronate (10 mg/kg po), IV - OVX + retinol (700 IU/kg po), V - OVX +...
Beneficial role of telmisartan on cardiovascular complications associated with STZ-induced type 2 diabetes in rats.
We studied the effect of an eight-week treatment with telmisartan (5 mg kg(-1)day(-1)) on cardiovascular complications that are associated with type 2 diabetes in a neonatal rat model. Type 2 diabetes was induced by the...