Synthesis and characterization of substituted benzoylhydrazones of naloxone Journal Article
| Authors: | Ciszewska, G. R.; Ginos, J. A.; Charton, M.; Standifer, K. M.; Brooks, A. I.; Brown, G. P.; Ryan-Moro, J. P.; Berzetei-Gurske, I.; Toll, L.; Pasternak, G. W. |
| Article Title: | Synthesis and characterization of substituted benzoylhydrazones of naloxone |
| Abstract: | Naloxone benzoylhydrazone (NalBzoH) has proved a valuable tool in the investigation of opioid receptor subtypes. In the present study, we have examined a series of derivatives of NalBzoH in which substitutions have been made on the benzoyl ring. Overall, we see dramatic effects on the binding affinities of derivatives against the various opioid receptor subtypes. Although the range of affinities against the mu receptors is quite modest, ranges of the others vary almost 30-fold for kappa3, 50-fold for kappa1 and 100-fold for delta and kappa2 binding. Few substituted derivatives display greater affinity than NalBzoH for any of the receptors, except for delta sites where several derivatives have affinities almost tenfold greater than NalBzoH. Along with the wide variations in affinity, the compounds also appear to exhibit widely divergent activities in traditional bioassays. |
| Keywords: | nonhuman; binding affinity; animal cell; animals; animal tissue; opiate; drug synthesis; drug receptor binding; bioassay; cattle; receptor affinity; morphine; structure analysis; mu opiate receptor; structure-activity relationships; ileum; naloxone; opiate receptor; enkephalin[2,5 dextro penicillamine]; opiate addiction; opioid receptor; delta opiate receptor; receptor subtype; binding, competitive; naloxone benzoylhydrazone; kappa opiate receptor; guinea pig; enkephalin[2 dextro alanine 4 methylphenylalanine 5 glycine]; kappa3 receptor; guinea pigs; receptors, opioid; male; priority journal; article; enkephalin[2 dextro alanine 5 dextro leucine] |
| Journal Title: | Synapse |
| Volume: | 24 |
| Issue: | 2 |
| ISSN: | 0887-4476 |
| Publisher: | John Wiley & Sons |
| Date Published: | 1996-10-01 |
| Start Page: | 193 |
| End Page: | 201 |
| Language: | English |
| DOI: | 10.1002/(sici)1098-2396(199610)24:2<193::aid-syn11>3.0.co;2-%23 |
| PUBMED: | 8890461 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | Article -- Export Date: 22 November 2017 -- Source: Scopus |
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