2007
DOI: 10.1007/s11095-007-9255-y
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Novel L-Dopa and Dopamine Prodrugs Containing a 2-Phenyl-imidazopyridine Moiety

Abstract: Based on these results, it may be concluded that some Dopimid compounds can be proposed as novel L-Dopa and dopamine prodrugs.

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Cited by 45 publications
(34 citation statements)
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“…[4] ImidazoA C H T U N G T R E N N U N G [1,2-a]pyridine derivatives have shown diverse biological and pharmaceutical activities, [5] for example, they exhibit anticancer, antiviral, antiparasitic, and anti-HIV properties, [6] and some compounds have been used as NO synthase and GABAA inhibitors, and l-DOPA and dopamine pro-drugs. [7] In particular, the imidazoA C H T U N G T R E N N U N G [1,2-a]pyridine unit is the core structure of many drugs currently on the market. Zolpidem (A) is the most widely applied drug in the world for treating insomnia, [8] Alpidem (B) as a peripheral benzodiazepine receptor ligand is an anxiolytic, [9] Zolimidin (C) acts as an anti-ulcer agent, [10] and Olprinone (D) as a phosphodiesterase 3 inhibitor is used for treating acute heart failure ( Figure 1).…”
Section: Introductionmentioning
confidence: 99%
“…[4] ImidazoA C H T U N G T R E N N U N G [1,2-a]pyridine derivatives have shown diverse biological and pharmaceutical activities, [5] for example, they exhibit anticancer, antiviral, antiparasitic, and anti-HIV properties, [6] and some compounds have been used as NO synthase and GABAA inhibitors, and l-DOPA and dopamine pro-drugs. [7] In particular, the imidazoA C H T U N G T R E N N U N G [1,2-a]pyridine unit is the core structure of many drugs currently on the market. Zolpidem (A) is the most widely applied drug in the world for treating insomnia, [8] Alpidem (B) as a peripheral benzodiazepine receptor ligand is an anxiolytic, [9] Zolimidin (C) acts as an anti-ulcer agent, [10] and Olprinone (D) as a phosphodiesterase 3 inhibitor is used for treating acute heart failure ( Figure 1).…”
Section: Introductionmentioning
confidence: 99%
“…In particular, the type of emulsifier was demonstrated to strongly affected not only the mean particles size and release profiles, but also affected the in vitro biological activity, seeing the surfactants mixture ceteth-20/glyceryl oleate be more effective in contrasting the oxidative cell damages compared to the combination isoceteth-20/glyceryl oleate [7]. In this study, a cell monolayer of MadineDarby canine kidney (MDCKII-MDR1) cells was used as an in vitro method to evaluate IDE permeation across the BBB, as previously reported [11,40]. In vitro release of IDE from the SLN was found to be much higher in respect to the amount of drug permeated across the monolayer within 3 h from the beginning of the experiment.…”
Section: In Vitro Proof-of-conceptmentioning
confidence: 76%
“…Therefore, only Dopimid compounds 9-12 (log BB 0.01-0. should be considered as BBB-permeants; these results deviate from the previously shown data. 27 The authors provide the log BB distribution values in a range from −0.57 to −1.24 for the examined derivatives, which indicates the BBB impermeability prerequisites. The experimental log BB value for L-DOPA is approximately twofold lower than the predicted one (−0.77 versus −0.36), which is probably due to P-g efflux mechanism's 28 influence on metabolic factors, or other experimental difficulties such as compound extraction and purification.…”
Section: Resultsmentioning
confidence: 99%
“…32 DA and L-DOPA molecular structures were extracted from the PubChem database with reference codes CID_681 and CID_6047, respectively ( Figure 1). The chemical formulas of the so-called Dopimid compounds ( Figure 1) were obtained from a research article by Denora et al 27 The two-dimensional (2D) structures of these compounds were drawn using MarvinSketch software (ChemAxon, Budapest, Hungary). 18 After the 2D sketches were converted into threedimensional (3D) images, explicit hydrogens were added and the structures were energetically minimized and recorded in PDB format.…”
Section: Methodsmentioning
confidence: 99%