A comparative assessment of a-lipoic acid N-phenylamides as non-steroidal androgen receptor antagonists both on and off gold nanoparticles

Henderson, Luke C., Altimari, Jarrad M., Dyson, Gail, Servinis, Linden, Niranjan, Birunthi and Risbridger, Gail P. 2012, A comparative assessment of a-lipoic acid N-phenylamides as non-steroidal androgen receptor antagonists both on and off gold nanoparticles, Bioorganic chemistry, vol. 40, no. 1, pp. 1-5.

Attached Files
Name Description MIMEType Size Downloads

Title A comparative assessment of a-lipoic acid N-phenylamides as non-steroidal androgen receptor antagonists both on and off gold nanoparticles
Formatted title A comparative assessment of α-lipoic acid N-phenylamides as non-steroidal androgen receptor antagonists both on and off gold nanoparticles
Author(s) Henderson, Luke C.
Altimari, Jarrad M.
Dyson, Gail
Servinis, Linden
Niranjan, Birunthi
Risbridger, Gail P.
Journal name Bioorganic chemistry
Volume number 40
Issue number 1
Start page 1
End page 5
Total pages 5
Publisher Academic Press
Place of publication Orlando, Fla.
Publication date 2012
ISSN 0045-2068
Keyword(s) α-Lipoic acid
androgen receptor
bicalutamide
flutamide
prostate cancer
Summary A group of α-lipoic acid N-phenylamides were synthesized employing a variety of amide coupling protocols utilizing electron deficient anilines. These compounds were then assessed for their ability to block androgen-stimulated proliferation of a human prostate cancer cell line, LNCaP. These structurally simple compounds displayed anti-proliferative activities at, typically, 5–20 μM concentrations and were comparable to a commonly used anti-androgen Bicalutamide®. The inclusion of a disulfide (RS-SR) moiety, serving as an anchor to several metal nanoparticle systems (Au, Ag, Fe2O3, etc.), does not impede any biological activity. Conjugation of these compounds to a gold nanoparticle surface resulted in a high degree of cellular toxicity, attributed to the absence of a biocompatible group such as PEG within the organic scaffold.
Language eng
Field of Research 030503 Organic Chemical Synthesis
030405 Molecular Medicine
Socio Economic Objective 970103 Expanding Knowledge in the Chemical Sciences
HERDC Research category C1 Refereed article in a scholarly journal
Copyright notice ©2011, Elsevier
Persistent URL http://hdl.handle.net/10536/DRO/DU:30047076

Document type: Journal Article
Collection: Institute for Frontier Materials
Connect to link resolver
 
Unless expressly stated otherwise, the copyright for items in DRO is owned by the author, with all rights reserved.

Versions
Version Filter Type
Citation counts: TR Web of Science Citation Count  Cited 3 times in TR Web of Science
Scopus Citation Count Cited 6 times in Scopus
Google Scholar Search Google Scholar
Access Statistics: 28 Abstract Views, 2 File Downloads  -  Detailed Statistics
Created: Mon, 13 Aug 2012, 13:12:56 EST

Every reasonable effort has been made to ensure that permission has been obtained for items included in DRO. If you believe that your rights have been infringed by this repository, please contact drosupport@deakin.edu.au.