Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2007 Aug;70(8):1278-82.
doi: 10.1021/np070194x. Epub 2007 Aug 9.

Flavonoids as opioid receptor ligands: identification and preliminary structure-activity relationships

Peter L Katavic  1 , Kenneth Lamb, Hernan Navarro, Thomas E Prisinzano
Affiliations

Flavonoids as opioid receptor ligands: identification and preliminary structure-activity relationships

Peter L Katavic et al. J Nat Prod. 2007 Aug.

Abstract

Flavonoids have been recognized as the active ingredients of many medicinal plant extracts due to interactions with proteins via phenolic groups and low toxicity. Here, we report the investigation of the flavonoid core as a potential new scaffold for the development of opioid receptor ligands. Biological results suggest that stereochemistry of the C2 and C3 positions is important for antagonist activity and selectivity. Our results also suggest that the actions of Hypericum perforatum may be mediated in part by opioid receptors.

PubMed Disclaimer

Figures

Figure 1
Figure 1
Representative data from [35S]GTPγS assay at κ opioid receptors.
Chart 1
Chart 1
Structures of Naltrexone (1), nor-BNI (2a), GNTI (2b), JDTic (3), Amentoflavone (4), Apigenin (5), Hyperoside (6), 7,4′-Dihydroxyflavone (7), and Naringenin (8)
Chart 2
Chart 2
Structures of 4′-Hydroxyflavanone (9), Hesperetin (10), Taxifolin (11), (+ )-Catechin (12), (−)-Catechin (13), (−)-Epicatechin (14), (+ )-Epicatechin (15), (−)-Catechin Gallate (16), (−)-Epicatechin Gallate (17), and (−)-Epigallocatechin (18)
See this image and copyright information in PMC

References

    1. Mello NK, Negus SS. Ann N Y Acad Sci. 2000;909:104–132. - PubMed
    1. Shippenberg TS, Chefer VI, Zapata A, Heidbreder CA. Ann N Y Acad Sci. 2001;937:50–73. - PubMed
    1. Beardsley PM, Howard JL, Shelton KL, Carroll FI. Psychopharmacology. 2005;183:118–126. - PubMed
    1. Portoghese PS, Lipkowski AW, Takemori AE. Life Sci. 1987;40:1287–1292. - PubMed
    1. Portoghese PS, Lipkowski AW, Takemori AE. J Med Chem. 1987;30:238–239. - PubMed

Publication types

LinkOut - more resources